
J.N. "Ding" Darling National Wildlife Refuge Rentals
- From $463 per night (USD)
VRBO
Pointe Santo B26: Sanibel Island Beach Condo with Gulf and Pool Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
OUTSIDE PHOTOS WERE TAKEN BEFORE HURRICANE IAN. THE PROPERTY WILL LOOK SIMILAR, BUT DIFFERENT. INSIDE PHOTOS ARE CURRENT ...
From $463 per night (USD)VRBO
- From $758 per night (USD)
Expedia
E25 Direct Gulf Front is open! Beautiful and new! Saturday-Saturday
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A Saturday to Saturday stay is required. Million Dollar GULF FRONT Condo at Pointe Santo de Sanibel, soon to regain its ...
From $758 per night (USD)Expedia
- From $766 per night (USD)
VRBO
Pure Coastal Luxury: Beachfront Condo, Private sundeck Deck & Breathtaking views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
SANIBEL'S CROWN JEWEL PURE COASTAL LUXURY: OCEANFRONT PARADISE WITH PRIVATE SUNDECK & UNOBSTRUCTED GULF MAGIC Imagine ...
From $766 per night (USD)VRBO
- From $303 per night (USD)
Expedia
South Seas Bayside Villa 5234
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Enjoy the amazing views of Roosevelt Channel and Pine Island Sound from the screened lanai of this one-bedroom/two bath ...
From $303 per night (USD)Expedia
- From $407 per night (USD)
VRBO
Updated and Tranquil Point Santo Condo Partial Gulf Views- 2 Bedroom- 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
An Unforgettable Beachfront Experience- Get ready to be mesmerized by the stunning views of the Gulf of Mexico, the expa ...
From $407 per night (USD)VRBO
- From $432 per night (USD)
Expedia
Headline
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
<p>Close to sailing, scuba diving, and more, this smoke-free condo brings it all within reach. There's convenient onsite ...
From $432 per night (USD)Expedia
- Click For Pricing
VRBO
January only! Great house in the middle of Sanibel Fun
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Central location within walking distance to restaurants, shopping, Big Arts, Library and seasonal farmers market. Short ...
Click For PricingVRBO
- From $314 per night (USD)
Expedia
Dream home with incredible outdoor space. Walk to beach & restaurants!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Truly a 'Lucky Find'! Faodail is the perfect mix of Old-Florida cottage style and modern beach utility. Set back on an o ...
From $314 per night (USD)Expedia
- From $326 per night (USD)
VRBO
Newly renovated! Blind Pass Unit E209 Gorgeous!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Two bedroom, two bath townhouse located at Blind Pass Condominiums. Recently renovated with up to date decorating! Enjoy ...
From $326 per night (USD)VRBO
- From $355 per night (USD)
Expedia
2 Bedroom Cottage Sanibel Island Near Beach-Great! Newly renovated & refurnished
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom one Bath Cottage on Sanibel Island that is completely updated, walk to beach in a quaint 8 unit complex with a ...
From $355 per night (USD)Expedia
- From $608 per night (USD)
VRBO
Sandals and Flip Flops, #301
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sanibel; named by Travel & Leisure as one of the top 50 “Best Places” internationally to visit in 2025, with its restaur ...
From $608 per night (USD)VRBO
- From $368 per night (USD)
Expedia
Compass Point 183 Penthouse deck!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Watch the sunset from your private penthouse deck! This penthouse condo at Compass point 183 is just waiting for you to ...
From $368 per night (USD)Expedia
- From $306 per night (USD)
VRBO
Palm Whisper: Private Pool Home by Bowmans Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come & enjoy "Palm Whisper" a spacious 4 bedroom, 3 bathroom, pet-friendly, pool home just a 10 minute walk to Blind Pas ...
From $306 per night (USD)VRBO
- From $488 per night (USD)
Expedia
Beach Lovers Welcome, #303
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sanibel; named by Travel & Leisure as one of the top 50 “Best Places” internationally to visit in 2025, with its restaur ...
