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Sanibel Island Luxury Holiday Homes

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    Travellers to Sanibel Island are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    68 Matching Rentals in Sanibel IslandView all 459 rentals
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Luxury Home, Private Heated Pool, Magnificent views, Great Location, 3-D Theatre1 / 42
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Kings Crown- 3171 / 35
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Heated)
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    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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    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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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unparalleled Direct Gulf Views from this elegant, spacious, top floor unit. Recently remodeled and professionally decorated with an elegant tropical décor that frame the views from the expansive screened in lanai off of your large open living area. A large bright updated kitchen has everything...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the views from this total remodeled, professionally decorated, spectacular, Gulf Front three bedroom two bathroom condo. Don’t miss this truly stunning condo with top of the line finishes throughout. Walk into the tiled entryway with curved wall and crown molding. The large open kitchen...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sandy Bend 9 House1 / 34
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    Reviewed 27 May 2019
    This property completely exceeded our expectations. Beautifully renovated and updated, we loved our stay in this gem of a home. We have rented many "vacation homes", but...
    Reviewed 4 April 2019
    Finding a 4 BR family friendly rental is a bit challenging, but so glad that we found Sandy Bend 9. We loved the historical, but completely renovated and updated, cottage...
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    About this property
    Beach side four bedrooms, three bathroom home available for weekly rentals. This charming older house is like a step back in time to Old Sanibel. This bungalow was one of the first homes built on Sanibel and was a Sears and Roebuck kit home. This home has older finishes throughout including...
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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Island Beach Club  penthouse. luxurious new renovation1 / 15
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Ocean Views
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 February 2019
    Sanibel is the paradise and this is the home in it. Perfectly place for those who enjoy the beach and sea but with a pool for those who prefer it. Wonderful restaurants from...
    Reviewed 21 November 2018
    We had a great time while staying at this nicely renovated condo with a view of the water. It is clean and has everything you could need to feel like you’re in your own home...
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    About this property
    Great Location, and newly renovated by award winning designer Lora Potts. This Penthouse condominium is an end unit in the front of the building facing the Gulf with a Gulf View. The Island Beach Club complex is a beachfront community with a large swimming pool. Everything in this unit has been...
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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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    • Patio
    • Grill
    • DVD Player
    • Waterfront
    • Balcony
    • Internet Access
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the views from this total remodeled, professionally decorated, spectacular, Gulf Front three bedroom two bathroom condo. Don’t miss this truly stunning condo with top of the line finishes throughout. Walk into the tiled entryway with curved wall and crown molding. The large open kitchen...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Janthina 1A1 / 22
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Waterfront
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2017
    This condo was in great shape, and had a wonderful decor styling, we fellt great staying there with it's beach styled furniture. There was an issue with sliding doors going to...
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    About this property
    Enjoy the views from this Gulf Front three bedroom two bathroom tropical condo with large screened in Lanai. Directly on the white sandy beaches of West Gulf, sit back and relax while you watch the dolphins and pelicans play in the surf. This large, open condo has a fully equipped eat in...
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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
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    • Shared Outdoor Pool (Unheated)
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    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 13 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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    NEWLY REMODELED -  Gulf Front, Just steps to the Beach! Enjoy Beach Chairs, Umbr1 / 28
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    • Cable/satellite TV
    • Washer
    • Hot Tub
    Suitability
    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...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    IT IS IMPORTANT THAT YOU CHECK THE AVAILABILITY CALENDAR BEFORE BOOKING. 4 NIGHT MINIMUM STAY. *****SATURDAY TO SATURDAY BOOKING NOT REQUIRED ***RED TIDE NOW A DISTANT MEMORY! The water is pristine and beach a blanket of shells. SUN, SEA,, SAND AND SHELLS, SHORT WALK ON THE BOARDWALK!!Bath, TOP...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sanibel Surf Sounds & Beachfront View, Bikes/Wifi1 / 24
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • DVD Player
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 April 2018
    Great clean place. Everything we needed was there. Beach towels, bath towels, beautiful view from balcony, beach chairs, umbrella, sweet pool.........We were very happy. My...
    Reviewed 5 April 2018
    Pretty good experience. The location and proximity to the beach are good. The office staff very helpful. The condo unit itself presented a few challenges with ants, but the...
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    About this property
    Furnished Updated 2 bedroom/2 bath Condo with 2 adult bikes, HD-TV, Wifi & 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. $250 Pet Fee for small pet paid separately. Condo rules allow a small non-aggressive...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Surfside 12 C4 Beachfront Top Floor Luxury Vacation Rental. Pool/Tennis/Wifi1 / 30
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • DVD Player
    • Washer
    • Balcony
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    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 January 2019
    Beautiful condo with great view of the gulf, right on the beach and close to restaurants and shopping.
