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Holiday Homes near Captiva Pass

North Captiva Island, Captiva Island, Florida
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    Travellers to Captiva Island are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Captiva Island
    ***Sanibel Island -  Best Kept Secret!! Free Kayaking and Private Beach Access1 / 75
    (20)Excellent
    3.6 kilometres from Captiva Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    0.4 kilometres from Captiva Pass
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    SAND ANCHOR in Sunset Captiva #191 / 26
    (3)Excellent
    4.6 kilometres from Captiva Pass
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Charming Captiva Cottage1 / 16
    (4)Excellent
    0.8 kilometres from Captiva Pass
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Patio
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 January 2015
    Captiva Cottage is cozy enough for two yet can easily accommodate a family or group of friends. Wonderfully located, it is private, quiet but within easy reach of the...
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    About this property
    You are just 300 steps from the beach in this private and secluded 3bedroom/3bath vacation home. The Captiva Cottage is the only home on this over one acre property nestled among other estate zoned properties in this stretch of Captiva Island, also referred to as the Gold Coast. The private beach...
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    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Ricks Retreat In Captiva Florida1 / 20
    (9)Excellent
    4.8 kilometres from Captiva Pass
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Air Conditioning
    • Porch
    • Grill
    • Washer
    • Parking
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 February 2016
    This home is well suited for families with 3 large bedrooms, 1 living room, 1 den, and 2 baths. Private because of the tropical plants surrounding the home, yet in the heart of...
    Reviewed 25 March 2015
    We've stayed at Rick's Retreat two years in a row, and it's been wonderful both times. The house is in a perfect location; a half-block walk along a quiet, shady lane to the...
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    About this property
    Ricks Retreat is a charming ground-level home on a beach street located in the village area of Captiva. A short walk to restaurants, shops and galleries, and a 3 minute walk to the most beautiful beach at the end of the sandy lane. Originally built by Bette Davis, Rick is the 3rd owner. Simple,...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5.2 kilometres from Captiva Pass
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Balcony
    • Hot Tub
    • Waterfront
    • Ocean Views
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Renovated Bayside Villa with Golf Cart in South Seas Resort - largest unit in Bayside. Includes full access to a 4 seater golf cart. The space This beautiful modern newly renovated condo comfortably sleeps 6 people - 4 adults max. This is the largest unit in all of Bayside villa. The...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    New Latitude Beach Estate1 / 24
    (1)Excellent
    2.0 kilometres from Captiva Pass
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Washer
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 January 2018
    New Latitude was an amazing Captiva Beach House. The owner, Michele, spared no expense and seemed to think of everything from board games to beach equipment. The home is very...
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    About this property
    Welcome to New Latitude ... The premier Captiva Island beach front estate. The home features six bedrooms all with en-suite bathrooms, one half bathroom. New Latitude is the perfect home for family gatherings and once in a lifetime destination vacation. As you pull up and drive through the winding...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    Stunning Newly Renovated Tropical Theme1 / 19
    (1)Excellent
    2.9 kilometres from Captiva Pass
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Parking
    • Cable/satellite TV
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 April 2018
    We just returned from a three week stay in Rudy’s house in Sanibel. Everything about this rental was exactly as advertised, and it was perfect. Rudy was a pleasure to deal with...
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    About this property
    Beautiful Florida style home located on quiet and popular west-end of Sanibel Island. This is one of the most desirable neighborhoods on Sanibel. The home has vaulted ceilings, 3 bedrooms, 3 full baths, screened pool with waterfall hot-tub and is just a short walk to access the Gulf of Mexico...
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    Location Information
    Sanibel Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4.7 kilometres from Captiva Pass
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Egret is a beautiful and newly renovated, beach chic, coastal one bedroom cottage featuring two queen beds.  All of our cottages are freshly painted and have new plank tile floors, and feature all new furnishings to make your stay perfect.  Enter the cottage through your private screened in...