From $488 per night (USD)Expedia
- From $346 per night (USD)
VRBO
Romantic Getaway, #302, 2 min walk to the beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Sanibel; named by Travel & Leisure as one of the top 50 “Best Places” internationally to visit in 2025, with its restaur ...
From $346 per night (USD)VRBO
- From $1396 per night (USD)
Expedia
New Latitude Beachfront Captiva Luxury Estate
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 16
New Latitude: Where Paradise Meets Luxury on Captiva Island Sub-headline: Unforgettable Gulf-Front Estate with Private P ...
From $1396 per night (USD)Expedia
- From $592 per night (USD)
VRBO
Pine Cove #201 is a 3/2 beachfront Sanibel Island vacation rental condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pine Cove #201 is a beachfront condominium on Sanibel Island with unobstructed ocean views and plenty of space for every ...
From $592 per night (USD)VRBO
- From $213 per night (USD)
Expedia
Turtle Tracks East| 2-bedroom Sanibel Duplex Near Beach | Free Resort Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
**ONE OF THE BEST FEATURES OF THIS HOME IS HAVING FULL RESORT ACCESS TO 'TWEEN WATERS INN AND MARINA WHERE YOU CAN ENJOY ...
From $213 per night (USD)Expedia
- From $344 per night (USD)
VRBO
Sanibel Shores A2 Beautiful 2 bedroom Cottage short walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy Sanibel Island Cottage 2 bedroom 2 bath fully equipped cottage Short Walk to the beach. Small 8 unit Cottage comp ...
From $344 per night (USD)VRBO
- From $441 per night (USD)
VRBO
Ready for rentals! Beautifully updated! Beachside Complex
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Breakers West C-1 is a beautifully appointed island rental located in the small beachfront community of Breakers West. T ...
From $441 per night (USD)VRBO
- From $438 per night (USD)
VRBO
Breakers West A2, 2 bedroom, 2 bathroom, Ground-Level ***4 Night Minimum***
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**Please note that Sanibel Island is open for business! Breakers West has been welcoming guests since April 2024. The po ...
From $438 per night (USD)VRBO
- From $610 per night (USD)
Expedia
All Seasons Villa - Superb location, amenities and just steps to the sand
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
All Seasons Villa on beautiful Captiva Island, Florida. Four bedroom/four bathroom villa with private heated pool. Spaci ...
From $610 per night (USD)Expedia
- From $356 per night (USD)
VRBO
Bright & Beautiful Near-Beach Pet Friendly Home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
OCT 2024 HURRICANE MILTON UPDATE - - Thankfully no damage and the property is available. Please come visit us! This uniq ...
From $356 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Stunning Two Story Penthouse Blind Pass, Sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Boasting a sunset facing exposure, this bright and modern condo features two bedrooms and two and a half baths ...
From $320 per night (USD)Expedia
- From $264 per night (USD)
VRBO
Newly designed by Palm Beach architect! Sophisticated beach decor!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Get your tropical fix at this classic Island home. When you turn down Southwinds Dr you'll instantly be transported to I ...
From $264 per night (USD)VRBO
- From $450 per night (USD)
Expedia
STUNNING! SPECIAL HALF OFF MAY AND JUNE!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Retreat into a state of extravagant living and comfort at Beach Haven. This resort-style luxury home is perfect for trav ...
From $450 per night (USD)Expedia
- From $377 per night (USD)
VRBO
Island Beach Club #220B is a 2/2 vacation rental on Sanibel Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Looking for the perfect condo for your Sanibel Island vacation? You found it at 220B! This well-appointed 2 bedroom, 2 ...
From $377 per night (USD)VRBO
- From $421 per night (USD)
VRBO
Charming Old Florida Style Vacation Rental Home - Sanibel Fitz You
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Sanibel Island Vacation Rental, Sanibel Fitz You, centrally located, private home with 4 bedrooms, 2 1/2 bathrooms, elev ...
From $421 per night (USD)VRBO
- From $429 per night (USD)
VRBO
Ready for rentals! Beautifully updated! Beachside Complex
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located directly on the white sand beaches of the Gulf of Mexico, Breakers West A3 is a quiet and perfectly situated con ...
