Sanibel Island & Captiva Island Vacation Rentals


Properties Available 109 properties available
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
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
$280.00 - $700.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (36)
Welcome to Sanibel Surfside #234, a beautifully updated and thoughtfully appointed 2-bedroom, 2-bath vacation retreat just steps from the sugar-white sands and turquoise waters of the Gulf. Nestled within the highly sought-after Sanibel Surfside community, this inviting condo combines coastal elegance with modern comfort, creating the perfect setti
Sanibel Surfside 234
Condominium
$200.00 - $570.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
Welcome to the gorgeous Pelican\'s Roost #107! This stunning elevated, first floor accommodation has two bedrooms & 2 bathrooms and is corner end, direct gulf front unit! The master bedroom has an attached full bath, where you will wake up to a bright view of the gulf coast each morning. Furnishings are tropical and comfortable, keeping with a care
Pelicans Roost 107
Condominium
$300.00 - $690.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (19)
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
$140.00 - $348.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (4)
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)
Sand Pointe Update: Please note there are still come complex amenities that may be unavailable for use during your upcoming stay. Current pending/scheduled items include the pool, storage lockers, and landscaping that are to be completed sometime in mid-2026. These timelines cannot be guaranteed, so please reach out to us to confirm current updates
Sand Pointe 137
Condominium
$300.00 - $675.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
Experience true beachfront living in this gorgeous 2-bedroom, 2-bath Gulf-front condo at Sundial A308, where stunning views and refined coastal style come together for the perfect island getaway. Completely renovated and thoughtfully furnished to perfection, this condo offers a fresh, modern feel with every detail designed for comfort and relaxatio
Sundial A308
Condominium
$400.00 - $700.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (5)
Experience the essence of luxury coastal living in this exquisite, pet-friendly Sanibel Island retreat, just an 8-minute stroll to the beach. “Slice of Paradise” is a beautifully crafted 3-bedroom+den, 3.5-bathroom home featuring an open floor plan and fine coastal finishes designed for seamless indoor-outdoor living. Bathe the home in island light
Slice of Paradise
House Pet Friendly
$200.00 - $583.00 / per night
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Welcome to "Osprey Hideaway" – your perfect island retreat! This charming 3-bedroom, 2.5-bathroom ground-level home is located in the highly sought-after Dunes neighborhood on beautiful Sanibel Island. Thoughtfully designed with a spacious split floor plan, there\'s plenty of room for the whole family – including your furry friend! Step inside to f
Osprey Hideaway
House Pet Friendly
$180.00 - $555.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Welcome to your dream coastal retreat, "Paradise Palms"! Nestled in the heart of the picturesque Sanibel Island, this spacious 4-bedroom, 3-bathroom single home is just steps away from the pristine white sands and turquoise waters of the Gulf of Mexico. Property Highlights: Prime Location: Enjoy the ultimate beach lifestyle with direct and easy ac
Paradise Palms
House Pet Friendly
$225.00 - $666.00 / per night
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 11 guests
Rating 5 (2)
Tarpon Beach Update: Currently the pool is still awaiting final inspections and will NOT be available for guest use until completed by the end of September however this timeline cannot be guaranteed. Rates have been adjust to account for pool closure during this period. Even with these final touches underway, your beach vacation will still be extra
Tarpon Beach 206
Condominium
$225.00 - $650.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (13)

Tell us what you're looking for and someone will contact you with available options.

I agree