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Holiday Rentals with Pools in Sanibel Island

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    Travellers to Sanibel Island are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    258 Matching Rentals in Sanibel IslandView all 529 rentals
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    Sanibel Island Florida1 / 16
    (28)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Experience Old Sanibel in Style with this Newly Renovated GULF FRONT condo1 / 28
    (4)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Island Beach Club Penthouse Near CasaYbel Resort1 / 102
    (22)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Breakers West, end unit B1 (extra windows)1 / 36
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    • Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 July 2017
    I am reviewing Breakers West, Unit B1 because when I was doing research on it, there were not many reviews. Breakers is located on the property of Waterside Inn a bit closer to...
    Reviewed 20 June 2017
    Our family spent 4 days at the end of our 9 day Florida vacation at Sanibel. This was our second stay in the area but our first at Breakers. We had a wonderful experience...
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    About this property
    Enjoy your Sanibel vacation at the relaxing and quiet Breakers West complex in a unit that has seen many upgrades in the past year. This is a very spacious unit with 1,150 sq ft for you to relax in. The complex has a very private feel with only 18 units in the building. It's located (beachfront)...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxury Home, Private Heated Pool, Magnificent views, Great Location, 3-D Theatre1 / 29
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 February 2017
    Beautiful house, very clean and all very well maintained! Beautiful neighborhood! Beautiful heated pool and sun deck. Beautiful yard and tropical gardens. This house has all the...
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    About this property
    The Sand Castle, as we lovingly call our vacation house, is a beautiful single-family 3 bedroom / 2 bath luxury vacation house with magnificent views overlooking the greens and lakes of The Dunes, an 18-hole championship golf course and tennis club. The house has a large private heated pool,...
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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sundial F408: Beautiful Condo w/ Soothing Beach Style Decor and 2 Queen Beds!1 / 25
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • DVD Player
    • Waterfront
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spectacular 1 bedroom condo is located at the Sundial Beach Resort and is the perfect spot to call home while vacationing in paradise. This unit has been totally updated and dressed with all new furniture to compliment the beachy setting of Sanibel Island. The shell covered beaches are just...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bdrm, 2 Ba, Pool, Bikes, Kayak, Private Beach1 / 20
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Secure Parking
    • Air Conditioning
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    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2016
    This was our third summer we spent a month at this home. It is always clean and in good condition. The owners are great to work with and we got our deposit back in 10 days...
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    About this property
    Our home is located in The Dunes, a semi-private golf course community with club house, pro shop, community pool, tennis court, & restaurant all within a quarter mile. It is conveniently located about 300 yards from the bay beach and about a 5 minute bike ride from the private beach on the gulf....
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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    • Washer
    • Air Conditioning
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pointe Santo B25 also known as 'Coastal Dream' is your perfect place to be on Sanibel Island. Imagine waking up every morning in the master bedroom with gorgeous views of the Gulf of Mexico! The views from the lanai are even better! You can access the lanai from both the bedroom and living room....
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Island Escape1 / 14
    (2)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • DVD Player
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Me and a group of friends went down to Sanibel to relax on the beach and explore the Island and this property was just icing on top of the cake. It came equipped with everything...
    Reviewed 12 June 2017
    My husband and several of our friends had the chance to stay at Island Escape for Memorial Day and it is our new favorite vacation spot - not only is the island amazing, but the...
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    About this property
    Our townhouse is in a prime location on the island! Very close to the Causeway, it is easy to get on and off the island (although you'll probably never want to leave!). Being situated on the canal, our home is ideal for boating (boat not included, but rental is available!) right outside the back...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    #2F Villa Sanibel, Your Island Hideaway1 / 6
    (10)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Patio
    • Private Outdoor Pool (Heated)
    • Balcony
    • Cable/satellite TV
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 December 2016
    Perfect location, comfortable rental, awesome managent, and great bang fur the buck. Marcy was response and helpful. The condo is steps from the beach.
    Reviewed 23 February 2016
    I enjoyed my stay at Villa Sanibel. It had everything we needed to enjoy our stay. The dryer squeaks and probably needs a belt, otherwise it was great!