From $429 per night (USD)VRBO
- From $205 per night (USD)
Expedia
Ibis Lane - Beautifully renovated home with pool near shops and restaurants
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Such a beautiful home - four bedrooms/three bathrooms plus a private office. Screened deck and pool area. Expansive heat ...
From $205 per night (USD)Expedia
- From $427 per night (USD)
VRBO
Spacious Single Family Home \"Breaking Away\" Steps from the Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Sweet seclusion is found at Breaking Away! Only steps to one of Sanibel Island's most beautiful beaches, this home is pe ...
From $427 per night (USD)VRBO
- From $1185 per night (USD)
Expedia
$100 Bubble Room Gift Certificate for bookings made for 2025. Fabulous House !
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
** Caretaker on site in separate house** $100 Bubble Room Gift Certificate for bookings made for 2025 stays! The id ...
From $1185 per night (USD)Expedia
- From $3063 per night (USD)
VRBO
Bella Luna ~ Ultimate luxury awaits
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 18
Welcome to the most exclusive vacation rental home Captiva Island has to offer ... ~ Bella Luna ~. Our ultra exclusive e ...
From $3063 per night (USD)VRBO
- From $518 per night (USD)
Expedia
Luxury Executive home overlooking San Carlos Bay! New to renting!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A Vacationers Dream come to life! This exquisite and thoughtfully curated executive home overlooking San Carols Bay is ...
From $518 per night (USD)Expedia
- From $456 per night (USD)
VRBO
Rare ground floor condo, just steps to the pool or to the famous Sanibel Beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Everything you need in this updated, comfortable 2 bedroom, 2 bath condo on beautiful Sanibel Island, Breakers West Unit ...
From $456 per night (USD)VRBO
- From $360 per night (USD)
Expedia
Beautiful Pet-Friendly home with Pool, Steps to the Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
WELCOME TO BLUE SKY ESCAPE Your Tranquil Retreat on Sanibel Island! Discover the serene beauty of island life at Blu ...
From $360 per night (USD)Expedia
- From $537 per night (USD)
VRBO
SeaRose- Gorgeous Sanibel Estate now with dining credit!!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
**ONE OF THE BEST FEATURES OF THIS HOME IS HAVING FULL RESORT ACCESS TO 'TWEEN WATERS INN AND MARINA WHERE YOU CAN ENJOY ...
From $537 per night (USD)VRBO
- From $476 per night (USD)
Expedia
STARFISH OASIS - NEW TO RENTALS!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
INTRODUCING STARFISH OASIS Starfish Oasis is located in the Butterknife Estates, one of Sanibel's premier near-beach ...
From $476 per night (USD)Expedia
- From $452 per night (USD)
VRBO
Chic Marina View Residence at South Seas with Bikes
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Gorgeous Harbor front unit in the Bayside Villas complex of South Seas Resort featuring panoramic marina and ba ...
From $452 per night (USD)VRBO
- From $555 per night (USD)
Expedia
Junonia 303 is a penthouse beachfront vacation rental on Sanibel Island!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Junonia 303 is a vacation rental condo on Sanibel Island. Managed by Select Vacation Properties~ This lovely three-bedro ...
From $555 per night (USD)Expedia
- From $762 per night (USD)
VRBO
Gulf front 3 bedroom townhome pets, 6 bikes, pool, cabana remodeled 2023
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
COMPLETELY REMODLED AND NOW AVAILABLE as of April 1, 2023. THE SEA SHELLING IS AMAZING. Jerry's, Doc Ford's, Mucky Duc ...
From $762 per night (USD)VRBO
- From $247 per night (USD)
Expedia
Gorgeous Fairway Facing Estate with Pool in the Dunes Golf and Country Club
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Enormous pool, cul-de-sac location, spacious layout, and 12 person sleeping capacity make this house perfect fo ...
From $247 per night (USD)Expedia
- From $244 per night (USD)
VRBO
Sandpebble 2E: Beautiful Condo Across From Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sandpebble 2E is a beautiful and spacious 2 bedroom, 2 bath condo located right on the Sanibel River! This updated condo ...
