Sanibel Island & Captive Island Vacation Rentals


Properties Available 110 properties available
Welcome to your perfect island escape at "Tipsy Turtle"! This beautifully updated 3-bedroom, 2.5-bathroom beach cottage is tucked away in one of Sanibel Island\'s desirable neighborhoods, just a short stroll from the beach. Recently remodeled from top to bottom, the home blends classic Old Florida charm with fresh, coastal style. Step inside to fin
Tipsy Turtle
House Pet Friendly
$190.00 - $518.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Mariner Pointe #522 is a stunning 2nd floor walk-up, 2 bedroom, 2 bathroom unit with beautiful bayside views from the screen & glass enclosed living room. This island oasis features a split floor plan with separate bedrooms, comfortable & spacious living room/dining room area, and nicely appointed & updated kitchen & bathrooms. Bask in the true bea
Mariner Pointe 522
Condominium
$185.00 - $365.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.5 (2)
Welcome to "Casa Al Mare", your perfect Sanibel Island escape, just a 5-minute walk from the sand with private deeded beach access. This spacious and pet-friendly home comfortably sleeps up to 10 guests and offers everything you need for a relaxing island retreat. Enjoy serene lake views, unwind in the large in-ground pool, or take advantage of the
Casa Al Mare
House Pet Friendly
$200.00 - $592.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Welcome to the "Crown Jewel", a stunning 3 bedroom bayside, ground level home featuring clean, coastal decor and newly completed renovations all while boasting the perfect Sanibel location! The home is situated on a deep, direct access canal, moments away from the open waters of the San Carlos Bay and is located in one of Sanibel\'s premier neighbo
Crown Jewel
House Pet Friendly
$225.00 - $555.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to your perfect Sanibel Island escape at Sundial A408! This top-floor, 2-bedroom, 2-bathroom condo is located directly on the Gulf of Mexico in the renowned Sundial Resort complex. Perched on the 4th (and top) floor, the unit offers truly spectacular, unobstructed views of the beach and water—perfect for watching the sunrise with your morni
Sundial A408
Condominium
$400.00 - $716.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (5)
This updated condo at Island Beach Club offers a bright, inviting setting for a relaxed Sanibel getaway. The open living and dining area is filled with natural light from expansive windows that overlook the pool and surrounding tropical landscape. A sleek glass dining table anchors the space, while the comfortable living room provides plenty of roo
Hot HOT 79
Island Beach Club 220A
Condominium Pet Friendly
$355.00 - $636.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Update following Hurricane Ian: This condo is ready for rentals! Please note: OUTSIDE construction to surrounding South Seas resort may be on-going. On-site construction & work delays MAY be possible and are out of our control. The elevator near the unit is operational as well are the community pool and spa. Enjoy Captiva Island at its finest i
South Seas Bayside Villa 5236
Condominium
$275.00 - $493.00 / per night
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.5 (9)
"Sandy Feet Retreat" is located on Ladyfinger Lake, is a private home located on a quiet dead-end street in the Sanibel Bayou\'s. The home offers great privacy and just a short walk over to the community pool and tennis court. Want to head to the beach? ... we\'re an easy walk down to the world famous Bowman\'s Beach. Some of the best shells are fo
Sandy Feet Retreat
House Pet Friendly
$190.00 - $518.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (1)
Welcome home to your very own island oasis with all the luxuries of Gulfside living!! This beautifully appointed 2 bedroom, 2 bath condo is a beach-goers dream come true! Located mid-island in Sanibel Surfside in the heart of Sanibel Island near shell-strewn beaches, miles of bike paths, and nearby shopping and restaurants! Upon entering the condo
Sanibel Surfside 114
Condominium
$325.00 - $716.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (34)
Welcome to Mariner Pointe #1042 where every day is just another day in paradise! This stunning 2 bedroom, 2 bath, bay-front beauty is the perfect island getaway. This condo is located on the 2nd floor and upon entry to the unit you\'ll be greeted with spectacular water views as far as the eye can see. The master suite boasts those same great views,
Mariner Pointe 1042
Condominium
$215.00 - $365.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.7 (15)
Looking for a simple getaway to the beautiful Island of Sanibel? Well, look no further! This beautiful, bay-front condo with stunning views is just a click-away! Mariner Pointe 1013 boasts two bedrooms and two bathrooms in the perfect location with easy access on and off the Island. Mariner Pointe is a great community that offers an array of enjoy
Mariner Pointe 1013
Condominium
$215.00 - $365.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.7 (10)
Welcome to Loggerhead Cay 483, where island life is just a matter of steps from the beach! This stunning 2 bedroom, 2 bath top floor corner end unit has been completely updated and decorated to match it\'s relaxing beach side setting. (New photos added in March 2025) Upon entering the home you\'ll be greeted with gorgeous vaulted ceilings that open
Loggerhead Cay 483
Condominium
$235.00 - $572.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (24)

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