
Vacation rentals with a pool in Captiva
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Captiva

Total vacation rentals
Explore 350 vacation rentals in Captiva

Nightly prices starting at
Captiva vacation rentals start at ﺩ.ﺇ 477 per night before taxes and fees

Verified guest reviews
Over 4,180 verified reviews to help you choose

Family-friendly vacation rentals
270 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 60 rentals that welcome pets

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wi-Fi availability
350 of Captiva vacation rentals include wi-fi access

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

4.8 Average rating
Captiva stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Captiva
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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. Fully renovated in 2021 with new kitchen, bathrooms, flooring, furniture, and curated beautiful beach decor. 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!

Gumbo Limbo North Captiva
Located on North Captiva, in Safety Harbor Club, this comfortable home is conveniently located near beaches, pools, & boat docks. Nestled among native palms, Gumbo Limbo has a wildlife-friendly, private setting you will love. Beautiful beaches & refreshing pools are a short walk or 2 minutes by golf cart (included). The island has over 5 miles of pristine sandy beaches to explore. 3 large pools, tennis & pickle ball courts, sea kayaks, bicycles & private beach access are available to guests.

Beachfront | Pvt Fishing Dock, Shelling, Sunrises
🏝️Latitude Adjustment on North Captiva 👨👩👦Family Friendly 🏖️Private Beachfront 🎣Private Fishing Dock w/ Lights for night fishing, best fishing spot! Loaded w/ Snook,Redfish,Trout,Sheepshead &more 🏊♂️Island Club Membership (pools,kayaks,basketball) 🏯4-bedroom, 4.5-bath comfortably sleeps 10 ⭐️2,600 sqft under a/c, 1,400 sqft decking overlooking water 📞Owner available from booking-checkout 👩✈️Prof Managed- Luggage/Grocery Serv 🛻Golf Cart Included 🛜High Speed Wifi Contact us today!

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!

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. The pool and pool house is down for renovations between 8-18-11-30. 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.

Sanibel Beachfront Condo | Shelling Paradise
Beachfront 2BR/2BA condo on beautiful Sanibel Island, famous for world-class shelling and sunsets. Enjoy Gulf views from the living room and master bedroom. Includes a fully equipped kitchen, open living area with sleeper sofa. Full size washer and dryer are in the unit. The Pool and tennis court are currently under construction Free parking and direct beach access. Perfect for families, couples, or friends looking to relax, explore, and experience the natural beauty of Sanibel Island.

Ocean View, Heated Pool, Pickleball +Walk to Beach
❤We have OVER EIGHTY 5★ Reviews...Book with Confidence❤ ★ 2 Story, 2,115 Sq Ft Home w/ 2 Patios ★ Views of the Ocean on 2 sides ★ 5 Min Walk to Nearly Private Beach ★ Sleeps 8 - (2 Kings, 2 Twins, Sofa Bed) - 3 Bathrooms ★Fast Wifi, Keurig, & Smart TVs ★ Access to Heated Pool, Hot Tub & Pickleball ★ Pack N Play + Board Games ★ Experienced Hosts - (easy check-in, clear communication, clean home) You deserve to see some legendary Captiva Sunrises & Sunsets at least once in your life!

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.

Steps to Beach Captiva Includes CLUB & Golfcart
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

Car-Free Island Escape | Pool, Spa + Golf Cart
Escape to Tortuga Sunset, a modern 2021-built retreat on North Captiva, a car-free barrier island reached only by ferry, boat, or small plane. Private heated saltwater pool + spa, Gulf sunset views from the screened lanai, and a 6-passenger golf cart included. 3 King master suites, each with private full bath, sleeps 10. Just a 2-minute walk to uncrowded beaches and Florida's best shelling. No cars, no crowds, just island time.

Luxurious Island Retreat 4BR / 3BA 2 King Beds
Welcome to Casablanca del Sol – A Luxurious Island Retreat 🌴🌊 Discover Casablanca del Sol, an elegant and spacious Captiva Island retreat located just steps from the beach on quiet Wightman Lane in the heart of Captiva Village. This 2,492 sq. ft. home, completed in 2012, boasts state-of-the-art design, luxurious finishes, and an inviting atmosphere, making it the perfect getaway for families and groups.
Popular amenities for Captiva rentals with a pool
House rentals with a pool

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

Paradise on canal minutes to Ft Myers Beach/Gulf

Luxury Penthouse Rooftop Patio! Pointe Santo

Casa Captiva - Ground Level Luxe Villa, Lush Pool

Modern Captiva Retreat I Pool/Spa I Prime Location

Kaztiva- Captiva Home

NamaStay - Luxury 4BR w Private Heated Pool

Private Pool + Steps to Beach
Condo rentals with a pool

Rare walkout condo on Sanibel beach

100+ 5 Star Reviews and Right on The Beach!

354 Gulf Water Views + CoolCabana +Beach Items

South Seas Serenity Luxury Beach Condo

Captiva Bayside Villas 1 Bedroom 2 Bath - sleep 4

Sundial G406: Beach Front 1BR w/Ocean Views

Stylish Beach Escape | Salt Pool, Bikes & Sunshine

Pointe Santo of Sanibel Unit D32
Other vacation rentals with a pool

Ocean View Pool Home, Private Dock Access for Boat

5136 Bayside Villas, Captiva

Sea La Vie

Amazing Captiva Bayside Villa

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

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

2/2 SandDollars, CLUB, Boat Slip

Casita Salida del Sol-Waterfront
When is the best time to visit Captiva?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,829 | ﺩ.ﺇ 2,196 | ﺩ.ﺇ 2,196 | ﺩ.ﺇ 1,961 | ﺩ.ﺇ 1,572 | ﺩ.ﺇ 1,601 | ﺩ.ﺇ 1,315 | ﺩ.ﺇ 1,366 | ﺩ.ﺇ 1,282 | ﺩ.ﺇ 1,311 | ﺩ.ﺇ 1,458 | ﺩ.ﺇ 1,774 |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
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