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    About this property
    Direct gulf front three bedroom top floor East End condominium. Welcome to Surfside 12, unit C4. We have completely renovated our vacation rental home down to the studs. Everything is new and very high end. From the moment you walk in, you'll see the beautiful views directly out to the Gulf of...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Grill
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We've put 2 units together in our triplex to give a warm and sunny vacation experience to a larger group. In addition to the 2 bedrooms and a 2 bathrooms, each suite has a trundle daybed in the living room along with a fully equipped kitchen. The space We are just 780 feet from the Gulfs waters...
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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    LEA BY THE SEA Beach House.  5 Bedroom1 / 23
    (2)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Lea by the sea was the perfect spot for our family vacation! Everything we needed was there and began when we walked inside. The view of the bay was beautiful! Sunrises and...
    Reviewed 29 March 2019
    We will return to this paradise for our tenth season in a row. We couldn’t love it more. We spend most of our times pinching ourselves with disbelief of the stunning views and...
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    About this property
    Lea by the Sea is a luxurious beach house with its own private beach and large floor to ceiling panoramic windows in every room but one.. Check out the video of the interior embedded after second photo. Lea By The Sea Beach House contains flat screen televisions in all bedrooms and a 48 inch tv...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 9
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    Island Style1 / 34
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    Reviewed 27 February 2019
    Loved every minute at this wonderful exceptional Sanibel property. From teh amazing pool to teh wonderful interior design this was by far teh most amazing place I stayed in on...
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    About this property
    Relax in Island Style! This exceptional upscale custom designed / built villa is a wonderful oasis set in a tropical private garden on beautiful Sanibel island. Our home offers a bright open floor plan featuring a beautiful ocean view from the master bedroom as well as views of the hand laid mosaic...
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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    STUNNING LUXURY BEACHFRONT 2 bedroom/2 bath with den for the guest that demands the absolute very best!! Located at the coveted Sundial Resort and Spa on Sanibel Island. Step right into paradise as you enter the front door of SANIBEL DREAMS E-205 and behold the exquisite gulf view with the beach...
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    Location Information
    Sanibel, Sanibel Island 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Incredible panoramic direct gulf front views in this 3 bedroom 2 bath condo at Snug Harbor. This stunning condo is mid century modern meets the beach! If you are looking for a quiet complex that does not rent like a resort than this is the place for you. Snug Harbor requires a 28 day monthly...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Grill
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming sun filled beach house inviting you to visit the pristine white Gulf beaches of Sanibel Island! Just a 2 minute walk to the Gulf on a private road. Leave your worries behind as our kitchens are fully equipped, fresh sheets, towels, etc included. The space Renting the whole house gives...
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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Enter through the mahagony double doors and into a formal landing, from there you are taken to a sitting area with a gas fireplace for cozy nights. Off to the right is a large formal dining room with seating for eight, perfect for entertaining large familes or guests. The spacious galley style...
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    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Nestled at the end of a shell lined street sits gorgeous Golden Beach!  This remote and private beach front property consists of only (4) four townhome residences. There is a heated swimming pool which faces out to the Gulf of Mexico capturing the warm breezes and spectacular views. Each townhome...
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    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    About this property
    BreakAway is a quiet break from it all yet seconds to the white sandy beaches that make Sanibel famous! The home offers 3 bedrooms, the Master with a king - there is also an office alcove in the master overlooking the pool. The first Guest room offers a Queen and the the second room has three twin...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming sun filled beach house inviting you to visit the pristine white Gulf beaches of Sanibel Island! Just a 2 minute walk to the Gulf on a private road. Leave your worries behind as our kitchen is fully equipped, fresh sheets, towels, etc included. Two units joined by a privacy door give you...
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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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    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
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    • Secure Parking
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We welcome you to enjoy our private beach home on Sanibel/Captiva. This large six bedroom pool home is a mere four minute golf cart ride to our private beach access. Our home offers incredible privacy with views of the tranquil backyard lake. The house features two separate living areas...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 14
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    Sanibel's Rainbow, 2 bdrm/baths: Beach Bikes & Pet1 / 41
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 February 2018
    The condo looks exactly like the photos, clean, bright, and beautiful - except it was better because the beach was right there. The location was the best - right on the beach...
    Reviewed 6 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...
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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 O203: Spacious Condo w/ Open Floor Plan, Gulf Views & Great Location!1 / 21
    (1)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 December 2018
    We enjoyed our stay in Sanibel Island at Sundial Resort. Unit 0203 is in great need of updating. It served our needs but we were disappointed in how out dated it was. I would...
