Sanibel Island & Captiva Island Vacation Rentals


Properties Available 109 properties available
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. "Woodring Bayhouse" boasts 3 bedroom & 3.5 bathrooms and some of the most luxurious living accommodations on one of the most beautiful and privates streets of Sanibel. Who needs walking distance to
Woodring Bayhouse
House Pet Friendly
$250.00 - $685.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (9)
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
Island Beach Club 220A
Condominium Pet Friendly
$225.00 - $636.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
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
$170.00 - $485.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to paradise at Sanibel Surfside 224! This stunning 2 bedroom, 2 bath condo is the perfect place to spend your Sanibel vacation with its new furnishings and updates throughout! Step into an island oasis with this stylish, modern furniture before venturing to your private, enclosed lanai to watch the waves meet the beach. This quiet complex o
Sanibel Surfside 224
Condominium
$200.00 - $582.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (18)
Welcome to Mariner Pointe 323! Perfectly situated with views of the bay and canal, this 2 bedroom/2.5 bathroom townhome style condo is a must see! Meticulously cared for two-story condo with bedrooms located on the second floor both with private baths and sliders leading to a spacious screened porch. First floor offers an open concept kitchen that
Mariner Pointe 323
Condominium
$185.00 - $365.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Welcome to "Buttonwood Breeze", your peaceful island escape on Sanibel! This beautifully updated 4-bedroom, 3 bathroom pool home offers the perfect blend of relaxed coastal style and modern comfort, tucked away in a quiet, residential setting ideal for unwinding and reconnecting! Surrounded by lush tropical landscaping, the home welcomes you with
Buttonwood Breeze
House Pet Friendly
$225.00 - $648.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
"Crow\'s Nest" is a stunning Sanibel gem that is tucked back in the desirable Sanibel Bayous neighborhood featuring the Gulf in your backyard! This gorgeous home features 4 bedrooms and 3 bathrooms with a large, open floor plan and the most exceptional outdoor living space to enjoy daily and is truly the epitome of island living. Boasting stunning
Crow's Nest
House Pet Friendly
$200.00 - $592.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (5)
Welcome to your new home away from home in this near beach island oasis situated at the corner of Sunrise and Sunset, this light filled end unit is nonstop SUN-sational! Spanish Cay E6 is a spectacular 2 bedroom, 2 bathroom corner-end unit on the top floor overlooking the Sanibel River! Just imagine spending each morning on your screened lanai taki
Spanish Cay E6
Condominium
$170.00 - $446.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (16)
Kings Crown Update: The community pool is now open! Pickleball courts are expected to be completed by Decemberv 2026. Some elevator repairs are currently ongoing from May - August 2026 to replace door frames and will involve some possible noise disruptions. Updates will be provided when available. Welcome to your Sanibel Island escape in Kings C
Kings Crown 207
Condominium
$375.00 - $850.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Paradise awaits at Loggerhead Cay #274! This spacious beach front 2 bedroom, 2 bathroom condo on the 4th floor is sure to please the whole family! This eclectic and fun property boasts brand new furniture in the living room and bedroom and offers the convenience of the Gulf of Mexico in your back yard! Loggerhead Cay is a wonderful east end communi
Loggerhead Cay 274
Condominium
$200.00 - $540.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (21)
Bayside Villa Update: Roof repairs are schedules to start mid-April 2026 to Buildings 4000 & 5000 and will be completed in sections lasting anywhere from 5-8 weeks. Timeline and completion date cannot be guaranteed. Please exercise caution as you enter and exit the buildings as the work progresses. Enjoy Captiva Island at its finest in Bayside Vil
Bayside Villa 5236
Condominium
$275.00 - $493.00 / per night
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.5 (9)
Sanibel Surfside "Stunner" #111 is a stunning, direct Gulf-front end condo that offers breathtaking ocean views and a spacious, newly remodeled interior. This 2-bedroom, 2-bathroom end unit features 1 King bed and 2 Twin beds, comfortably accommodating up to 4 guests. With 1425 square feet of living space, there\'s plenty of room to relax and unwin
Sanibel Surfside 111
Condominium
$280.00 - $716.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.8 (42)

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