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Holiday Homes near St. Armands Circle

300 Madison Dr, Suite 201, Sarasota, Florida 34236-1300
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    Travellers to Sarasota are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Sarasota
    Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment1 / 16
    (24)Excellent
    3.9 kilometres from St. Armands Circle
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    3.0 kilometres from St. Armands Circle
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    4.6 kilometres from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Private Siesta Key House - Walk to Village & Beach - Heated Pool/Spa - No Stairs1 / 20
    (4)Excellent
    4.7 kilometres from St. Armands Circle
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Patio
    • Grill
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 February 2019
    We had such a great experience with this rental. The house was beautiful, perfect for a family with a small child (ours was about 15 months old). And you can't beat the location...
    Reviewed 30 January 2018
    I stayed over the winter holiday with my husband and other adult family.It was the perfect place to have a pleasant vacation. Close to all shops and downtown and also a short...
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    About this property
    Steps from the islands best restaurants, shops (in the Village area) and a short walk to the #1 beach in the USA! Great home with 2 car and 1 car private garages. Recently renovated including a screened in patio, hot tub and pool. Brand new appliances making this home a great place for monthly...
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    Siesta Key, Florida
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
    Siesta Key- Beach Chic Retreat,  Siesta Key 3 Bedroom 2 Bath Apartment1 / 20
    (16)Excellent
    3.9 kilometres from St. Armands Circle
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Cable/satellite TV
    • Patio
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    • Outdoor Dining Area
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2018
    This place has everything! So spacious and decorated in tasteful beach chic. 3 bedrooms 2 baths, plenty of room for our family, plus laundry facilities, barbecue grill, and...
    Reviewed 27 March 2018
    The home we rented had all the amenities we needed. The location to the beach was awesome and the beach was perfect for long walks and soaking up the sunshine.
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    About this property
    We offer a boutique style property with just 4 units. Close enough to the beach without the congestion of larger properties. Enjoy this newly renovated (2014) apartment, located less than a mile from beautiful Siesta Key Beach. We've fully remodeled in the 'Beach Chic' style, with a touch of...
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    Siesta Key, Florida
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Beautiful Main Street Loft Apartment1 / 12
    (2)Excellent
    4.0 kilometres from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 March 2019
    Great apartment. Ideal location for attending the opera festival. Comfortable and well outfitted with everything we needed. Impeccably clean and well stocked with kitchen...
    Reviewed 25 August 2018
    This location was just what I looking for. The loft was very cozy and neat. I loved the jazz artwork on the walls which fits right into the locale setting of art galleries...
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    About this property
    The front door of our 1920 vintage loft apartment opens directly onto Main Street... You will be surrounded with all the world-class attractions Sarasota, Florida has to offer - from beaches and boating to arts and culture. When you stay here, each day dawns with endless possibilities, many of the...
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    Location Information
    Lido Key, Sarasota
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Walk to beach & St Armand's Circle !!!1 / 16
    (33)Excellent
    0.5 kilometres from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Balcony
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We enjoyed staying at Joyce and Jeff's guesthouse in a quiet residential area. The suite is very spacious, well designed, charmingly furnished, and equipped with many items that...
    Reviewed 2 July 2019
    This home is just a block off everything St. Armands Circle has to offer. It's also a short walk to Lido Key Beach or a short drive to the Sarasota Bayfront, but it's quiet and...
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    About this property
    Be swept away to luxurious Spain in this beautiful one bedroom guesthouse overlooking a lovely pool. Relax and sip your morning coffee as you take in the peaceful surroundings and bay breezes, with a private entrance, spacious outdoor dining room in tropical paradise. Features include:Mexican...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    0.2 kilometres from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Hot Tub
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Simply paradise. We're located in the highly desirable Kingston Arms complex in one of the few coveted end units on Lido Key just steps from St. Armand's Circle. Lido Key is surrounded by the beautiful gentle, clear waters of the Gulf of Mexico. The complex sits on a prime location just a few...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    4.2 kilometres from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are in the heart of historic Burns Square in downtown Sarasota, nestled between high end residential neighborhoods S. Palm Avenue, Laurel Park and Hudson Bayou. The property is a mixed-use historic property with residential on the second floor with stairs. You do not need a car as we are in...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    (Cozy, Pet Friendly, Bungalow , great location, Siesta Key and Down Town1 / 15
    (2)Very good
    4.8 kilometres from St. Armands Circle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Cable/satellite TV
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2017
    This home has been totally and most tastefully renovated throughout with excellent kitchen and bathroom facilities, and is in a most convenient and quiet part of Sarasota. It...
