
Home rentals with a pool near Captiva Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Captiva Island
Guests agree: these stays are highly rated for location, cleanliness and more.

South Side Ocean-View Oasis with Private Pool
Escape to Tortuga Sunset, a modern 3-bedroom family oasis on car-free, unbridged North Captiva Island — accessible only by water ferry (additional cost), small plane, or personal boat. Built in 2021, this luxurious retreat comfortably accommodates families and large groups. Enjoy a private heated saltwater pool, hot tub, and breathtaking ocean sunset views, all just steps from secluded beaches. Tortuga Sunset offers a unique, upscale island experience, combining modern comfort with the relaxed p

" Here Comes The Fun" Absolutely Magnificent! Home
HERE COMES THE FUN! Doo-d-Doo-Doo FUN FUN FUN HERE IT COMES! No detailed has been missed. This is truly a luxury home. HERE COMES THE FUN is a single story 3-bedroom, 3.5 bathroom home. Finished in early 2020 it was built on 2.5 lots or on one half acre of sand. Its location is only a 3.5-minute walk on a white sand path-like road past just 4 houses to the largest beach on the island. There is public access and golf cart parking available there and that isn’t always the case on other streets.

Waid N Sea-Sprawling Gorgeous Beach House/Pool/Bar
Welcome to the Gorgeous Brand New "Waid N Sea" Beach House! Located on the Barrier Island of North Captiva, this 4 BR, 3 Full Bath, Private Heated Pool Home with Amazing Outdoor Dining and Entertaining Areas is now booking Simply Luxurious Vacation Stays! Temporary Boat Dockage may be available inquire! This Superb Beach House located only steps to the most desirable "Butterfly Beach" offers White Sugar Powdered Sand, Amazing Gulf Ocean Views and Wildlife, and World Class Fishing and Shelling!

Newly Remodeled Home with Pool Steps to the Beach!
🏡 Laika House – Newly Remodeled Private Pool Home Steps from the Beach! 🏖️ 🌟 EXCITING NEW REMODEL! 🌟 Welcome to Laika House, a charming private pool home just steps from Captiva’s white sandy beaches! Located on quiet Laika Lane with no public parking and minimal traffic, this home offers the perfect blend of privacy and convenience. Walk to Captiva Village’s unique shops, top-rated restaurants, and vibrant attractions while enjoying a peaceful retreat surrounded by tropical landscaping.

Steps to Beach Captiva Includes CLUB & Golfcart
HOST PAYS AIRBNB FEE WINTER SPECIALS Golf Cart and Club amenities Included North Captiva Island Cottage! Just steps away from the Gulf's pristine shores, this cozy retreat offers a private hot tub, perfect for families and beach enthusiasts. Enjoy modern amenities, a well-stocked pantry, and a complimentary golf cart to explore the island. Pet-friendly(small fee) accessible by ferry, boat, or plane. With beach gear, access to the club pool, and unbeatable proximity to the beach STAY WITH US

2/2 SandDollars, CLUB, Boat Slip
“Sand Dollars”—a 2 bed, 2 bath beach house on North Captiva, a private island only accessible by boat. A quick 30 minute trip from Pine Island, North Captiva is a golf cart only island (that’s right, no cars!) that has the best beaches and shelling in the area. Sand Dollars is located one block in from the beach (200 steps). Sand Dollars has a Island Club membership with access to 2 swimming pools, paddle boards, kayaks. BYOB—bring your own boat and park at our boat slip (extra fee).

Sandy Toes Villa - North Captiva - Water Views
Enjoy a spectacular sunrise from your private lanai, relax on our pristine beach accessed via private access point, watch the sun sink over the Gulf of Mexico while enjoying an evening cocktail from the Club Gazebo, live the island life at Mango's or indulge in a locally sourced meal at OTW. Looking to splurge? We got you covered! Private chef services and in-home massage are available during your stay. Enjoy all of this and more during your stay at Sandy Toes Villa! Bring your boat!