From $244 per night (USD)VRBO
- From $352 per night (USD)
Expedia
NEW!! light and airy coastal ground level canal front home!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Absolutely stunning ground level home near San Carlos Bay in Sanibel. This open concept light bright and airy home will ...
From $352 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Relax in Style - Chic Sanibel Escape with Breathtaking Gulf Views – Pointe Santo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Landscaping Improvements: Ongoing throughout 2025 to maintain the lush beauty of the grounds. *Stunning Third-Floor P ...
From $416 per night (USD)VRBO
- From $543 per night (USD)
Expedia
VILLA SANIBEL 1E - Closest Villa Sanibel Condo to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**ONE OF THE BEST FEATURES OF THIS HOME IS HAVING FULL RESORT ACCESS TO 'TWEEN WATERS INN AND MARINA WHERE YOU CAN ENJOY ...
From $543 per night (USD)Expedia
- From $565 per night (USD)
VRBO
Sanibel Vibes - Relax, Unwind, and Enjoy!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to this beautifully designed open-concept residence located on a serene and exclusive neighbourhood. This spacio ...
From $565 per night (USD)VRBO
- From $793 per night (USD)
Expedia
Gulf Front Sanibel Rental Penthouse with Rooftop Sundeck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Luxury Pointe Santo Gulf Front Penthouse Unit E-46 With Rooftop Sundeck! Enjoy beautiful Sanibel Island from this very ...
From $793 per night (USD)Expedia
- From $790 per night (USD)
VRBO
Dolphin Point -Water Front Canal Home on Sanibel Island
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This is a beautifully newly renovated home on a quiet and private street and on 3 intersecting canals with direct acces ...
From $790 per night (USD)VRBO
- From $401 per night (USD)
Expedia
Resilient & Revitalized! Vacation home on stilts on Captiva Island.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Captiva Island has weathered the storms and is back to its beautiful self! The first photos were taken on February 2, 2 ...
From $401 per night (USD)Expedia
- From $532 per night (USD)
VRBO
Private Rooftop Deck with Beautiful Views of the Gulf!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful two-bedroom, two bath penthouse Unit D-42 has memorable Gulf views from the screened-in lanai and the lar ...
From $532 per night (USD)VRBO
- Click For Pricing
Expedia
2 bedroom Beach Front condo at the Sanibel Beach Club, Sanibel Florida
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bedroom, Beach Front condo has an unobstructed view of the world-famous Sanibel Beach. Our uniquely peaceful reso ...
Click For PricingExpedia
- From $361 per night (USD)
VRBO
2 bedroom, 2 bath beach front condo, located on West Gulf Drive
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Tarpon Beach #301 is a treasure to behold... This well-appointed beachfront condo offers 2 bedrooms, 2 bathrooms, breath ...
From $361 per night (USD)VRBO
- From $306 per night (USD)
Expedia
Quintessential Sanibel Beach House
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Per the Nice People at Sanibel City Hall and Paul My HOA President, My License number is RDWL-009981 and Tax ID is RDWL- ...
From $306 per night (USD)Expedia
- From $7731 per night (USD)
VRBO
Direct Beachfront Villa Sea Palms Estate Captiva Island sleeps up to 30 Pool+Spa
- Bedrooms:
- 8
- Bathrooms:
- 9
- Sleeps:
- 30
Now Booking Winter 2026! Christmas Week December 20-27, 2025! Vacation together privately. An amazing place to celebrat ...
From $7731 per night (USD)VRBO
- Click For Pricing
Expedia
Charming 1brm, 1 and a half bath, Beachside condo!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled on the West End of Sanibel Island is Kimball Lodge #244. This stunning, angled beach view condo, offers 1 bedroo ...
Click For PricingExpedia
- From $327 per night (USD)
VRBO
Completely renovated one bedroom on the beach, 65' Samsung TV tennis, pool.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enter the front door and the view will draw your eyes to the lanai and the lagoon and beach beyond. The screen entry ...