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    About this property
    Just minutes from famous 'Ding' Darling Wildlife refuge, this spacious two bedroom plus loft vacation condo is in a complex that fronts on one of the finest shelling beaches in America. Viilla Sanibel with only 20 units is a small, quiet and priivate retreat from the everyday routine, Our bright...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Waterfront ground level suite - Amazing water views!  Boat docking, tennis, two pools...1 / 40
    (4)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Washer
    • Internet Access
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 January 2015
    I wrote a glowing and long review of this property only to have it disappear when I had to get a new password; I will not write another one but I highly recommend the property.
    Reviewed 27 December 2014
    This is a lovely property. We had 7 adults (4 women) and never ran out of hot water taking showers etc. Appointments are nice and the view is great. This ground floor unit was...
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    About this property
    If you love water views, the warm Florida sunshine, watching dolphins at play and manatees meandering this is the place for you! This Mariner Pointe ground level suite is a true water lover’s paradise. Amenities galore including tennis, fishing, swimming, boating (docking on-site) and dolphin &...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    BEAUTIFUL GULF VIEWS!! LOVELY KIMBALL LODGE #302 - 100 YARDS TO THE BEACH1 / 26
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 February 2017
    Sanibel was unbelievably warm for late January/early February. The condo was everything as advertised and more. Our stay couldn't have been any better. Thank You.
    Reviewed 12 October 2016
    Great decor, excellent views and a really fantastic place. Everything was provided. Shame the lift was out of order for the whole stay, although not the fault of this property...
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    About this property
    STUNNING GULF VIEWS from this lovely 1 bedroom 1 bath 3rd floor condo on the ocean in Kimball Lodge at the Island Inn. Beach is just steps away as is the ocean front swimming pool. Beautiful condo with lots of light and lovely furnishings. Enjoy the beautiful view from the living room with large...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Sanibel Surfside #231: Spectacular 3000 SqFt, 3 Master Beds, Amazing Views!1 / 21
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    This spacious Sanibel condo is perfect for a large family gathering! The unit is located on the third floor (with elevator access) and provides spectacular views of the beach...
    Reviewed 15 August 2017
    All we could have hoped for and more. This is an enormous unit. Beautifully decorated and furnished with everything you might need or want. We had a wonderful stay
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    About this property
    Sanibel Surfside 'Sunset' #231 is the most unique and spectacular vacation condominium!! Truly the only one of its kind, this magnificent 3,000 square foot condo has some seriously incredible gulf views!! This condo boasts 3 bedrooms/3.5 bathrooms and all the bedrooms are Master bedroom suites...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Sanibel Surfside #122:Gulf-Front Panoramic Views, Wake-up to Sunrises in Bed!1 / 28
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Heated)
    • DVD Player
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 January 2017
    It does not get any better than this! We have stayed in this condo for 9 consecutive years and are booked again for 2017. Sanibel Island is our favorite vacation spot and this...
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    About this property
    We can only accommodate up to 4 Guests total. Seven night minimum. Saturday to Saturday only. Sanibel Surfside 'Seaside' #122 is a beautiful 2 bedroom, 2 bathroom gulf front condo with a large lanai and truly spectacular views sure to please! If you are looking for luxurious, relaxing, serene,...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, location, location! A very, conveniently located 3 bedroom, 2 bathroom pool home just steps from West Gulf Drive's Beach Access #4! 'Beach Time' is located in the most tranquil and desirable neighborhood on Sanibel directly off West Gulf Drive. The beach access #4 is located just...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sanibel Surfside #111: Direct Gulf-Front Corner Unit 2 Lanais 2BR w/ K&Q bed1 / 26
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Washer
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 May 2017
    This is a great condo for a beach vacation! Sanibel Surfside is as close to the beach as one can get so the sights and sounds of the surf are enjoyed from the lanai. This...
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    About this property
    Sanibel Surfside 'Stunner' #111 -- 7 night minimum. Saturday to Saturday only. Maximum of 4 guests total. DIRECT GULF-FRONT END CONDO with 2 spacious screen & glass enclosed lanais. Enjoy the expansive ocean views rain or shine. This is not your typical rental condo. This end unit is very...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Waterfront
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome home to your very own island oasis with all the luxuries of Gulfside living!! This beautifully updated and precisely appointed 2 bedroom, 2 bath condo is a beach-goers dream come true! Located mid-island in Sunset South in the heart of Sanibel Island near shell-strewn beaches, miles of bike...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Seashells and Sunsets1 / 11
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • DVD Player
    • Air Conditioning
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    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 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...