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    About this property
    A totally remodeled 1,200 s.f. bungalow located in a million-dollar neighborhood known as the 'flowered streets' West of 41. The house is centrally located close to shopping, beaches, downtown and the world famous St. Armand’s Circle. Siesta Key is a meer 4 miles away, downtown 2 miles, St....
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Large Modernized Home a Short Walk to Beach1 / 23
    (3)Average
    2.9 kilometres from St. Armands Circle
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Children's Pool
    • Balcony
    • Washer
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 October 2019
    Myself an my family stayed for a week the house was beautiful nice an clean fully equipped with everything you need
    Reviewed 10 July 2019
    Stayed here for 1 week with 12 people (6 adults, 6 kids)PROS: great location which is 5 blocks to Shell Beach, nice sized pool, spa with screen, covered outdoor area great for...
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    About this property
    Quiet and serene, but close to local attractions, you will love this large 4 bedroom, family friendly home with 2 kitchens, new appliance and modern furnishings! Separate living areas can accommodate one large family or two smaller ones. Each living area has its own living room, kitchen, 2...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Beautiful Location On Bay Side, Water View, Pool1 / 21
    (1)Excellent
    4.2 kilometres from St. Armands Circle
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Terrace
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 January 2019
    Villa is near all amenities of Siesta Key with easy access to nearby restaurants, beaches, groceries, Sarasota attractions, etc. Very short walk across street to beautiful gulf...
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    About this property
    Villa on Siesta Key is located in luxury development with easy access to the beach. Has 2 floors. First floor has living room, open kitchen, half bath and laundry. Second floor has two bedrooms and 2 bathrooms. Master bedroom has queen size bed, second bedroom two twins bed. You can accommodate 6...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
    St.Armands Circle condo ( Kingston Arms )1 / 36
    (10)Very good
    0.2 kilometres from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Terrace
    • Balcony
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 August 2019
    I know St Atmands well (since 1982)Tha apartment was fine but you misled me by advising that the door code would be advised as soon as I paid the rental. It was NOT and despite...
    Reviewed 19 March 2019
    Marianne’s unit is extremely central to St. Armands and Lido beach. The unit was clean and can easily accommodate 6 people. Marianne is also a responsive host which is important...
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    About this property
    2 bedroom,2 bathrooms,modern updated condo.Walking distance to Lido Beach. Fully furnished,microwave,A/C,cable,local phone only,dishwasher, 3 new LCD TV's ,Stereo,Laundry (common area) Beautiful heated pool ,hot tub, all in common area Great shopping,excellent restaurants,great entertainment in St....
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    2.9 kilometres from St. Armands Circle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Wi-Fi
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Big Pass Hideaway! A three bedroom two bath private home with large lap pool located just a short walk to Shell Beach is ready to accommodate you and your guests on your Siesta Key visit. Lush tropical plants and trees envelop the nearly 2,200 square foot home with expansive living...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    The Treehouse1 / 35
    (1)Terrible
    2.9 kilometres from St. Armands Circle
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy the relaxed vibe of Siesta Key! The beautiful white sand beaches that make Siesta Key the #1 beach in the US are not even a five-minute stroll away. Siesta Key Village and the famous 3 miles of the softest 99.9% quartz sand beaches draws thousands to enjoy the island life. This two...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    4.5 kilometres from St. Armands Circle
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Washer
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach and more. This is a 1000 square foot two bedroom apartment with 1 car garage, offers a...
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    Location Information
    Lido Key, Sarasota
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 7
    4.5 kilometres from St. Armands Circle
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Secure Parking
    • Air Conditioning
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach and more. This is a 1000 square foot two bedroom apartment with 1 car garage, offers a...
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    Location Information
    Lido Key, Sarasota
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Gulf Beach, Pool  And Walk To Siesta Key Village1 / 36
    (5)Very good
    4.3 kilometres from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Grill
    • DVD Player
    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2017
    I could not believe how close this is to everything we wanted to do! It was quiet and serene! Sunsets were amazing, just around the corner and short walk to a cute little beach...
    Reviewed 22 August 2014
    all people are going to take this one way or the other .we wasnt looking for a fancy place with wifi and all of that because u are on vacation . and its a time to enjoy . not...
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    About this property
    What a great location! Walk to Siesta Key village or relax on your small Gulf Beach or fishing on the pier at Sandy Cove, which is about 100 yards from the condo. This cozy 2 bedroom 2 bath unit with high angled ceiling is a 2nd level condo with pool view from the balcony. We recently...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    4.4 kilometres from St. Armands Circle
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a 1000 square foot newly renovated 2 bedroom, 1 bath, 1 car garage town-home located in Sarasota downtown, walking distance to restaurants, theaters, night clubs, marina and stores. It offers a King size bed in Master bedroom and two Twin size beds in Guest bedroom, and two sofa's-bed...
