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From $297 per night (USD)
VRBO
Island Sanctuary: Canal Home with Private Pool, Pet-Friendly on the East End!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Update following Hurricane Ian:This home sustained minimal damages from the storm and all items & amenities have been re ...
From $297 per night (USD)
VRBO
From $298 per night (USD)
Expedia
NEW! Turtle Caye! Pool coming soon! Walk to beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your perfect getaway! This clean, bright, and airy 3-bedroom, 2-bathroom duplex is just a short stroll away f ...
From $298 per night (USD)
Expedia
From $520 per night (USD)
VRBO
Gorgeous canal front home walking distance to the beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to paradise in this stunning, gorgeously furnished 4-bedroom, 3-bathroom canal-front home, perfectly situated for ...
From $520 per night (USD)
VRBO
From $660 per night (USD)
VRBO
Stunning Cul-de-sac Home on Golf Course with Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: This stunning 4/3 home is located on one of the most desirable streets within the esteemed Dunes community, San ...
From $660 per night (USD)
VRBO
From $300 per night (USD)
VRBO
The Palm Lodge @ Loggerhead Cay 🐚 Beachside Accommodations 🐚 Pool & Pickleball
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hurricane Ian Update: The Palm Lodge is now open for reservations! Loggerhead Cay is one of the first complexes to welco ...
From $300 per night (USD)
VRBO
From $557 per night (USD)
Expedia
Darling Sunny's Cottage - Pup Friendly, Pool, Ground Level & Close to...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Dreaming of a tropical island getaway? Make your dreams come true in this gem on Sanibel Island. It's the perfect choic ...
From $557 per night (USD)
Expedia
From $296 per night (USD)
VRBO
Seahorse Suites Unit 2- Patio & Bikes
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Welcome to The Seahorse Suites! Gorgeous and newly renovated near beach condo conveniently situated on the East ...
From $296 per night (USD)
VRBO
From $356 per night (USD)
Expedia
New Owners! Just Renovated. Serenity and Shelling Oasis. Walk to the Beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Private and cozy home for all your vacationing needs including golfing and shelling with easy beach access. Located imm ...
From $356 per night (USD)
Expedia
From $364 per night (USD)
VRBO
Whispering Palms- Waterfront Condo on Sanibel Island
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Now Available...Need to get away and relax from everyday life? Enjoy your stay on beautiful Sanibel Island in this attra ...
From $364 per night (USD)
VRBO
From $382 per night (USD)
Expedia
Calm Waters - waterfront condo on Sanibel Island
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Escape everyday life with a tranquil waterfront view on beautiful Sanibel Island overlooking the canal. It is located on ...
From $382 per night (USD)
Expedia
From $301 per night (USD)
VRBO
Beachfront 2 bedroom condo with a pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
You will be awed by the unencumbered Gulf views while you relax on the patio and listen to the waves crashing. This 2 be ...
From $301 per night (USD)
VRBO
From $403 per night (USD)
Expedia
Luxurious Penthouse condo @ Pointe Santo with magnificent ocean and garden views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to luxurious living on Sanibel island. We offer a spectacular view of the Gulf of Mexico and the beautiful gard ...
From $403 per night (USD)
Expedia
Click For Pricing
VRBO
Casa Ybel Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Pool Bar and steps away from the beach. check it out on the website .great for finding shells. dining at the pool bar an ...
Click For Pricing
VRBO
$\Sanibel Oasis\, Private Canal Front Home$
From $293 per night (USD)
VRBO
\"Sanibel Oasis\", Private Canal Front Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
"Sanibel Oasis" is our canal front home with heated pool surrounded by lush tropical vegetation for lots of privacy! Hom ...
From $293 per night (USD)
VRBO
From $363 per night (USD)
VRBO
Ground Level lakefront property on beautiful Sanibel Island
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Private home in quiet neighborhood on beautiful Sanibel Island. Completely renovated after Hurricane Ian. Enjoy your ...
From $363 per night (USD)
VRBO
From $293 per night (USD)
VRBO
Beautiful Sanibel Island Paradise Home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Prepared to be surprised with the open style layout and beautiful vaulted ceilings throughout this home! This 3 bedroom ...
From $293 per night (USD)
VRBO
From $531 per night (USD)
VRBO
New to the rental market !