    Reviewed 13 August 2014
    Excellent location for Bowman's Beach, the Causeway, complex was extremely quiet and away from shops, stores, restaurants, but at the same time easily accessable to Sanibel and...
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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 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Directions-Beach front complex1 / 7
    (5)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Waterfront
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2016
    This condo met the needs of my family - myself, husband, and daughter. The condo complex is nice, and the pool is clean. It is a short walk on a boardwalk to the beach, which...
    Reviewed 10 March 2016
    The unit is on the first floor and conveniently located next to the pool. This is wonderful for easy access to the pool and beach. The interior has been renovated to remove the...
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    About this property
    Located within short walk to beach and facing pool. A first floor unit steps from the pool deck with large living room, dining area and above average closet space. Large 60' wall TV for your down time enjoyment. Beach chairs/umbrella's included. Complex has heated pool, tennis court and BBQ (2)....
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sundial F301: 3rd Floor Corner Unit w/ Wrap Around Lanai Stunning Gulf Views!1 / 25
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Beautiful view. Close to the pool and the beach. Definitely would rent again! Easy to find. We talked to very nice people at the pool who all have places there. Great...
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    About this property
    Check out this gorgeous 2 bedroom, 2 bath, 3rd floor corner end unit with amazing gulf views that cannot to be missed!! Come spend your next island vacation in the sun and sand at this beautiful condo. Sundial F301 is spacious, well cared for unit and has the gorgeous beach & water views to match....
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Loggerhead Cay #403: Bright & Beautifully Updated EastEnd Condo on the Beach!1 / 28
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Waterfront
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Beautifully appointed. Very comfortable. Great location. A perfect place to relax and enjoy Gulf beaches (steps away) and everything that Sanibel has to offer. Our second visit...
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    About this property
    Come check out this newly updated and freshly furnished 2 bedroom beauty at Loggerhead Cay within steps to the sandy beaches and the Gulf of Mexico! One step through the door you'll be in beachside heaven! This unique top floor, corner end unit boasts vaulted, beamed ceilings and tons of natural...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sanibel's Rainbow, 2 bdrm/baths: Beach Bikes & Pet1 / 41
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Waterfront
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 May 2016
    This condo provided everything our family needed to enjoy paradise. The kitchen was completely stocked and allowed us to eat in to save money. The bikes and beach equipment were...
    Reviewed 18 December 2015
    My husband and I, along with one of our friends, spent a fabulous week at Loggerhead Cay #572. The condo was lovely with all of the comforts of home in a beautiful, plush...
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    About this property
    Updated 2 bedroom/2 bath Condo on the beach. 2 adult bikes, HD-TV, Wifi and Long Distance Phone. Also beach towels & chairs. 7 night minimum, generally Saturday to Saturday. Kid and small pet friendly. King bed in Master and Queen + Twin in 2nd make it great for 2 couples traveling together. Add...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sundial of Sanibel Luxury Condo with Beach View1 / 36
    (50)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Grill
    • Washer
    • Air Conditioning
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2017
    Everything was great!! We felt like home here.The bed was FANTASTIC coming from somebody with neck surgery/fusion. It's important to people like us to sleep in a good bed. The...
    Reviewed 13 February 2017
    This was a great place to stay! Fun in the sun! I had a wonderful view of the beach and the pool. It was a short walk to the beach where I found a lot of great shells. everyone...
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    About this property
    Weekly rentals Sat. to Sat. Sundial B307 condo, direct oceanview on Sanibel Island sleeps 4 (king bed, queen sofa sleeper), is fully equipped, and recently refurnished by a professional designer. Since this is our own vacation home, we have completely updated the entire condo and include many...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Washer
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unit is located at the Sundial Beach Resort and is a spacious 3 bedroom, 2 bathroom condo that sits on the Gulf of Mexico with water views from the lanai. This condo offers over 1500 square feet of comfortable living space with a fully stocked kitchen and an open living and dining area. The...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Glorious sunrise view & steps from the beach -- enjoy the Beauty of Sanibel!1 / 25
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Ocean Views
    • Grill
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2017
    We just got back from our 3rd time at A21 and we couldn't ask for a better experience. The unit is consistently very clean, and decorated more like a home than a vacation rental...