From $327 per night (USD)VRBO
- From $389 per night (USD)
Expedia
Gulf Front! Now 20% off rates from now until Thanksgiving!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
*South Seas has Construction throughout the property; please expect noise, construction materials and construction worke ...
From $389 per night (USD)Expedia
- From $653 per night (USD)
VRBO
Enjoy extra windows in this two-bedroom corner unit. Beautifully decorated.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly Renovated UNIT 1D3: Set sail to the vacation of your dreams in this two-bedroom outside corner unit! Living ar ...
From $653 per night (USD)VRBO
- From $548 per night (USD)
Expedia
Two-bedroom ground floor that is beautifully furnished with gorgeous kitchen!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly Renovated UNIT 4C1: This ground floor two-bedroom unit features a kaleidoscope of lively colors! Seating opt ...
From $548 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Junonia Dreaming: Stunning PoolHome Close to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy this comfortable and convenient 3 bedroom, 3 bath pool home in the heart of Sanibel close to beaches, shopping & b ...
From $294 per night (USD)VRBO
- From $345 per night (USD)
VRBO
Blind Pass A205: Renovated West End Condo by Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome back to Blind Pass Condominium #A205! This fully renovated 2 bedroom, 2 bath condo is the perfect welcomed retre ...
From $345 per night (USD)VRBO
- From $297 per night (USD)
VRBO
Baywatch Cabin- Boat Dock on the Channel
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
**This property has a “Value Property” designation** Vacation on lush Captiva Island in an updated old Florida Cabin on ...
From $297 per night (USD)VRBO
- From $484 per night (USD)
Expedia
South Seas Resort Beach Villas 🏝 On The Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
South Seas 2527 is located in the Beach Villas area of the South Seas Resort, the Gulf of Mexico and pool can be viewed ...
From $484 per night (USD)Expedia
- From $677 per night (USD)
VRBO
3/2, Pool, Tennis Crts, Bikes/Kayaks/SUP's, Pool/PPong Table, Steps to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Journey's End, Captiva's Ultimate Vacation Retreat 3+ Beds, 2 Bath almost 2500 sq ft of indoor/outdoor livi ...
From $677 per night (USD)VRBO
- From $515 per night (USD)
Expedia
Beautiful Bayfront Three Bedroom Stunning Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Please expect ground cleanup during your stay as well as possible construction noise. *Due to Hurricane Recovery -South ...
From $515 per night (USD)Expedia
- From $316 per night (USD)
VRBO
Relax and unwind on Your Rabbit Rd., Sanibel Island vacation retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Not available Dec Jan or February 2026! Available now thru November 28th 2025!Sanibel Island vacation at its best !! Dis ...
From $316 per night (USD)VRBO
- From $231 per night (USD)
Expedia
Captiva Bayside Cabana !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
**This property has a “Value Property” designation** Need a quiet place to relax and hang your hat while you spend your ...
From $231 per night (USD)Expedia
- From $468 per night (USD)
VRBO
Lovely Island Escape! Onsite Pools, Waterslides. Close to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Family friendly with access to all resort amenities! Captiva getaway starts here This listing is for a room within a ho ...
From $468 per night (USD)VRBO
- From $383 per night (USD)
VRBO
Pointe Santo B25: Tropical Paradise with Gulf Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome back to Pointe Santo— we are thrilled to announce that we are now accepting reservations! At this time, the comp ...
From $383 per night (USD)VRBO
- From $438 per night (USD)
VRBO
Pointe Santo E22: Amazing Location w/ Gulf Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome back to Pointe Santo— we are thrilled to announce that we are now accepting reservations! At this time, the comp ...
From $438 per night (USD)VRBO
- From $429 per night (USD)
VRBO
Sanibel's best: Premier gulf front condo. Gather seashells; enjoy sunsets.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The owners of Pointe Santo de Sanibel C36 welcome you to their little piece of paradise. Our bookings run from Saturday ...
From $429 per night (USD)VRBO
- From $715 per night (USD)
VRBO
Flexible Check In Days-Four Night Min Stay !