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    Location Information
    Sanibel, Sanibel Island
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5.2 kilometres from Captiva Pass
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Waterfront
    • DVD Player
    • Patio
    • Washer
    • Grill
    • Ocean Views
    • Central Heating
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located within the world class South Seas resort, including four miles of private beach, top rated golfing, pristine blue waters, this unit is truly one of a kind. And it is reasonably priced! Here are some more details: - 3rd floor unit possessing gorgeous panoramic waterfront views - Great...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    MANATEE COVE1 / 36
    (2)Excellent
    1.3 kilometres from Captiva Pass
    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 April 2017
    Had a fantastic holiday at Manatee Cove April 2017. The house feels very homely and is tastefully and comfortably furnished and equipped - including beach wagon and cooler...
    Reviewed 7 March 2017
    This is a remarkable rental property...spacious, elegant comfortable, secluded, well-managed, consumer-friendly and it even allows you to bring Bowser! The distance from Captiva...
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    About this property
    This unique luxury 5300 sq.ft. home ( recently remodeled ) is nestled on an acre of tropical charm with a 450 foot sandy driveway.There is deeded beach access directly across the road . Secluded on the pool side of the house is a tiny private beach and a private dock on Roosevelt Channel which...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 8
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    Captiva Mermaid Pool House  - Special - Week of Aug 25 or Sept 15 Now $1,795!!1 / 32
    (43)Excellent
    4.3 kilometres from Captiva Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Porch
    • Washer
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 November 2017
    We stayed here a week before the big storm was to hit the Island and local area.Right from the very start we found the process of selecting and booking this property very easy...
    Reviewed 1 August 2017
    PERFECT!!!!!!! The house was cozy and warm. Relaxing and refreshing!!! We enjoyed our time by the pool everyday and cooked meals in the evening. Walking to the beach was...
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    About this property
    Experience the laid back Captiva Island lifestyle with this classic 2 br, 2 full bath cottage, just 150 yards off the beach. Sleeping 6, its private, secluded, screened and large 26 x 14 foot heated pool (with Mermaid mosaic on the pool floor) is off the double French doors of the living room....
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Seashells and Sunsets1 / 11
    (4)Excellent
    3.6 kilometres from Captiva Pass
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2018
    Our families had a great time. Everything was clean and as discribed. Pool and grounds where very nice and easy stroll to the beach. Great fishing both on Bowman beach and...
    Reviewed 16 October 2015
    We traveled with kids - from 8 to 15 yo - and two adults. My sister and her son visited as well. The apartment was well maintained. It was an easy walk to the beach. The...
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    About this property
    Our three bedroom, 2+ bath condo is perfect for the vacationing family. On one side of the unit is the master bedroom with queen-sized bed and ensuite bath. At the other end is another large bedroom with a queen-sized bed and a single bed. The third bedroom has twin beds. Those bedrooms share a...
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    Location Information
    Sanibel Island, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Blind Pass A202: Amazing West End Location Only Steps to Shelling & Sunsets!!1 / 26
    (1)Average
    3.6 kilometres from Captiva Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2017
    Booked through SBL, efficient check-in and e/mailed us during our stay to keep in touch.Condo from outside looked dreary - but once inside and the air conditioning hit you it...
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    About this property
    A lovely 2 bedroom, 2 bathroom unit at Blind Pass Condominiums close to Bowman's Beach! Relax and unwind in this spacious and bright two bedroom, two bath, well appointed condo decorated in a tropical Sanibel style. The large, original wall mural will remind you of the beautiful Florida birds and...
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    Location Information
    Sanibel Island, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.3 kilometres from Captiva Pass
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A stunning 3 bedroom, 3 bathroom home located on the Clam Bayou perfect for the bird lover and outdoor explorer in all of us! 'Osprey's Nest' is the perfect island destination that sits on Clam Bayou, a secluded, natural waterway and wildlife area on the western tip of Sanibel Island bordering the...
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    Location Information
    Sanibel Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4.7 kilometres from Captiva Pass
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    The Sandpiper is a beautiful and newly renovated beach chic coastal cottage featuring comfortable and sophisticated decor.  All of our cottages are freshly painted and have new plank tile floors, and feature all new furnishings to make your stay perfect.  Enter the cottage into the bright airy...