    Reviewed 30 April 2017
    This was a great place for us, a really beautiful unit although you might choose to spend most of the day out and about anyway. The highlight for us was breakfast on the lanai...
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    About this property
    You'll have a beautiful ocean and beach view in cozy surroundings here in A21, whether you're preparing morning coffee in the kitchen, enjoying that cup on the lanai, curled up on an overstuffed sofa, or continuing to doze comfortably in your king-sized bed. Please note that, with few exceptions...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    REDUCED RATES FOR JANUARY 2018!! BOOK NOW!! WOW!! The expansive views from this home will keep you speechless and in awe of the true beauty that this spectacular home (and island!) have to offer. The Woodring Bayhouse boasts 3 bedroom & 3.5 bathrooms and some of the most luxurious living...
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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A tranquil and secluded 2 bedroom, 2 bath raised home that boasts a large private pool in the East Rocks neighborhood! 'Island Breeze' is located in the East Rocks Community just off West Gulf Road in a nice, quiet neighborhood. This charming and spacious 2 bedroom, 2 bathroom home has an open...
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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    SANIBEL HARBOR RESORT 2/2 PANORAMIC BAYFRONT CONDO1 / 21
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2016
    The unit is lovely and very comfortable. We watched beautiful sunsets and sunrises from the unit. The unit is also Within minutes of Sanibel beaches and shops, as well as Ft...
    Reviewed 27 July 2015
    We, a family of 4 from Norway, with two teenagers, have visited Florida several times. This time we spent two weeks at this lovely condominium which is excellent for 4 people...
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    About this property
    Condominium - 2 Bedrooms, 2 Baths, Sleeps 4 - 6, bay views from every room! Designer refurbished - May, 2014 This is our family's second home and our favorite place to be! It is a 1450-square-foot, two-bedroom, two-bath, luxurious, eighth-floor condominium at the newly renovated, world-class,...
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    Sanibel Island, Southwest Gulf Coast 33908
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Private Outdoor Pool (Heated)
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    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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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    20% Off Until Dec (16th) Getaway! Mariner Pointe 2BR/2BA - Beautiful Sanibel1 / 28
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2016
    This was our second year at Mariner's Point and, again, it was paradise. The owners provide a cozy beach condo with amenities for all ages. I vacationed with my son and his twin...
    Reviewed 18 April 2016
    A great TV in living/dining/kitchen area; Easy key entry, no picking up or dropping off key; Condo Location is poor with no Gulf view and minimal water view of a canal; noisy at...
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    About this property
    Enjoy SPECTACULAR SUNSETS from the screened in Lanai with views of the boat docks and Pine Island sound. Beautiful 3rd floor, 2 bedroom, 2 bath condo in the lovely Mariner Pointe complex. Enjoy your Sanibel vacation in this professionally decorated and well appointed home offering everything you...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sanibel Surf Sounds & Beachfront View, Bikes/Wifi1 / 24
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 November 2015
    Excellent well equipped and spacious condo with stunning views.Far larger property than photos suggest. We were extremely comfortable with the huge double room for us (with good...
    Reviewed 12 January 2015
    We had the privilege of staying in this beautiful unit in Loggerhead Cay. We instantly felt at home when we walked through the door, and were amazed by the views. All of the...