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Located in Captiva Village, this charming home is central to all Captiva has to offer. This pool home has gone under an ...
From $715 per night (USD)VRBO
- From $647 per night (USD)
Expedia
Villa Sanibel 1H, 2 Bedroom Plus Loft Condo, Very Close to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**Please note that Sanibel Island is open for business! The pool, tennis and pickleball courts are now open. All public ...
From $647 per night (USD)Expedia
- From $623 per night (USD)
VRBO
Three Bedroom Pool Home- Direct Channel Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
**This property has a “Value Property” designation** Baywatch Casa - Right On The Bay Staying at Baywatch Casa ensures ...
From $623 per night (USD)VRBO
- From $428 per night (USD)
Expedia
Two Bedroom Pool Home- Captiva Baywatch
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**This property has a “Value Property” designation** Baywatch Cottage - Right on the Bay. A favorite to many, the old F ...
From $428 per night (USD)Expedia
- From $1130 per night (USD)
VRBO
Stunning Gulf Front Sanibel Home
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 8
This unique Gulf-front Sanibel home has stunning views and amazing sunsets. Located right on the beach, this home has e ...
From $1130 per night (USD)VRBO
- From $637 per night (USD)
Expedia
Premier Beachfront Residence at Villa Sanibel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Don't miss out on the opportunity to experience this beachfront condo in the exclusive Villa Sanibel developmen ...
From $637 per night (USD)Expedia
- From $379 per night (USD)
VRBO
Villa Sanibel 1D- Stunning Walk Out Beach Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to Villa Sanibel 1D- Be one of the first guests to enjoy this recently renovated residence, finished in ...
From $379 per night (USD)VRBO
- From $559 per night (USD)
VRBO
Ar Lan y mor, 3 Bedroom, 3 Bathroom Home in Seagull Estates
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
**Please note that Sanibel Island is open for business! The Ar Lan y mor Home has been welcoming guests since March 2024 ...
From $559 per night (USD)VRBO
- From $523 per night (USD)
VRBO
The Allen Home, Ground-level 3 bed/3 bath home with Screened & Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
**Please note that Sanibel Island is open for business! The Allen Home has been welcoming guests since March 2024. All p ...
From $523 per night (USD)VRBO
- From $1577 per night (USD)
VRBO
ANDY ROSSE LUXURY VILLA - WALK TO BEACH, SHOPS & RESTAURANTS
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
A Tuscan villa located in the heart of Captiva Village, with all the amenities to accommodate a multi-generation family ...
From $1577 per night (USD)VRBO
- From $558 per night (USD)
VRBO
Totally updated. All outstanding reviews.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
New kitchen. Open floor plan. All new porch furniture. Unpack and start your vacation. Our home is located in the vi ...
From $558 per night (USD)VRBO
- From $8028 per night (USD)
VRBO
Bring the Family! Beachfront Estate, Private Pool+Spa, 9 Bedrooms, Sleeps 30
- Bedrooms:
- 8
- Bathrooms:
- 9
- Sleeps:
- 30
FIND YOUR ISLAND PARADISE WITH THE LUXURIES OF A MODERN RESORT AND THE PRIVACY OF A SECLUDED HOME! Now booking Fall 2025 ...
From $8028 per night (USD)VRBO
- From $419 per night (USD)
VRBO
Pointe Santo C42: Rooftop Deck w Direct Gulf Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome back to Pointe Santo— we are thrilled to announce that we are now accepting reservations! At this time, the comp ...
From $419 per night (USD)VRBO
- Click For Pricing
Expedia
SANIBEL ISLAND 2025-2026 season of sun, shells, peace and paradise
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sun, Shells & Harmony: Spend the 2025-2026 Sanibel Island high season in the most beautiful, peaceful place on earth, su ...
Click For PricingExpedia
- From $504 per night (USD)
VRBO
Beautiful Pointe Santo Overlooking Gulf
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A wide-open beautiful beach, visits from dolphins and pelicans, and lush green grounds rolling into sparkling gulf water ...