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    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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    Sanibel Surfside #231: Spectacular 3000 SqFt, 3 Master Beds, Amazing Views!1 / 27
    (5)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
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    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 May 2019
    Our first visit to Sanibel Island and it wont be our last. The condo was fantastic. It looks just like the pictures on line when you rent. There were 6 adults and we had so...
    Reviewed 11 March 2019
    Large condo with great views , 3 bedrooms with comfortable beds. While a great location, the unit is in need of updating and given the premium rates, kind of a disappointment...
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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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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Pointe Santo B23: Bright, Vibrant Beachside Oasis Great Gulf Views & Location1 / 22
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Washer
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 November 2017
    We have been staying in various condos at Point Santo for over 20years. Finally This one had all we needed to feel at home. With always having to fly in we have always had to...
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    About this property
    Pointe Santo B23 is the perfect getaway with an ideal island location and is fully equipped with everything you'll need including a view! This condo greets you with a large, bright kitchen and cheerful island decor with an open floor plan combining the kitchen, dining, and living room area together...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Lighthouse Point Condominiums1 / 26
    (5)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 April 2019
    We have been to Sanibel many times and stayed at several nice places, this place Tops all of them! Wonderful location, easy to get to the beach, such great shelling. Condo was...
    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...
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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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    Pointe Santo A371 / 28
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 February 2017
    Stunning sunset views. Usually we head to the beach to watch the sunset, but this week we watched right from the condo, it was a nightly ritual. (You can also watch...
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    About this property
    POINTE SANTO A37 VIP Vacation Rentals Nice, spacious 2100 square foot 3 bedroom 2 bath west corner unit is located on the third floor offering incredible direct gulf front views to the south and west as well as gorgeous sunsets. Remodeled and tastefully furnished . 2 flat screen TV's. This...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Patio
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Stayed here for the last month and absolutely loved it. The house is gorgeous, the wildlife amazing. A very special quiet spot on the island where the views are breathtaking...
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    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...
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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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    2 Bedroom Penthouse Sanibel Gulf Front Condo1 / 22
    (28)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Waterfront
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
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    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2018
    If waking up with an unobstructed view of the ocean and sunrise is what you're looking for, this condo is perfect! Every detail was accounted for, from the high end finishes to...
    Reviewed 24 November 2017
    We stayed over Thanksgiving week and had the best vacation with relaxation and beach time. Our family of four has two girls ages 11 and 13 and they loved walking the beach for...
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    About this property
    Beautiful 2 bedroom penthouse condo directly gulf front with a new kitchen, roof top deck, and many amenities in the complex including kids programming, shuffleboard, swimming pool, jacuzzi, tennis courts, on a beautiful island off the gulf coast of Florida. It is difficult to believe you are...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Pointe Santo E34, Direct Gulf Front Luxury1 / 18
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2019
    Don't be put off by the paucity of reviews, this is a great place to stay, especially for families. We spent a week with our son, his wife and our grandson and it could not have...
    Reviewed 13 January 2015
    We have stayed at Pointe Santo several times and this is by far the nicest unit we have ever had. It faces the gulf so we could look out from the porch or the master bedroom and...
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    About this property
    This condominium is located on the BEACHFRONT at POINTE SANTO DE SANIBEL, the most popular complex on the island. Our large, non-smoking two bedroom plus den/bedroom, 2 bath unit is one of the BIGGER Corner units that not only offers DIRECT GULF FRONT but also beautiful views of the Point Santo...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This fantastic home is located mid-island in a very desirable area on the corner of Nerita Street & Middle Gulf Drive with beach access in direct sight... It's so close you can peek-a-boo the Gulf from the front porch!! Location! Location! Location! 'Villa Verde' is a bright & beautiful 3 bedroom,...
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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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    Shorewood C2:Perfectly Updated Condo in Smaller, Quiet Complex w/ Gulf Views!1 / 26
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Parking
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 May 2017
    This is one of the finest condos we have ever rented.So beautifully furnished, every convenience in the kitchen and views of the gulf and pool from the entire living space. Such...
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    About this property
    There is no better way to spend your next Sanibel vacation than in the luxurious accommodations at Shorewood C2! This phenomenal 3 bedroom, 2 bathroom gulf side condo has been totally remodeled, appointed, and furnished to the highest standards. Once you step foot into this tranquil and calming...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
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    • 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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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sanibel Island Beach Front and Golf Resort1 / 21
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • Hot Tub
    • Waterfront
    • Ocean Views
    • Air Conditioning
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 January 2019
    My wife and I and our good friends stayed at Hurricane House and we had a really great time. the Condo was exactly as billed, clean, updated and very user friendly. It was a...
