
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.

Beachfront North Captiva | Rooftop Deck | Hot Tub
No bridges. No cars. No crowds. Stella Maris sits directly on the Gulf on North Captiva — a private barrier island reachable only by boat. Step off your deck onto white sand. Watch dolphins from your 360° rooftop deck at sunset. 3 bedrooms, each with private en-suite bath. Cathedral ceilings, gourmet kitchen, formal dining with Gulf views, stone fireplace, hot tub, and included golf cart. Dual club access — Safety Harbor Club included; optional Island Club for pools, kayaks, bikes, and pool bar.

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.

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!

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.

Last Minute Offers Beach + Golf Cart + Club
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

Casa Captiva - Ground Level Luxe Villa, Lush Pool
Located in the heart of Captiva Island’s charming downtown, this exquisite Spanish-style villa offers the perfect mix of luxury and serenity. Featuring five spacious bedrooms and four beautifully renovated bathrooms, the home comfortably sleeps up to 12 guests. Just steps from white sugar sand beaches and turquoise waters, it’s the ideal getaway. More than just a vacation home, this retreat offers an elevated experience in one of Florida’s most scenic coastal destinations.

Panoramic Ocean Views, Sleeps 10, Heated Pool
🧭 The Compass Rose | Beachfront Getaway 🌴 Steps from the island’s widest, most beautiful beach with panoramic Gulf views, a private heated pool, 2 golf carts, and 4 kayaks! Enjoy 4 king beds, 5 decks, a gourmet kitchen, ping pong, foosball, and more. Located 50 yards from the only public Gulf beach access with golf cart parking. Explore North Captiva Island - Florida’s secret island paradise, accessible only by boat. Sleeps 10. Pet-friendly (case-by-case). No parties.

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
Popular amenities for rentals with a pool near Captiva Island
House rentals with a pool

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

Dolphin beach house 2

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

Luxurious Island Retreat 4BR / 3BA 2 King Beds

Car-Free Island Escape | Pool, Spa + Golf Cart

NamaStay - Luxury 4BR w Private Heated Pool

Sanibel Beachfront Condo | Shelling Paradise

Dolphin Cottage | Beach front | Sunset Cruise
Condo rentals with a pool

Beachfront fully equipped apartment

Breakers West B1, Steps to the Beach!

Bayside Villas 5142: Panoramic Water Views & Coast

Luxury Gulf View Condo + Steps to the Beach

354 Gulf Water Views + CoolCabana +Beach Items

Sundial G406: Beach Front 1BR w/Ocean Views

Gorgeous professionally designed gulf front unit

South Seas Serenity Luxury Beach Condo
Other holiday rentals with a pool

Ocean View Pool Home, Private Dock Access for Boat

Mediterranean Waterfront Estate on Caloosahatchee

Sea La Vie

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

Beach Breeze - 7 houses from the beach!

2/2 SandDollars, CLUB, Boat Slip

FALL DISCOUNT*Golf Cart|Pool|Paddleboards|PingPong

"House by the Sea"
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 $218 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wi-Fi availability
250 of Captiva Island holiday rentals include Wi-Fi 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
- Family-friendly rentals Captiva Island
- Pet-friendly rentals Captiva Island
- Rentals with a kayak Captiva Island
- Waterfront rentals Captiva Island
- Rentals with beach access Captiva Island
- Rentals with a hot tub Captiva Island
- Beachfront rentals Captiva Island
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