From $504 per night (USD)VRBO
- From $513 per night (USD)
Expedia
Luxury Two Bedroom Gulf Front Condo! Amazing Location & Condo! Tarpon Beach 104
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Important Updates for 2025 While the beauty of Sanibel remains, please note the following: Please expect construction n ...
From $513 per night (USD)Expedia
- From $512 per night (USD)
VRBO
Villa Sanibel 3A, 2 Bedroom Condo with Ground-level Access, Overlooks Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
**Please note that Sanibel Island is open for business! The pool, tennis and pickleball courts are now open. All public ...
From $512 per night (USD)VRBO
- From $555 per night (USD)
Expedia
Rates for stays from now until the end of 2025 are 25% off. All new beachfront!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
All New Beachfront Villa! *Please be aware that there are ongoing construction activities throughout South Seas, leadin ...
From $555 per night (USD)Expedia
- From $684 per night (USD)
VRBO
ALL NEW Villa Sanibel 2H, 2 Bedroom Plus Loft Condo, Overlooks Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**Please note that Sanibel Island is open for business! The pool, tennis and pickleball courts are now open. All public ...
From $684 per night (USD)VRBO
- From $457 per night (USD)
Expedia
Villa Sanibel 2A - Exclusive Villa Sanibel Retreat, Steps to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: NEWLY RENOVATED IN 2025! This stunning condo is one of only twenty units available within the highly exclusive ...
From $457 per night (USD)Expedia
- From $456 per night (USD)
VRBO
Pointe Santo D43 Top-Floor Unit, Gulf Views Over Lagoon, Rooftop Sundeck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**Please note that Sanibel Island is open for business! Pointe Santo has been welcoming guests since March 2025, however ...
From $456 per night (USD)VRBO
- From $571 per night (USD)
VRBO
Sand Pointe 112, 2 Bedroom Condo Close to Beach, Angled Gulf View Over Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
On the West End of Sanibel, you will find the well-kept secret of Sand Pointe with only 45 units and quiet beaches. ***P ...
From $571 per night (USD)VRBO
- From $486 per night (USD)
VRBO
Pointe Santo D45, Top-Floor with Beautiful Gulf Views from Lanai & Sundeck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**Please note that Sanibel Island is open for business! Pointe Santo has been welcoming guests since March 2025, however ...
From $486 per night (USD)VRBO
- From $439 per night (USD)
VRBO
Breakers West A4, Ground-Level, 2 Bedroom, 2 Bathroom Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**Please note that Sanibel Island is open for business! Breakers West has been welcoming guests since April 2024. The po ...
From $439 per night (USD)VRBO
- From $469 per night (USD)
VRBO
SOUTH SEAS BEACH VILLA 2428 | Captiva Condo In South Seas With Gulf Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
INTRODUCING SOUTH SEAS BEACH VILLA 2428 **PLEASE NOTE, DUE TO HURRICANE IAN, CERTAIN BUILDING AMENITIES SUCH AS POOL, ...
From $469 per night (USD)VRBO
- From $561 per night (USD)
VRBO
Captiva Vacation Home: comfort, private pool, dock, 300 steps to private beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
You are just 300 steps from the beach and the Gulf of Mexico in this light, spacious, comfortable island vacation rental ...
From $561 per night (USD)VRBO
- From $558 per night (USD)
VRBO
Gulf-front two bedroom condo. Enjoy the beach, sunsets, and nature!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Second story, gulf front, two bedroom, two bathroom condo with pool, tennis court, free laundry and parking. Literally 1 ...
From $558 per night (USD)VRBO
- From $525 per night (USD)
Expedia
The Best of Boating, Bay and Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Hide-A-Way on the Bay! Newly renovated! An intimate setting awaits those who enjoy living near the water. This hidden ge ...
From $525 per night (USD)Expedia




































































































