
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.

100+ 5 Star Reviews and Right on The Beach!
We are a Superhost for a reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Cooks kitchen. Amazing views of the Gulf w/5 star ratings! 3-day min. New hurricane windows, nicely furnished with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1:King bed ensuite, smart TV. BR 2: 2 tw. beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow sm. dog.

Blue Laguna - Vacation in paradise!
This bright, fully equipped welcoming three‑story home features a private heated pool and a rooftop observation deck with stunning 360‑degree water views. It offers three comfortable bedrooms and three full bathrooms for up to six guests, plus two screened lanais where you can relax in the island breeze and listen to the birds. A four‑seater golf cart is included, so you can easily explore the beaches and sandy paths of beautiful North Captiva Island. Also full access to Island Club amenities!

Sea U Soon - Luxury Villa with Heated Pool
Welcome to Sea U Soon- An exceptional residence that exudes quintessential Captiva charm with a decidedly modern flare, featuring handcrafted interior design, a lush outdoor landscape with built in kitchen and heated pool, and a true chef's kitchen with custom banquet. Location, location - with soaring gulf and bay views from the rooftop sundeck, and just steps to white sand beaches, shopping and dining, guests will find themselves perfectly positioned to enjoy all that Captiva has to offer.

Panoramic Gulf Views | Heated Pool | Beach
🧭 The Compass Rose | Beach Getaway 🌴 ✔️Private heated pool and a rooftop deck ✔️ Screened in porches ✔️4 king beds and 3 full bathrooms ✔️2 golf carts, 4 kayaks, beach gear, ping pong, foosball, cornhole and Golden Tee ✔️Gourmet kitchen with double oven, cooktop, and multiple fridges ✔️50 yards to the island’s only public Gulf beach access with ample golf cart parking - walk or drive, its your choice Settle in, head for the beach, and enjoy the pool and game spaces at your own pace.

Sundial E304: Gulf Front 3BR w/Stunning Ocean View
BRAND NEW - RIGHT ON THE BEACH! Enjoy stunning direct gulf-front views from nearly every room at this relaxing 3BR coastal retreat. This luxury residence was fully renovated to include a custom expanded kitchen, 2 gorgeous bathrooms, and washer & dryer. Top of the line coastal furnishings in every room. The large master bedroom offers spectacular gulf views & a full-size desk in case you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

Coral Cottage hidden in Palms short walk to Beach
Actual review left by a Guest “We had a great time in Captiva Island. It's the perfect place to get away for a relaxing, secluded, car-free vacation. Federico's cottage is conveniently located just a short walk to the beach and had all of the amenities we needed to relax and enjoy the trip. Federico was helpful and responsive when I had any questions. I highly recommend staying here if you are looking to disconnect and enjoy pristine beaches with lots wildlife and natural beauty. ”

Captiva Beach Villa On The Gulf Beach !
Captiva 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.

Beach Getaway + Golf Cart & Club Access
BOOKING FALL 2026 HOST PAYS AIRBNB FEE 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 proximity/ steps to the beach

Sunset Captiva 58
Your family will be close to everything when you stay at this centrally located place. It is a 7 min walk to the beach and the village where you can dine and shop. Has a heated community pool and tennis courts. House has a small side yard where the family can sit and enjoy the outdoors or play games. Bikes are also included, and it comes equipped with beach towels, wagon, umbrella, cooler, fishing poles and beach chairs.Also comes with a 6 seater golf cart.

View of Gulf, Steps to Beach@The Turquoise Turtle
Welcome to The Turquoise Turtle Sanibel, one of the most stylish condos in Loggerhead Cay! Our personal vacation spot; this family friendly, coastal property overlooks the pool and is a two-minute walk to the gorgeous white sand beach! Grab a drink and relax on the patio, with a view of the beach and listen to the sound of the waves. At The Turquoise Turtle you will truly make memories!

New Home! Heated Pool · Outdoor Bar · 2 Golf Carts
🏝️ Brand-new 2026 luxury home on North Captiva Island 🏊 Large private pool 🍹 Covered outdoor bar + grill 🛺 2 golf carts included 🎮 Game zone: ping pong, cornhole, darts & more 🚴 2 fat-tire beach cruisers included 🏖️ Beach chairs, umbrella & cart included 👑 King suite w/ soaking tub + 2 queen guest rooms 🍽️ Designer chef's kitchen 🌴 Large private lot — car-free island paradise

Sanibel SUNsation! Pet Friendly, with heated pool!
This unique place has a style all its own. Completely newly renovated, you can enjoy all it has to offer. 3 bed, 2 bath with the largest residential pool on Sanibel. Bring your fur baby as we are pet friendly with a fully fenced back yard. The neighborhood has a private path short walk right to the beach. Go shelling, go shopping or out to dinner. So much to do so close.
Popular amenities for rentals with a pool near Captiva Island
House rentals with a pool

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

"The Mac" Beach House! Premier Location! Pool/Spa

Dolphin beach house 2

Amazing Captiva Retreat 3 BR / 3 BA Pool & 2 Kings

Ocean View, Heated Pool, Pickleball +Walk to Beach

Gumbo Limbo North Captiva

Sanibel Beachfront Condo | Shelling Paradise

Boater’s Paradise: No-Bridge Gulf Access & Pool
Apartment rentals with a pool

Breakers West B1, Steps to the Beach!

Beachfront fully equipped apartment

Luxury Gulf View Condo + Steps to the Beach

354 Gulf Water Views + CoolCabana +Beach Items

South Seas Serenity Luxury Beach Condo

Stunning Modern Beach front condo - w golf cart!

Sundial P204- Dreamy Beachfront Condo on Sanibel

Penthouse Condo • Steps to Beach • Pool • Sanibel
Other holiday rentals with a pool

Beach Breeze - 7 houses from the beach!

Luxury Pine Cove 2br Ocean Front

Sea La Vie

5136 Bayside Villas, Captiva Island

Amazing Captiva Bayside Villa

NamaStay - Luxury 4BR w Private Heated Pool

Island paradise. Hakuna Matata.

Waterfront Matlacha views! 2/2 Heated Pool Home
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 £96 per night before taxes and fees

Verified guest reviews
Over 3,660 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
170 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

4.8 Average rating
Captiva Island stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Serviced apartment rentals Captiva Island
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- Pet-friendly rentals Captiva Island
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