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Holiday Rentals with Pools in Vanderbilt Beach

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    Vanderbilt Beach is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    25 Matching Rentals in Vanderbilt BeachView all 32 rentals
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    NEW OFFERING! BEACH PARADISE CONDO WITH SPECTACULAR BAY VIEWS!1 / 30
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
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    About this property
    PRIVATE GOLF CLUB - 5 AVAILABLE FOR GOLF. Rounds between (Free - $120 -285 per round - depending on time of year). Men's Golf clubs available for free. Nobody Else can offer you this. We try to be same quality as the Ritz Carlton Hotel - so great alternative. Our CONDO IS COMPLETELY REMODELED,...
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    Vanderbilt Beach, Florida 34108
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Patio
    • Private Outdoor Pool (Heated)
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    • DVD Player
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Three Bedroom plus Queen Size Air Mattress for sleeping in living room. Private Golf Course available. South Facing Pool area on Canal with screened in pool area with a lot of pool furniture including dining table under roof and out of Sun. Deck on Canal with lounging furniture/Umbrella/Table....
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    Vanderbilt Beach, Florida 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Most Spectacular Views And Elegant Accommodations Please note - the 30 day minimum, and check the calendar for availability. Also, special 30 day summer/fall discount!! Please ask!! Would you like to be on the beach now......and listening to the waves at night? Interested in playing on some of...
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    Vanderbilt Beach, Florida 34108
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
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    ****Spring & Summer Special: 10% OFF Base Rental Rate Welcome to the sought after North Naples community of Naples Park. It's impressive location, West of 41, is central to Vanderbilt Beach, as well as upscale 'Mercato' for a multitude of shopping & dining options. This well decorated, beach...
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    Vanderbilt Beach, Florida 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Meticulously newly renovated, well maintained and professionally decorated pool home in beautiful Palm River Estates. You will love this cozy family home in close distance to famous Vanderbilt Beach. Mercato and Waterside Shops fine dining & shopping as well as the beaches are just a short drive...
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    Vanderbilt Beach, Florida 34110
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    'CARIBE IN COVE TOWERS IS AVAILABLE ON AN SEASONAL BASIS' Enjoy the Magnificent Sunrise, Sunset, Water Views, & Mangroves from this 16th floor luxury condominium. Everyday you'll experience living in paradise in this 3 bedroom, 2 bath, stunning spacious kitchen, living room & dining room. Enjoy the...
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    Vanderbilt Beach, Florida 34110
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, location, location! Calling all boaters and water lovers! You can either navigate your boat effortlessly to the Gulf of Mexico or dock your water toys and enjoy your large dock! In the morning sip your coffee and watch the playful dolphins swim by, and then later in the day, enjoy your...
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    Vanderbilt Beach, Florida 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Brand New Listing! Everything is new!!You will love the beautiful new pool with waterfall style fountain. Elegantly remodeled 3 bedroom, 2 bath home in Naples Park is just minutes from the beach, great restaurants and shopping. New wood-look tile flooring throughout, fresh paint, new cabinets,...
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    Vanderbilt Beach, Florida 34108
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    While perfectly situated in Naples Park, this home also offers a private oasis where you can bask in the Florida sun. Located a short distance to beaches, Ritz Carlton with the famous Gumbo Limbo tiki bar on the beach, Turtle Resort, LaPlaya Resort with the fabulous ocean front Baleen Restaurant,...
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    Vanderbilt Beach, Florida 34108
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Tarpon Cove Yacht and Racquet Club is a hidden secret. Relax and enjoy the Breathtaking Sunrise, Sunsets overlooking direct Bay and Gulf of Mexico views from this Luxury 7th floor Condominium. Exquisite Interior Design, 3 Bedroom, 2 Bath, wood floors in the main living space, all new Stainless...
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    Vanderbilt Beach, Florida 34110
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, location! Calling all boaters and water lovers! You can either navigate your boat effortlessly to the Gulf of Mexico or dock your water toys and enjoy your large dock! In the morning sip your coffee and watch the playful dolphins swim by, and then later in the day, enjoy your favorite...