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    About this property
    Furnished Updated 2 bedroom/2 bath Condo with 2 adult bikes, HD-TV, Wifi & Long Distance Phone. Also beach towels & chairs. 2 Bedrooms With King in Master Bedroom and Double + Twin in 2nd. Add Sleep Sofa for a family of 4-6. Fully equiped Kitchen, reserved parking and mere steps to 15 miles of...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • DVD Player
    • Grill
    • Shared Outdoor Pool (Unheated)
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    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great Location!! Great Deal!! Terrific central location on the Sanibel River, short walk across the street to the beach with golf seconds away!! Easy access to all areas of the islands. The beach is a short walk, approximately 350 yards across the street. This top floor unit boasts beautiful new...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Best Rates at Blind Pass on Bowmans Beach 2 bdrms1 / 10
    (16)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 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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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    REDUCED RATES FOR JANUARY 2018!! BOOK NOW!! You don't want to miss this 3 bedroom, 2 bathroom home with an oversized pool & patio at the end of a quite cul-de-sac just off West Gulf Drive in lovely East Rocks neighborhood! 'Charming Chert' is the perfect island home to call your own! Located in...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Heated)
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Don't miss out on this newly built 3 bedroom, 2 bathroom pool home situated in the quiet and secluded Sanibel Golf Club community. 'Calypso Tides' is a new construction completed in December 2016, equipped with all the bells and whistles you could hope for in your next island vacation rental home....
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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    REDUCED RATES FOR JANUARY 2018!! BOOK NOW!! 'Rest A Shore' is a comfortable and conveniently located 3 bedroom, 2 bathroom pool home close to beaches, shopping, bike paths and more! This mid-island location is the ideal spot to plant your roots for a month on sunny Sanibel Island. The home...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    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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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
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    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll feel right at home in this stunning 3 bedroom, 2 bathroom pool home nestled on Sanibel Island Golf Club's eleventh green fairway. This sunny and bright home has an open floor plan which is great for entertaining and a large wall of sliders which opens up the inside to the outside as it...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Waterfront
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pointe Santo is located in one of Sanibel's most popular vacations rental destinations and is conveniently located on West Gulf Drive close to many local beaches, shops, and restaurants all within close walking and/or biking distance. This spacious 2 bedroom, 2 bath unit is situated on the 2nd...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spanish Cay is located directly across the street from the beach with quick & easy access to the miles of sand, shells and the Gulf of Mexico! Spanish Cay A4 is a ground level, 1st floor, 2 bedroom/2 bath condo that offers an open floor plan with an added bonus of a glass & screen enclosed lanai...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    EAST END-SANIBEL ARMS WEST 1ST FL CONDO-LOCATION!1 / 15
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Porch
    • Balcony
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 April 2017
    Great place! Condo units are fully furnished. Come with everything you could possibly need including dishes and appliances. Nice white beach loaded with shells. 22 miles of bike...
    Reviewed 23 August 2015
    It was exactly what we hoped it would be and would stay there again in the future. My 2 grown daughters and I just wanted a relaxing, beautiful setting and itmet our goals.
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    About this property
    2 BEDROOM CONDO IN SANIBEL ARMS WEST COMPLEX. WE CAN SLEEP 4-6 PEOPLE. Our condo is a ground floor, non-smoking unit conveniently located within one mile of the causeway from Ft Myers and is near the lighthouse and fishing pier while being less than 100 steps to the beach. The complex has...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
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    • Waterfront
    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *Condo Update: Bed configuration from Now until 11/11 - 1 King & 2 Twins, sleeps 4 Bed configuration after 11/11 - 1 King, 1 Queen & 1 Twin, sleep 5 (new pictures to follow update) NEW RENTAL PROPERTY WITH OPEN AVAILABILITY -- CONSECUTIVE WEEKS IN-SEASON AVAILABLE FOR LONG-TERM RENTALS!! New to...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    B-2 Breakers West, 2BR/2BA Condo, Olde-Fla Charm1 / 124
    (47)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Housekeeping Included
    • Private Outdoor Pool (Heated)
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    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Second time we have stayed here and great both times. Love the screened porch for morning coffee. Quiet and quick walk to beach. Décor is beachy.
    Reviewed 1 week ago
    We stayed at B-2 Breakers West for 3 nights/4 days in December. The unit is on the second floor, one unit from the end near E Gulf Road. Parking was handy and we heard no noise...
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    About this property
    Relax in the ambiance of Olde Florida in our comfortable, 2-bedroom, 2-bathroom, 2nd-floor condo on the Gulf side of quiet West Gulf Drive, just over 100 yards from the Gulf of Mexico. Enjoy morning coffee on the screened-in lanai, overlooking lush landscaping and our private swimming pool. Toast...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Patio
    • Hot Tub
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    • Private Outdoor Pool (Unheated)
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SPECTACULAR PROPERTY!! Secluded Woodring Road location on the sound. Come live in seclusion for a month with a private beach and dramatic panoramic views of Pine Island Sound. Come live the Sanibel life in a secluded location on the very private Woodring Road. Wonderful home with unbelievable views...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Lighthouse Point Condominiums1 / 26
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Air Conditioning
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    • Cable/satellite TV
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    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 September 2015
    This was our 6th visit to Sanibel but first stay at the lighthouse end of the island. We chose this condo for the excellent rate, the space provided and the location. We were...