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    Location Information
    Sanibel, Sanibel Island
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Sun & Moon Pool House - Weeks of Aug 11, 18 or 25 Now Only 1,995 !!1 / 34
    (28)Excellent
    4.8 kilometres from Captiva Pass
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    • Grill
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 December 2015
    We rented Sun and Moon for Thanksgiving Week 2015 and I am so glad we did! The house is kept exceedingly clean and the owner, Larry, does a great job in tending to the little...
    Reviewed 3 August 2015
    We spent a week in the Sun and Moon house for the second time; first time was wonderful, second time even better. We are a family of 6 , with 3 kids.First, the location is a...
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    About this property
    Experience the laid back Captiva Island lifestyle in this beautifully decorated Key West inspired 3 bedroom and 3 bath beach home on the beach side of Captiva's village center. It's located on very popular Wightman Lane, a short, 3 minute stroll on our private, sandy lane to the beach. Captiva's...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    6.1 kilometres from Captiva Pass
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A secluded 3 bedroom, 3 bathroom ground level home with great location and easy access to the Gulf of Mexico! This private, beachside cottage is tucked back in the upscale Gulf Shores neighborhood off a dead-end street with a short walk to your own secluded beach. Five houses down from this home...
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    Location Information
    Sanibel Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6.0 kilometres from Captiva Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home amenities include: 2 Bedrooms plus Large Sleeping Loft & 2 Bathrooms -- 1 King bed, 2 Twin beds, 2 Queen inflatable sleeper sofas & 2 Twin Day beds (sleeps up to 10), 2 TVs, free WIFI & cable, private yard with large heated pool, outdoor shower, 2 enclosed lanai deck areas, fully equipped...
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    Location Information
    Sanibel, Sanibel Island
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 10
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    4.6 kilometres from Captiva Pass
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Balcony
    • Porch
    • Patio
    • Grill
    • Outdoor Dining Area
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in a small beach-to-bay community on the scenic Captiva Island, this fully furnished and fully equipped cottage is just minutes away on foot from the beach. This home is ideally located near all the hot-spots of Captiva. The master bedroom has a queen-size bed, private bathroom and private...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    4.7 kilometres from Captiva Pass
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    The Ibis is a beautiful and newly renovated, beach chic, coastal one bedroom cottage with a king bed.  All of our cottages are freshly painted and have new plank tile floors, and feature all new furnishings to make your stay perfect.  Enter the cottage through your private screened in lanai...
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    Location Information
    Sanibel, Sanibel Island
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5.2 kilometres from Captiva Pass
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unit is one of two that I own in the Bayside Villas complex, both of which have excellent 5 star average reviews. Because this unit is a corner 2nd floor unit, you will enjoy almost 270 degree views of both the waterfront and also Robert Rauschenberg's famous Fish House studio which is located...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    4.9 kilometres from Captiva Pass
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Washer
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    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to 'Down Time', a true classic beach cottage that's been newly renovated to be the fresh, clean & comfortable modern escape that you have been searching for in your next Sanibel rental home! This beachside beauty boasts new hardwood floors throughout, an open floor plan, and 3 bedrooms & 2...
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    Location Information
    Sanibel Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.7 kilometres from Captiva Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    The Heron is a beautiful and newly renovated beach chic coastal cottage featuring comfortable and sophisticated decor.  All of our cottages are freshly painted and have new plank tile floors, and feature all new furnishings to make your stay perfect.  Enter the cottage through your private screened...
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    Location Information
    Sanibel, Sanibel Island
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Marina Villa #905 Dolphin Sights Daily, Pool, 3 min. walk to Beach -Many extras!1 / 29
    (8)Excellent
    7.6 kilometres from Captiva Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Balcony
    • Porch
    • Waterfront
    • Washer
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 February 2018
    Who needs an alarm clock when you can be awakened by dolphins smacking their tails on the surface of the sea just outside your bedroom window?A beautiful villa in a splendid...
    Reviewed 23 May 2017
    Excellent location and condo! Apartment is well equipped and clean. Great view of the bay. Plenty beach toys and apparels. Many gas grills within the condominium grounds.