Blue Laguna - Vacation in paradise!
Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

South Seas Resort Beach Villa 🌴 On The Beach !
South Seas Beach Villa 2527 is located directly on the beach. The beautiful sunsets over the Gulf of Mexico, along with the condo pool can be viewed from the private lanai. This updated unit has one king size bed located in the bedroom and pull out queen size sleeper sofa. The kitchen is fully stocked, there is an inside and outside dining table. You will have access to the beach, pool, pickleball, tennis courts, beach chairs & towels and BBQ grills located in the front of the unit.

Waterfront - Bayside Villas Captiva
LOCATION, LOCATION, LOCATION! The 180 degree views from our screened in lanai are amazing! You get full views of the Bayside Marina, Pine Island Sound and the pool deck! This condo was recently renovated in June of 2025. Our place is privately owned so you still get access to the resort's beautiful public beach which is within walking distance across the road thru the Beach Villas path, the Bayside Villas pool and hot tub! We also provide beach chairs, an umbrella and a beach wagon!

Heated Pool•Golf Cart•Pool•Trusted Local Hosts
💰No nickel & diming — AirBnb & cleaning fees in nightly rate! ⭐ Dedicated guest concierge to help you plan your perfect vacation! 🏖️ Stroll to beach: chairs, umbrellas, wagon provided 🏊 Private heated pool 🛥️ Shared boat dock - ask about availability. 🚗Golf cart included! 🍹 Screened-in pool bar 🏓 FUN! Ping pong, cornhole, PlayStation, games 💻 Fast Starlink internet 🐶 Pet-friendly ✅ Fully stocked kitchen 🧴 Plush bedding, luxurious linens & bath amenities

The FlipFlopper Beach House - North Captiva Island
FlipFlopper Beach House - well appointed family focused beach home only a 3 minutes walk from the White Sand Beaches on the Gulf of Mexico and 3 min walk to Island Club Amenities on North Captiva Island. Rate includes Luggage Deliver, use of Golf Cart and Members Access to The Island Club. Hard limit on 6 guests - rare exceptions but please ask - infants are not counted in the above 6 person limit! Private Hot Tub on the rear deck amongst the Sable Palms.
Popular amenities for rentals with a pool near Captiva Island
House rentals with a pool

AquaLux Smart Home

Gulf House with pool

1 minute to Beach & Heated Pool, SH Club, G-Cart

PrivateHeatedPool+Golf Cart|2 King Suites&Bunkroom

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

Saltwater&Sunsets Await You | Beach & Club Pools

Intervillas Florida - Villa Xanadu

Just Listed! Coastal Oasis with Private Pool
Apartment rentals with a pool

1640 Lands End

Captiva Sweet Retreat at Bayside Villas

Steps to beach + Bikes & Beach Gear Weekly Stays

South Sea Serenity II Coastal Luxury Beach Condo

View of Gulf, Steps to Beach@The Turquoise Turtle

Amazing beach views - Sanibel - Sandalfoot 5C2

Right on the Beach with the Best Views and Rates!

Penthouse Ocean view Condo on Sanibel Beach
Other holiday rentals with a pool

Amazing Captiva Bayside Villa

Luxury Canalfront Pool Retreat w/ Upscale Finishes

The Harbor House

5136 Bayside Villas, Captiva Island

Sunrise-Waterfront Cottage

NamaStay - Luxury 4BR w Private Heated Pool

Luxury Riverfront:Pool, Tiki Bar & Outdoor Kitchen

Villa Capri · 2025 Luxury Build · Steps to Beach
Quick stats about rentals with a pool near Captiva Island

Total holiday rentals
Explore 250 holiday rentals in Captiva Island

Nightly prices starting at
Captiva Island holiday rentals start at € 51 per night before taxes and fees

Verified guest reviews
Over 3,100 verified reviews to help you choose

Family-friendly holiday rentals
200 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wifi availability
250 of Captiva Island holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Captiva Island rentals

4.7 Average rating
Captiva Island stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Serviced apartment rentals Captiva Island
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