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    About this property
    Boutique Beach Front Resort with Golf and Tennis membership at Dunes CC. Free daily golf for 6 players (cart extra); also includes Golf driving range and Tennis court fees. Villa is a true beach front lower level 2bdrm/2bath with expansive lanai directly on Gulf of Mexico. A few steps to secluded...
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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, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Hot Tub
    • Private Outdoor Pool (Heated)
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    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Condo amenities include: 3 bedrooms/2 bathrooms -- 2 King beds & 2 Twin beds (sleeps 6), 3 TVs & DVD player, free WIFI & cable, shared heated pool & jacuzzi hot tub, in-suite washer & dryer, fully equipped kitchen, BBQ grills, elevators, covered parking. No Pets allowed. Bed linens and Bath towels...
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    Location Information
    Sanibel, Sanibel Island 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Grill
    • DVD Player
    • Shared Outdoor Pool (Unheated)
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Condo/Resort amenities include: 2 bedroom/2 bathroom -- 1 King bed, 2 twin beds & a pull-out sleeper (sleeps 6), 2 TV's, free cable & WIFI, in-suite washer & dryer, multiple heated pools, public BBQ grills, elevators, multiple on-site restaurants venues, and Bailey's Marketplace (for light grocery...
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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, 2 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gulf front condo. Kings Crown 118 is a beautiful three bedroom, two bathroom direct beach front condo located on the first living level with elevator in the building. This open and spacious unit offers a master bedroom with King bed, TV and ensuite bathroom offering a separate jetted tub and...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Janthina 1B1 / 17
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 November 2017
    This home was the perfect home for our family. It is very spacious and beautifully decorated, with a gorgeous gulf front location. Our family of 4 were so comfortable in this...
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    JANTHINA 1B VIP Vacation Rentals This spacious direct front unit at Janthina enjoys awesome sweeping views of the gulf. Its western exposure captures stunning sunsets. Newer kitchen and baths along with the clean light style provide a bright Florida beach feel. This is a very low density...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Hot Tub
    • Washer
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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
    ENJOY YOUR OWN PRIVATE BEACH AND POOL ON SANIBEL! NEW TO RENTAL PROGRAM AND NEW PICTURES COMING!. INTRODUCING FERRY ROAD HOME Ferry Road Home is new to the rental program, as of July 2019, and is great for a family or group of ten looking to stay a month or longer on beautiful Sanibel Island. This...
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    Location Information
    Sanibel, Sanibel Island 33957
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Hot Tub
    • Private Outdoor Pool (Heated)
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    • Waterfront
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pointe Santo E22 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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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Truly island living at its finest! This stunning 3 bedroom, 3 bathroom pool home grants you a luxury vacation experience in a warm and inviting climate only Sanibel has to offer. Pyrula's Palace is located mid-island in the highly sought after Beachview neighborhood overlooking the 9th fairway...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Patio
    • Private Outdoor Pool (Heated)
    • Balcony
    • DVD Player
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For a 3D Showcase tour of the property click HERE. This completely renovated 2 bed/2 bath newly furnished condo provides guests with the highest level of luxury. 11th floor unit has a large screened lanai area and panoramic views of the water. The sunsets are unbelievable while sitting on the large...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33908
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
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    • Waterfront
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    • Hot Tub
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Bedroom/2 Bath Waterfront Condo | Sleeps 6 Astonishing, expansive and spectacular views from every room and from the lanai overlooking San Carlos Bay and Sanibel Island. This 2 bedroom/2 bath 4th Floor unit is all you need for the perfect Florida vacation. The living room is light and bright and...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33908
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    About this property
    Gulf view, Three Bedroom, PLUS $100+ Exclusive Beach Resort Discounts on Food, Beverage, Sports, Spa and More!. Gulf view three bedroom, two bathroom Sundial condo. Perfect for larger families or those wanting plenty of space to enjoy the warm breezes and sunshine that Sanibel Island has to offer....
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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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    Pointe Santo A341 / 27
    (2)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    Reviewed 4 July 2017
    This was our third time staying in A34, and whenever we can arrange it, we'll come back. You're paying a bit extra for the views, but the views are really among the best out...
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    About this property
    POINTE SANTO A34 VIP Vacation Rentals OK - Here it is. One of the most expansive gulf front views we have ever seen. Get a view of the Gulf of Mexico and pool from every room. This spacious 3 bedroom 2 bath unit is very popular so call early for your reservation at one of the best...
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    Location Information
    Sanibel Island, Southwest Gulf Coast 33957
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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