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    About this property
    Our privately owned MARINA VILLA is much more beautiful and much LESS EXPENSE than the resort condos at South Seas Island Resort. Please note, the rental rate for our privately owned condo is considerably lower than most South Seas Island Resort rates for the same time period, however, our Marina...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.8 kilometres from Captiva Pass
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Garden
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our Tropical Captiva Island Vacation home-away-from-home. We decided to name our home Sanga Na Langa which means No Worries in the Fijian language. Nothing is more fitting after you experience a week or longer at the home and on Captiva Island. Our vacation rental home has been...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Best Rates at Blind Pass on Bowmans Beach 2 bdrms1 / 10
    (16)Very good
    3.6 kilometres from Captiva Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Balcony
    • DVD Player
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    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2016
    The condo we stayed at definitely could use a lot of TLC. I.e. Wrinkles in rug,closet doors coming off hinges everytime you opened, pieces of blinds in living room missing and...
    Reviewed 29 June 2015
    We stayed in blind pass from June 22-28!! From the beginning when we were trying to book it, everyone was so nice and so accommodating!! The rental we wanted wasn't available...
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    About this property
    The Best Rate at Blind Pass on Bowman's Beach. A large, close to 1300 square foot apartment. The condominium is fully equipped with all linens, cooking utensils as well as all appliances. Decor is casual island style. King size bed in master bedroom, two twins in guest bedroom, and a queen...
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    Location Information
    Sanibel Island, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6.9 kilometres from Captiva Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Grill
    • Washer
    • Air Conditioning
    • Balcony
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely beachfront home has a private beach and two large open porches overlooking the water. Watch the dolphin go by and see the tarpon jumping in the sun. If you like to fish, this beach is the premier spot on the island near Captiva Pass. Head down to the North Captiva Island Club, included...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    7.2 kilometres from Captiva Pass
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located directly across the street from one of Sanibel's finest shelling beaches. The fabulous renovation and quality in this 4 BR/3 BA elevated home on an approximate acre include 10 ft. ceilings, glassed elevator, hand scraped Birch wood floors, quartz and granite counters, a gourmet kitchen...
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    Location Information
    Sanibel Island, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2.8 kilometres from Captiva Pass
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Washer
    • DVD Player
    • Ocean Views
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Baybarlyn is a charming Olde Captiva-style home. Built in 1953, this 3,000-square-foot mid-century modern house is being continually updated to allow for modern amenities while preserving the relaxing appeal of a 1950's beach home. It's open floor plan is great for entertaining. This tropical haven...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4.9 kilometres from Captiva Pass
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From $2,100 a week! Captiva Island. “Happy Daze” - beautiful, child-friendly home with a very private, well heated pool. The home is a very short walk to the beach (the island is only about 600 yards wide, at its widest point) and shops and restaurants in the village. Our single family home has...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    0.4 kilometres from Captiva Pass
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Huge 5 bedroom / 6 bathroom estate on bay directly across from Gulf beaches on Captiva's sought after Gold Coast. This family retreat on the Southern end of Captiva provides access to Captiva's world reknown wildlife eco paradise via the Roosevelt Channel to adjacent Blind Pass. A horticultural gem...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    0.9 kilometres from Captiva Pass
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    From $4,260 a month! Florida/Key West-style private home for rent, on the water, in beautiful Sanibel Island. Stay and enjoy for a month or longer, to experience what Sanibel Island is known for ... Gulf beaches, tropical landscaping, island wildlife, and protected nature preserves. This secluded...
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    Location Information
    Sanibel Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    'Romantic' Coquina Cottage ON the Beach~Pet friendly~July 4th Week AVAILABLE NOW1 / 26
    (10)Excellent
    0.5 kilometres from Captiva Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Patio
    • Cable/satellite TV
    • Washer
    • Waterfront
    • Hot Tub
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    Thoroughly enjoyed it! The place is smallish but well appointed. If you are expecting the Waldorf Astoria, look elsewhere. This is not intended to be that. If you are looking...
    Reviewed 3 weeks ago
    The cottage works so well for 2-4 people, we always get both units and find this works well for us. The location is so easy and the grounds are beyond explanations.You can have...