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
C-1 is a gorgeously appointed island rental in the small beach-front community of Breakers West. This top floor unit off ...
From $531 per night (USD)
VRBO
From $465 per night (USD)
VRBO
Breakers West A3- New to the program
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Breakers West A3 is a quiet, perfectly situated condo on West Gulf Drive. Located directly on the white sand beaches of ...
From $465 per night (USD)
VRBO
From $1342 per night (USD)
VRBO
ROYAL PALM HOUSE - Luxury Style 3 Bedroom Home On Captiva With Private Pool
Bedrooms:
5
Bathrooms:
3
Sleeps:
9
INTRODUCING THE ROYAL PALM HOUSE HOME FEATURES This three-bedroom home is situated on the Silver Palms Estate and is tu ...
From $1342 per night (USD)
VRBO
From $352 per night (USD)
Expedia
The Bungalow - Captiva Beach Cottage on Turner Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: This spacious and sunny old Florida cottage features 2 bedrooms and 2 bathrooms and an open concept kitchen liv ...
From $352 per night (USD)
Expedia
From $1214 per night (USD)
VRBO
White Christmas Guest House
Bedrooms:
4
Bathrooms:
7
Sleeps:
10
Our guest home, aptly named, White Christmas features six bedrooms and three and one half bathrooms. Our home will accom ...
From $1214 per night (USD)
VRBO
From $965 per night (USD)
Expedia
Stunning Gulf Front Beauty!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Stunning Gulf Front Beauty! Walk out the back door and you’re on the beach! This four bedroom three and ½ bathroom hom ...
From $965 per night (USD)
Expedia
From $1266 per night (USD)
VRBO
Amazing Captiva Location on the Channel !
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Holley House is one of the southernmost houses on Captiva. This is the “Gold Coast” section of Captiva Island, famous fo ...
From $1266 per night (USD)
VRBO
From $899 per night (USD)
Expedia
Three Bedroom Pool Home- Direct Channel Views
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Baywatch Casa is currently being repaired from damage sustained during Hurricane Ian. Baywatch Casa will be ready for g ...
From $899 per night (USD)
Expedia
From $557 per night (USD)
VRBO
Two Bedroom Pool Home- Captiva Baywatch
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
**This property has a “Value Property” designation** Baywatch Cottage - Right on the Bay A favorite to many, the old ...
From $557 per night (USD)
VRBO
From $268 per night (USD)
Expedia
Captiva Bayside Cabana !
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Baywatch Cabana sustained no interior damage from Hurricane Ian. The lanai is missing some screens. There are three ot ...
From $268 per night (USD)
Expedia
From $1107 per night (USD)
VRBO
Beach, Boating, Sunsets, Fishing, Kayaking and a Fabulous House !
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
** Caretaker on site in separate house** Little Current sustained little damage from Hurricane Ian and will be ready t ...
From $1107 per night (USD)
VRBO
From $7161 per night (USD)
Expedia
Bella Luna ~ Ultimate luxury awaits
Bedrooms:
7
Bathrooms:
8
Sleeps:
18
Welcome to the most exclusive vacation rental home Captiva Island has to offer ... ~ Bella Luna ~. Our ultra exclusive e ...
From $7161 per night (USD)
Expedia
From $971 per night (USD)
VRBO
Captiva Providence - 6306053934
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
PROVIDENCE is a vacation paradise located on a lush two acre estate on tropical CAPTIVA ISLAND Florida. Located on Wulfe ...
From $971 per night (USD)
VRBO
From $1289 per night (USD)
Expedia
Five bedroom Channel Front Estate home on Captiva! Perfect for Family & Friends
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Sommergluck sustained very little damage from hurricane Ian and will be ready to Welcome Guest. The interior of the hom ...
From $1289 per night (USD)
Expedia
From $917 per night (USD)
VRBO
Family Friendly- Captiva Pool Home- Gulf Front- Lasting Memories Made Here !
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Built in 1953, this 3,000-square-foot mid-century modern house with great amenities, while preserving the relaxing appea ...
From $917 per night (USD)
VRBO
From $1664 per night (USD)
Expedia
Coconut palm house - 5 Bedroom Private Pool Home- Dog Friendly!
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
INTRODUCING COCONUT PALM HOUSE On the Captiva Drive stretch, Coconut Palm is an elegant and luxuriously styled home tha ...