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    Location Information
    Lido Key, Sarasota
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
    2.9 kilometres from St. Armands Circle
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Patio
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and enjoy a stress free vacation at this island paradise three bedroom two bath private home with heated pool. The property has recently been renovated and finished with all new furniture throughout. Pulling up to this private home via the circular drive you will be greeted by its Key West...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    The Banyan - A Tropical Retreat in Paradise1 / 25
    (3)Excellent
    3.6 kilometres from St. Armands Circle
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 April 2019
    We loved this house and it was stocked with all the amenities that any renter will need for the beach. We especially loved the screened in porch and the cosy set-up of the house.
    Reviewed 27 April 2018
    The Banyon is a remarkably beautiful and comfortable home. There are many private seating areas inside and out. The kitchen is fully equipped; the beds are very comfortable and...
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    About this property
    View of Roberts Bay / Near Beaches / Great Shopping & Dining Get lost in the intoxicating relaxation of Siesta Key, in this luxurious private home. This tropical retreat is a single-family residence located at the end of a secluded dead end street in the opulent neighborhoods of northern Siesta...
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    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Lakefront Oasis 3 Bdrm House with Heated Pool minutes from village and beach1 / 42
    (4)Excellent
    3.9 kilometres from St. Armands Circle
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Grill
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Washer
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 March 2019
    From the magazine worthy interior decor to the outside oasis this home is a gem. We truly loved our stay at your Siesta home. The sunshine spills inside to brighten all the...
    Reviewed 12 August 2017
    I travelled to Florida with my fiancee for work and decided to extend our stay to enjoy a little R & R. We have used AirB&B in the past and we found this gorgeous home to...
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    About this property
    Surrounded by lush, tropical garden, our private villa is situated on a quiet cul-de-sac bordered on two sides by Lake Nancy. A birdwatchers and nature lovers delight! Sip your coffee in your PJs on the private, sunny terrace, feed the ducks in the lake in our backyard or enjoy a dip in the...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Downtown Apartment in Historic Burns Square downtown Sarasota1 / 18
    (2)Excellent
    4.2 kilometres from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2019
    What a beautiful old building!? And the apartment was perfect: Clean, comfortable and bright. Denise was so welcoming we felt at home right from the start. And the location is...
    Reviewed 25 January 2017
    My husband and I stayed here for a long weekend in January and really enjoyed. The place is very cozy! Very clean! The bed was extremely comfortable! I loved the fact there...
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    About this property
    My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publix, fabulous restaurants, diverse shopping options, performance theaters, movie theaters, nightlife, public transport, boat/water activity rentals, parks, spas, and a short...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    4.2 kilometres from St. Armands Circle
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    1920's mixed-use building in historic area that is nestled between high-end residential neighborhoods. The studio apartment is super nice, safe and secure in a quaint shopping/theater area and walking distance to marina, fishing, supermarkets, transportation, theaters, opera, library, parks and...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bathroom, Sleeps 3
    4.3 kilometres from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Terrace
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, Location, Location…. Water frontage with gulf access! Excellent Fishing! Sandy Cove is a special waterfront community in Siesta Key Village....island living at its best with private water access for some of the most amazing fishing one can find on this fine Florida key. Enjoy...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Location Location Location,The 'NEST' west of Tamiami Trl close to everything.1 / 14
    (1)Excellent
    4.4 kilometres from St. Armands Circle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 May 2018
    This a very clean two-bedroom second-floor apartment with all the amenities of home. Great location, close to a fabulous gourmet market, excellent restaurants, shopping, and...