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    About this property
    SPECIAL 3 Nights $998 Jun.13-16 BOOK NOW b4gone! Price is usually quoted for just one studio suite, unless otherwise indicated. Each of the two studio suites sleeps no more than 2 adults and 2 Children under 12. Parking allows for a maximum of two cars. Call Now for ON the beach Coquina...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Captiva Retreat at 47 Sunset Captiva1 / 18
    (5)Very good
    4.5 kilometres from Captiva Pass
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Porch
    • Parking
    • DVD Player
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2016
    Rented bikes and came to the pool before we got the keys to our house at the realtor. Property manager was very rude and chastised us. He even followed us off the property down...
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    About this property
    Captiva Retreat (47 Sunset Captiva) is a 2,200 Sq.Ft. detached free-standing home with 2 private bedrooms (2 queens, bunk beds), private den with queen-size wall bed, loft with single bed, and three full bathrooms. It comfortably accommodates 8 guests. If you can't get by without checking...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    0.4 kilometres from Captiva Pass
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming cottage is truly an islanders dream come true featuring a desirable west end location with 3 bedrooms and 3 bathrooms and stunning views to match! The beautiful home has been recently updated throughout and boasts a renovated kitchen, dark hardwood floors, outdoor wrap around deck...
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    Location Information
    Sanibel, Sanibel Island
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4.5 kilometres from Captiva Pass
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Cable/satellite TV
    • Ocean Views
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Sunset Captiva 57 – your own little piece of paradise! Sunset Captiva is a small, charming, unique community located in the heart of Captiva Village Center - there is nothing else quite like it on the west coast. Stretching from bay to gulf, it really has it all: a large heated pool –...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Relaxing Near Beach Captiva Island Pool Home1 / 24
    (10)Excellent
    4.5 kilometres from Captiva Pass
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 April 2018
    We stayed at Millertime, March of 2017, springbreak for our family of 5 with 2 grandparents. It was perfect, a very comfortable house with a great pool. The kitchen is well...
    Reviewed 25 July 2017
    We enjoyed this home very much. We "downsized" our choice of vacation home this year and I was unsure if this house was going to be big enough for all of us but we were...
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    About this property
    Millertime Villa is a relaxing home with a lovely private pool, lots of amenities and a perfect location on beautiful Captiva Island. This is our tenth year renting our home with the goal of providing memorable Captiva Island vacations for our guests. With 3 bedrooms and 2 full baths, this home...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4.8 kilometres from Captiva Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    From $1,500 a week! Coral Cottage is a lovely and historic olde Florida style ground level cottage on beautiful Captiva Island, Florida. Our two bedroom/two bathroom vacation rental home has a spacious living room, dining area and full kitchen. Perfect for up to four guests with a king bed in the...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4.3 kilometres from Captiva Pass
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From $4,435 a week! Welcome to Harbourhouse of Captiva! Our home has undergone extensive renovations so that guests experience an upscale and wonderful stay while on Captiva Island. Our newly renovated home features five bedrooms (one is a loft)/four and one half bathrooms, a spacious floorplan,...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    5.7 kilometres from Captiva Pass
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
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    About this property
    From $7,900 a month! Rendezvous by the Sea is a beautiful Sanibel Island vacation home with nearly every amenity you could imagine available. The home has been completely renovated and features a heated pool, golf cart (for use to/from beach and signed waiver required), beach equipment and so much...
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    Location Information
    Sanibel Island, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    2.9 kilometres from Captiva Pass
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From $3,000 per week! One of Captiva's most recognizable and enchanting homes, Villa Elena is the perfect combination of the Old Captiva feel with interior renovations of subtle exclusivity. The Mediterranean inspired architecture surrounds the privately enclosed pool which leads around to the...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4.9 kilometres from Captiva Pass
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
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    From $2,200 a month! 1 and 1/2 bedroom, 2 bath unit (one half of a duplex) that is the third house from the most beautiful, private, uncrowded beach on Sanibel. It is a private beach, public not allowed. So never crowded, always serene. Unit has large living room that can sleep 2 people, full...
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    Location Information
    Sanibel Island, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Bali Hi - Best Family Beachhome w/Pool on Captiva!1 / 35
    (15)Excellent
    2.6 kilometres from Captiva Pass
    6 Bedrooms, 6 Bathrooms, Sleeps 24 Quick View
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    • Ocean Views
    • Internet Access
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Air Conditioning
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2018
    We were part of a large family holiday, here to celebrate a big Birthday. Bali Hi luxuriously accommodated two grandparents, and three families with a total of 8 children and 8...