From $1664 per night (USD)
Expedia
From $2380 per night (USD)
VRBO
Roosevelt Cottage | Gulf to Bay Getaway Along Captiva 'Tween Waters Stretch.
Bedrooms:
6
Bathrooms:
5
Sleeps:
12
INTRODUCING ROOSEVELT COTTAGE HOME FEATURES Roosevelt Cottage is located on Captiva Island .1 miles from ‘Tween Waters ...
From $2380 per night (USD)
VRBO
$Nirvana Beachfront 3 Bedroom \/ 3 Bath House$
From $1082 per night (USD)
Expedia
Nirvana Beachfront 3 Bedroom \/ 3 Bath House
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
NEW REMODEL !!! Nirvana Sunset is right on the beachfront at the beginning of Captiva Drive. The vacation house has a p ...
From $1082 per night (USD)
Expedia
$Barefoot Way Beachfront 5 Bedroom \/ 5.5 Bath House$
From $3357 per night (USD)
VRBO
Barefoot Way Beachfront 5 Bedroom \/ 5.5 Bath House
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Fully remodeled! Follow the delightful path through tropical plantings, past tall palms, whispering pines, and the beach ...
From $3357 per night (USD)
VRBO
From $4221 per night (USD)
Expedia
White Orchid - Beachfront - SATURDAY-TO- SATURDAY RENTALS ONLY (Flexible)
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
The White Orchid is a four-bedroom beachfront home on Captiva Island, Florida. As you drive through the property’s lush ...
From $4221 per night (USD)
Expedia
$Surfcomber Beachfront 4 Bedroom \/ 4 Bath House$
From $2210 per night (USD)
VRBO
Surfcomber Beachfront 4 Bedroom \/ 4 Bath House
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
This is a great location with lots of privacy and a gorgeous stretch of white-sand beach. The grounds on the east side o ...
From $2210 per night (USD)
VRBO
From $2869 per night (USD)
Expedia
Now 25% off Low Season Rates- Aug 2024 to Dec 2024 Stays
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Arcadia is fully repaired and ready to welcome guests! The beach is open and stunning. Book your stay today ! Gulf-fro ...
From $2869 per night (USD)
Expedia
From $2748 per night (USD)
VRBO
The ultimate Captiva vacation home! Enjoy breathtaking water views!!
Bedrooms:
6
Bathrooms:
8
Sleeps:
24
Captiva Island Vacation Rental Home The ultimate Captiva Island two-home estate! Enjoy breathtaking water views as Wine ...
From $2748 per night (USD)
VRBO
From $1874 per night (USD)
Expedia
Nirvana Sunrise: 4 BR, 3 BA House in Captiva, Sleeps 10
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
NEW LUXURY CONSTRUCTION !!!! Call for BAYFRONT with SNOOK Fishing at its best! Nirvana Sunrise is right on the bay fron ...
From $1874 per night (USD)
Expedia
From $23096 per night (USD)
VRBO
Drip Castle Estates Captiva Island - 20 Bedroom Estate Rentals for Large Groups!
Bedrooms:
22
Bathrooms:
20
Sleeps:
60
Welcome to Captiva Island's Ultimate Paradise! 🌴 Are you ready for a double dose of tropical bliss? The Drip Castle Es ...
From $23096 per night (USD)
VRBO
From $7025 per night (USD)
VRBO
•Sea Oats Luxury Estate•5⭐️Service•Private Villa•Sleep 30•Pickleball-Pool-Beach
Bedrooms:
12
Bathrooms:
11
Sleeps:
30
Discover the Unparalleled Elegance of Sea Oats Luxury Estate on Captiva Island – Your Ultimate Beachfront Paradise. Boo ...
From $7025 per night (USD)
VRBO
From $725 per night (USD)
VRBO
Chateau Blanc Beautiful Captiva Beachfront Home Pet friendly ,
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Private beach front home 2 bedroom, 2 bathrooms with private heated pool. Spectacular gulf views and lovely grounds. ...
From $725 per night (USD)
VRBO
From $1005 per night (USD)
Expedia
Waterfront Pink House with Private Dock & Pool!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: If you're looking for a tropical vacation home that's perfect for a large family, our stunning Captiva Island " ...