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    About this property
    THE SARASOTA 'NEST', West Of Tamiami Trail This vacation getaway is an immaculate, 2 bed room upstairs apartment, located in the heart and soul of old Sarasota. Walk to Sarasota's most desired locations, including Shelby Gardens, Bay Front Park, Southside Village (has everything, best restaurants,...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    4.2 kilometres from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This small loft apartment is on the third floor and perfect for a single, couple or close friends. It is decorated beautifully, simply and clean. The property is a historic building in the heart of historic Burns Square and walking distance to tons of amenities, centrally located to Siesta and Lido...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    4.7 kilometres from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fantastic location!! Minorga on Siesta Key condominium complex lies in the heart of Siesta Key Village with a community heated pool. Lots of cafe's, restaurants, shops and nightlight are all only steps away - Walk to a local's favorite, The Salty Dog, for a grouper sandwich and an ice cold beer,...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    4.0 kilometres from St. Armands Circle
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    Ocean Beach Gleason home rests on Siesta Key near Siesta Key Beach and Siesta Key Village. This is a stunning 4 bedroom or 3 br w/den, 2 bath updated and custom home all on one level with a saltwater pool (heat optional) and spa that over looks a small lake. Bring your well-behaved Fido with...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    4.4 kilometres from St. Armands Circle
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Gated, 3b/2b Single Family Oasis 1 Block to Siesta Village 3 Beds/2 Baths, Sleeps 8 Welcome to your oasis on Peaceable in the exclusive Treasure Boat community, only 1 block from Siesta Key Village. This beautiful and updated 3 bedroom pool home with 2 baths sits on a private lot and includes an...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    The Henry1 / 47
    (1)Excellent
    3.2 kilometres from St. Armands Circle
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Reviewed 30 May 2019
    Have you ever been to a place that just feels right? A place where you don’t want to leave and can’t wait to come back again on Siesta Beach? A place where you dream of going...
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    About this property
    The Property Live your travel lifestyle in the luxury stylings of The Henry. This one of a kind private accommodation on Siesta Key, features immaculate hand-picked designer furnishings staged to maximize the comfort, utility, and aesthetic appeal of each living space. From playing cards in the...
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    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    One Bedroom in Historic Burns Square District downtown1 / 17
    (1)Excellent
    4.2 kilometres from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Reviewed 6 September 2019
    We loved this apartment right from the start. My wife and I were looking for a base to explore Sarasota and this ticked all the boxes. It's clean, bright and comfortable. Denise...
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    About this property
    My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publix, fabulous restaurants, diverse shopping options, performance theaters, movie theaters, nightlife, public transport, boat/water activity rentals, parks, spas, and a short...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    3.0 kilometres from St. Armands Circle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Siesta Key is a popular island destination voted #1 for its beaches and top 5 places to live numerous times by Dr. Beach, TripAdvisor, and USnews. The home is located towards the north end of SIesta Key affording guests a prime location for quick access on and off the island. Siesta Key Village,...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    1.3 kilometres from St. Armands Circle
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Location Location Location….You have heard it but we have got it! This Villa is located on Lido Key across street from the Gulf of Mexico and close to Lido Beach. 2 minute walk to the beach through the side of the Ritz Carlton. St. Armand's Circle is about a 15 minute walk....the villa is a few...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
    0.5 kilometres from St. Armands Circle
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    About this property
    This spacious house on Lido Key has a lot of charm. It sits on a wonderful, peaceful and wide natural canal. It offers a floor plan made for easy living and gracious entertaining with a beautiful decoration. This property has 107 feet of canal frontage with large dock. With 4 bedroom, 3 bathrooms,...
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    Location Information
    Lido Key, Sarasota
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
    4.3 kilometres from St. Armands Circle
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Truly, this is one of our premier properties with everything you need to have an amazing vacation experience in Sarasota. This is an ideal location as it's close to downtown Sarasota with all of the great restaurants and shops, as well as a short drive to #1 rated Siesta Key Beach and a short...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    4.5 kilometres from St. Armands Circle
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    About this property
    This is a 1000 square foot newly renovated 2 bedroom, 1 bath, 1 car garage town-home. It offers a Queen size bed in Master bedroom, two twin size beds in second bedroom and two sofa's beds (Full size) in the Living room. The kitchen has everything you would need to cook. 32' LED TV, WiFi internet,...