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    Vanderbilt Beach, Florida 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beachfront condominium - 'The Barcelona', located on stunning Vanderbilt Beach1 / 28
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Washer
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    • Balcony
    • Grill
    • Waterfront
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2017
    Whatever you like to do - walk on the beach, bike on the street, watch fantastic sunsets from your porch, eat-in or dine-out everything is just steps away. Location couldn't be...
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    About this property
    3 bedroom/2 full bath 7th floor corner unit featuring water views from every room due to its unparalleled location facing both the inner coastal waterway on east and the Gulf of Mexico on the west. Enjoy nightly sunsets while watching the dolphins jump and play. You may even hear the festive...
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    Vanderbilt Beach, Florida 34108
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Beautifully decorated and meticulously maintained condo across the street and approximately 500 feet from Vanderbilt Beach. Enjoy the Gulf and Bay views and a private, keyed access to the Beach. Completely updated kitchen in the summer of 2018. Includes convenient covered parking, pool, and...
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    Vanderbilt Beach, Florida 34108
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
    • Balcony
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    • Terrace
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    Vanderbilt Beach, Florida 34108
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Immaculately maintained end unit residence in one of Pelican Bay's most desirable low-rise communities. Expansive views of the manicured lake from the screened & glassed enclosed lanai. Furnished in a traditional vintage Florida style decor scheme with tiled flooring in the living areas and green...
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    Vanderbilt Beach, Florida 34108
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Located within walking distance to Vanderbilt Beach, Barefoot Pelican is a gated community offering boat dockage, pool and hot tub on-site. Unit 228 is a bay and canal view two bedroom, two bathroom condo located on the 2nd floor with elevator in the building. This unit offers King, two twins...
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    Vanderbilt Beach, Florida 34108
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Marquesa...Enjoy this elegant building located within the private gated community of Bay Colony. This 12th floor 2 bedroom, Den w/queen pullout couch/ 3 bath residence overlooks the splendor of the Pelican Bay preserve with long views of the beach and coastline west, north and south! This quiet...
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    Vanderbilt Beach, Florida 34108
    Cabin Holiday Rental - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Why go to a hotel when you can enjoy the Resort type amenities & still feel like you're at home! We have recently painted all rooms, added new furniture & replaced all carpeting. The look is crisp, clean & very cheery! This 1st floor unit has a fully equipped kitchen, with a separate dining room &...
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    Vanderbilt Beach, Florida 34109
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Three-bedroom/two bath residence completed furnished accessories linens towels and fully equipped kitchen. Master bedroom with in suite-bathroom with jetted tub balcony and walking closet. Plenty of closet space through the unit washer and dryer in the unit. Soaring high ceilings with tiled and...
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    Vanderbilt Beach, Florida 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    NEW Vacation rental in NAPLES Florida!!1 / 15
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Porch
    • Housekeeping Included
    • Waterfront
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    Pet friendly
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    About this property
    Book your vacation rental for Spring-Summer 2017 & busy season 2018! AVAILABLE: AUGUST AND SEPTEMBER. Special rate! Last minutes rentals welcome! You've worked hard to get where you and deserve the BEST! That's why we've decorated our condo to meet your high standards! Newly furnished,...
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    Vanderbilt Beach, Florida 34110
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Kid friendly
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    About this property
    Elevate your Sunshine State holiday at this 3-bedroom, 2-bathroom vacation rental home that sleeps 8 in Naples. Spend your days splashing around in the private pool, or take a short 1/2 mile stroll for sandy adventures at the Vanderbilt Beach. Watch colorful sunsets over the Gulf of Mexico, then...
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    Vanderbilt Beach, Florida 34108
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Grill
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    About this property
    Good Sun-sations. Relax in this gorgeous expansive home. Professionally painted throughout with all new bedroom furniture and mattresses. Sleeps 10, huge pool deck, detached private villa in rear of property. Outfitted with every amenity. Walk to the Gulf in 5 minutes. Enjoy dinner or lunch at the...
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    Vanderbilt Beach, Florida 34108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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