    Reviewed 27 June 2015
    First let me thank Lesley & Ron Moore on being great landlords and owners. They made renting their condo an easy task. The condo was clean, all appliances in great working...
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    About this property
    This spacious (1500 sq ft) ground floor condo has been recently remodelled. It provides superb accommodation, sleeping up to 6 people in 3 bedrooms with 2 full bathrooms. Secure wi-fi is avalable in the condo. The condo is in an ideal island location - situated only a few steps from the beach...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Breathtaking 2 BR/2 Ba, 77 Steps to Beach Unit 304, Dogs Welcome1 / 24
    (7)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • DVD Player
    • Porch
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 August 2017
    Right to the beach in one direction and to the pool in the other direction. Condo was directly over our own garage where we could store all of our beach / fishing supplies so we...
    Reviewed 5 September 2016
    Condo #304 was wonderful! Decorated beautifully and had everything we needed plus. The owner of our unit even welcomed our Golden a Retriever to come stay which being a larger...
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    About this property
    Now booking for Fall and Winter 2017. Special rate of $200/Night and $1295/Week until December 20, 2017. The Owner takes great pride in this relaxed, updated 2 bedroom/2 bath condo 77 steps from the beach. Ideal for couples, families, snowbirds, reunions, chic trips, etc. Recently updated...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sundial of Sanibel--Listen to the Waves1 / 37
    (65)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Internet Access
    • Balcony
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 March 2017
    My family and I thoroughly enjoyed our visit to Sanibel Island and were delighted with our accommodations. The condo was clean, well-stocked, and up-to-date in decor. It had...
    Reviewed 26 August 2016
    The unit is stylishly decorated and comfortably fit our family of five. We enjoyed the screened in lanai each morning and evening listening to the surf and watching the waves...
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    About this property
    Weekly rentals Sat. to Sat. Sundial B306 unit has a direct oceanview complete with sliding glass doors that open full width of the living room to allow for sea breezes and sounds the surf. We offer a large screened balcony with cushioned furnishings. B306 was completely remodeled as well with...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy 2 bedroom 2 Bath Ground Floor Condo, Steps from the beach!! 201 steps to the beach!! Great Central Island Location! Coquina Beach, heated pool, tennis courts and BBQ area. Critique tennis games from the comfort of your lanai. Gas and charcoal grills and picnic table just a few steps away....
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sanibel Island Luxury 2B/2B Beach Front Condo1 / 21
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 April 2017
    Pointe Santo on Sanibel is a perfect location. The views and amenities are outstanding. This unit is well equipped with everything needed and some unexpected surprises. Bikes...
    Reviewed 30 December 2015
    We've been to Sanibel a number of times and this was the most comfortable and convenient location to stay. We'll certainly check it out again for future trips. And yes, the...
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    About this property
    This luxurious, non-smoking and pet free condo (#B31) has central air and is professionally decorated. Both the master bedroom and living room open onto a private screened Lanai for excellent viewing of the Gulf. The master bedroom is equipped with a king sized bed and the Master Bath includes a...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33975
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This tropical beach inspired 3 bedroom, 2 bathroom remodeled gem located on West Gulf Drive is not to be missed!! 'Island Dreams' recently underwent an amazing remodel in 2015 including an incredible all-new chefs kitchen and master bathroom. The entire interior of the home was painted and...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    NEWLY REMODELED!!  GULF FRONT!!!! STEPS TO BEACH!!!1 / 28
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LITERALLY JUST STEPS TO THE BEACH!!! This lovely 3rd floor, ocean front condo provides all the amenities you need to perfect your stay on Sanibel Island. From the screened balcony you see a gorgeous view of the grounds, pool and ocean. Enjoy breath-taking sunsets each evening. Staying in unit E 32...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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