    Reviewed 21 February 2018
    My husband and I had our wedding at Bali Hi and wouldn't have changed it for the world. The pictures do not do this property justice! The property is impeccably maintained both...
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    About this property
    Bali Hi Estate and Beach Garden, Captiva Island, Florida Our rate quote is for Main & Guest House. The main house can sleep up to 14 guests and up to 22 with guest house. Guest house is required for more than 12 adults staying on property and is included in the rate unless otherwise indicated. If...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 24
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    Relax...Tropical Paradise, Sanibel's Most Beautiful Beach BOOK Jan-Feb 2019 NOW!1 / 36
    (22)Excellent
    3.6 kilometres from Captiva Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 April 2017
    I came here on a girlfriends' getaway and we had a fabulous time! This unit is set in beautifully landscaped grounds, it's clean, up-to-date, and it has a nice and well-stocked...
    Reviewed 6 February 2017
    With its prized location on Bowman's beach and all the meticulous attention to detail and special touches, we love this condo! Best of all, a short walk past the cute pool and...
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    About this property
    Enjoy the cool, soothing feeling of a spa in our well-appointed, beautiful condo that has been entirely remodeled and freshly painted in colors of the sea. Brand new fully-equipped Gourmet kitchen with granite countertops, stainless steel appliances, new cabinets, dining counter. Private screened...
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    Location Information
    Sanibel Island, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4.6 kilometres from Captiva Pass
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From $1,800 per week! Sunset Captiva #15 is a 3 bedroom/2.5 bathroom with loft deluxe, private, stilted home in the quaint village of Captiva Island. Its highly desirable beachside location is within a quiet community directly across from the expansive heated pool, tennis courts and within a...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3.0 kilometres from Captiva Pass
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    Spend a week or longer at Ships Ahoy on beautiful and exclusive Captiva Island. Our ground floor home features nautical decor and over 4000 total sq ft of space. With two spacious master suites and two additional guest suites, you can bring your friends and family to stay in comfort. The main...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    Great 2/2 Sanibel Condo, Nice Pool, Private Beach1 / 21
    (8)Excellent
    3.6 kilometres from Captiva Pass
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2015
    It is a really nice place to stay. We were there for a week, and it was amazing. The condo is in excellent conditions, they provide everything. The pool is great and when you...
    Reviewed 27 June 2015
    We loved this rental! So many reasons but here are the highlights....The Owners and Management are friendly, professional and easy to deal with. We didn't arrive until 6pm and...
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    About this property
    ****************************************************************************** WE'VE JUST COMPLETED A MAJOR UPDATE OF THIS UNIT !! New Carpeting throughout the unit. New Tile flooring in the kitchen & front hallway. Freshly painted - Bedrooms, Baths and more. New Serene feel,... New Tropical...
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    Location Information
    Sanibel Island, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5.2 kilometres from Captiva Pass
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From $1,000 a week! Experience the wonderful water views from our screened lanai at South Seas Bayside Villas 5234. Our one bedroom/two bathroom updated condo features two very comfortable queen beds in the bedroom, en-suite bathroom and a separate full bathroom perfect for any additional guests...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    BOWMAN'S BEACH HOUSE, Sanibel Island, Florida1 / 24
    (20)Excellent
    3.0 kilometres from Captiva Pass
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Balcony
    • Cable/satellite TV
    • Patio
    • Washer
    • Internet Access
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 February 2018
    What an awesome place! Situated in the midst of palms & other beautiful vegetation, saw much wildlife not far from the property while walking to the beach, not to mention all...
    Reviewed 4 April 2016
    From the moment we arrived, we felt enveloped by nature. There is something so unique about the architectural design of this home that you feel at ease immediately. The home...
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    About this property
    Bowman's Beach House is an architecturally significant holiday home designed by the world renowned architectural firm Duany Plater-Zyberk. The community of Seaside, on Florida's panhandle, is one of DPZ's most aclaimed projects. The house is elevated twelve feet above grade! Its most dominant...
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    Location Information
    Sanibel Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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