From $1005 per night (USD)
Expedia
From $8493 per night (USD)
VRBO
Direct Beachfront Villa Sea Palms Estate Captiva Island sleeps up to 30 Pool+Spa
Bedrooms:
10
Bathrooms:
9
Sleeps:
30
Book your Fall 2024 Getway with us! Now Booking Winter 2025 and Spring Break Trips! Vacation together privately. An a ...
From $8493 per night (USD)
VRBO
From $9111 per night (USD)
VRBO
Bring the Family! Beachfront Estate, Private Pool+Spa, 9 Bedrooms, Sleeps 30
Bedrooms:
10
Bathrooms:
9
Sleeps:
30
FIND YOUR ISLAND PARADISE WITH THE LUXURIES OF A MODERN RESORT AND THE PRIVACY OF A SECLUDED HOME! Now booking Winter 20 ...
From $9111 per night (USD)
VRBO
From $450 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 $450 per night (USD)
VRBO
From $589 per night (USD)
VRBO
Charming Captiva Cottage with private pool, 300 steps from beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Charming island cottage surrounded by indigenous tropical plants on over one acre of natural vegetation embedded in Capt ...
From $589 per night (USD)
VRBO
From $6945 per night (USD)
VRBO
Private Waterfront Resort - Complimentary Concierge to Plan Ultimate Vacation
Bedrooms:
12
Bathrooms:
11
Sleeps:
30
Inspired by the Greek Islands+celebrating our 10th Anniversary View the beautifully decorated villa with 11 bedrooms, 12 ...
From $6945 per night (USD)
VRBO
From $3555 per night (USD)
Expedia
New Latitude Beachfront Captiva Luxury Estate
Bedrooms:
8
Bathrooms:
8
Sleeps:
16
Welcome to New Latitude ... The premier Captiva Island beach front estate. The home features six bedrooms all with en-su ...
From $3555 per night (USD)
Expedia
From $771 per night (USD)
VRBO
The Shore Bird-Private Captiva Escape Bay to Gulf Cottage!
Bedrooms:
3
Bathrooms:
1
Sleeps:
4
INTRODUCING THE SHORE BIRD **SUMMER SALE** BOOK AND STAY NOW-NOVEMBER 2024 FOR 7+NIGHTS AND RECEIVE A $100 DINING CREDI ...
From $771 per night (USD)
VRBO
From $427 per night (USD)
Expedia
Baywatch Cabin- Boat Dock on the Channel
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Baywatch Cabin sustained no interior damage from Hurricane Ian and is welcoming guests. There are three other homes on ...
From $427 per night (USD)
Expedia
Click For Pricing
VRBO
A Saba Wind South- Oceanfront Estate with Pool on Captiva Island!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: The property is currently undergoing repairs as a result of damage from hurricane Ian, available starting Jan 2 ...
Click For Pricing
VRBO
From $1496 per night (USD)
Expedia
A Saba Wind North- Oceanfront Estate with Pool on Captiva Island!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: The property is currently undergoing repairs as a result of damage from hurricane Ian, available starting Jan 2 ...
From $1496 per night (USD)
Expedia
From $1234 per night (USD)
Expedia
Villa Elena-Paradise on Captiva Island with private pool and beach access
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
INTRODUCING VILLA ELENA HOME FEATURES Relax and unwind at the beautiful Mediterranean-inspired Villa Elena. Located on ...
From $1234 per night (USD)
Expedia
From $2018 per night (USD)
Expedia
Snook Away - Six bedroom bay front home nicely updated
Bedrooms:
5
Bathrooms:
7
Sleeps:
12
Snook Away Escape to your own private island paradise at Snook Away, a luxurious 6-bedroom, 5-bathroom vacation rental ...
From $2018 per night (USD)
Expedia
From $1470 per night (USD)
VRBO
The Narrows- Stunning Bayfront Villa on Captiva
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Summary: Welcome to the Narrows- Renovated in 2024 this is a private and secluded estate on Captiva Drive, perfect for l ...
From $1470 per night (USD)
VRBO
From $1477 per night (USD)
Expedia
Deeded Beach access~Private Heated Pool~Golf Cart~Kayaks
Bedrooms:
6
Bathrooms:
6
Sleeps:
13
*No Penalty cancellation during September and October due to tropical storms!*1 Block to the Gorgeous Beach.🏖️ *Private ...
From $1477 per night (USD)
Expedia

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Results: 958 Rentals