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    Location Information
    Lido Key, Sarasota
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
    SunWay Suites Unit 1 Sandpiper1 / 16
    (1)Excellent
    4.6 kilometres from St. Armands Circle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Terrace
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    Sandpiper Adorable two bedroom, one bath suite . SunWay Suites Unit 1 Sandpiper is a newly refurnished 2 bedroom, 1 full bathroom 650 square foot apartment with screened lanai and only a short 5 minute drive to Florida's #1 Siesta Key Beach. Relax in this comfortable and tastefully decorated...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    4.8 kilometres from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Central Park Bayou *Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions. Enjoy this beautiful condo in a gorgeous downtown community, featuring great amenities such as a shared pool, hot tub, tennis...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    0.7 kilometres from St. Armands Circle
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    2 Bed 1 Bath Main House And 1/1 Guest House. Private Courtyard, Enclosed Pool This newly remodeled home has all the amenities you need while on vacation and still manages to maintain its beachy charm. Professionally decorated this home has an airy feel with top of the line finishings. At 3 bedrooms...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    4.8 kilometres from St. Armands Circle
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, location, location! Calle Minorga complex lies in the heart of Siesta Key Village with a heated pool. Restaurants, shops and nightlight are all only steps away - about a 1 minute walk from Sun Garden Cafe, Solorzarno's Pizza is 3 minutes and the Beach Club Nightclub at the intersection...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    3.7 kilometres from St. Armands Circle
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This contemporary eye catching house in the heart of Harbor Acres, one of the best neighborhood of Sarasota, features 5 bedrooms, 5.5 bathrooms, a private swimming pool, a private fitness room and a boat dock. The villa has a built living space of 5,403 square feet split across three floors. The...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    4.2 kilometres from St. Armands Circle
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    This air conditioned cottage has a private deck with a lake view. Inside you’ll find 1 Queen Bedroom, 1 Bath, 1 Pull Out Double Bed, Fully Equipped Kitchen, Dining & Living Area. We also provide ironing board, iron and hair-dryer. Fine bed linens and bath towels are provided. BBQ grill, picnic...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    The MacGregor House is 1925 Old Florida elegance1 / 22
    (1)Excellent
    4.8 kilometres from St. Armands Circle
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Reviewed 11 June 2019
    Summary: Yes Very nice home conveniently located near downtown and very close to wonderful beaches and shopping. Comfy beds, comfy furnishings and a nice kitchen for preparing...
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    This home has just been listed on Trip Advisor This beautiful Italianate-style 2-story home was built in 1925 during the John Ringling era. It is a rare find, nestled in a quiet, peaceful neighborhood and listed on the local registry of historic homes, it retains many of its original features. It...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
    Gulf Beach, Pool  And Walk To Siesta Key Village1 / 35
    (1)Excellent
    4.3 kilometres from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    What a great location! Walk to Siesta Key village or relax on your small Gulf Beach or fishing on the pier at Sandy Cove. This renovated 2 bedroom 2 bath unit is a 2nd level condo with pool views from the balcony. Enjoy breakfast after a short walk at one of the villages' quite restaurants...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    PALM'S HOUSE1 / 24
    (1)Excellent
    4.7 kilometres from St. Armands Circle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 June 2015
    As soon as we arrived we knew were going to have a happy stay at Palm's House! Our 5 person party was aged from 16 to 80 and we ALL had a wonderful time! The house itself is...
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    About this property
    Fabulous home on Siesta Key (Sarasota)( two weeks minimum stay ). Just 2 minutes drive to the beach & village. This home features 3 bedrooms and 2 baths with a large kitchen that opens to the family room. Great pool with southern exposure,and enclosed in a screen lanai for mosquito protection...
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    Location Information
    Siesta Key, Florida
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Charming Lido Key Beach House 5 min Walk to Beach!1 / 33
    (1)Excellent
    1.0 kilometres from St. Armands Circle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    Reviewed 30 October 2015
    I had been staying in Sarasota for springtime vacations for about ten years before renting this house on Lido Key. The house is charming and spacious with all the extras you...
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    About this property
    This beautifully decorated Beach House of about 1400 sq ft includes a living room, dining room, KitchenAid equipped newly renovated kitchen, laundry room, 2 bedrooms, and 2 bathrooms. The living room has a large and comfortable couch, a coffee table, and cable TV. The dining room includes a...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    4.2 kilometres from St. Armands Circle
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Perfect little condo on siesta key, home of the #1 rated beach in the USA. Just minutes from the beaches and great restaurants. Wi-fi, TV, full bath, screened in lanai, beach towels & chairs, everything you need for your home away from home. Fully loaded kitchen, coffee maker, micro, etc. Local...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
    0.2 kilometres from St. Armands Circle
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Make a splash in the private screened-in pool at this winning 4BR/4BA home. Play a game of ping-pong or fire up the BBQ for an al fresco meal. You’re a quick walk to Lido Beach and an array of shopping, casual eateries, and fine dining. Sleeps 8. Long Description: Make a splash in the private...
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    Location Information
    Sarasota, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Large Studio. Walk to Village. Couple Getaway!1 / 25
    (1)Excellent
    4.6 kilometres from St. Armands Circle
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Relax, get away and enjoy Siesta Key's laid back lifestyle! Nestled in a quiet residential neighborhood, you'll love this large and comfortable 500 square foot studio apartment. It has a king bed and comfortably sleeps 2. The studio is attached to the owners' home, and features a king bed,...
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    Location Information
    Siesta Key, Florida
    Condo/Apartment - 1 Bathroom, Sleeps 2
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