
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.

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 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.

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.

LUX Villa w/ Private Salt Water Pool, Lanai, Canal
Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

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!

Steps to Beach Captiva Includes CLUB & Golfcart
BOOKING SUMMER 2026 HOST PAYS AIRBNB FEE ! SPECIAL 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

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!

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.

New Build | Pool · Outdoor Bar · 2 Golf Carts Incl
🏝️ 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.

Captiva Hideaway on Old Lodge Lane
Amazing 2 bedroom upper condo (sleeps 4) overlooking Pine Island Sound. Take the spiral staircase to the pool and boat dock area. Just a short walk away from the beaches, and some of Captiva Island's best restaurants and bars where you can hear live music almost any night. This getaway destination that will soothe away the stresses of everyday hustle & bustle.
Popular amenities for rentals with a pool near Captiva Island
House rentals with a pool

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

Sanibel Vibes - Relax, Unwind, and Enjoy!

Modern Captiva Retreat I Pool/Spa I Prime Location

JUNE DISCOUNT*Golf Cart|Pool|Paddleboards|PingPong

" Here Comes The Fun" Absolutely Magnificent! Home

2/2 SandDollars, CLUB, Boat Slip

Boater’s Paradise: No-Bridge Gulf Access & Pool

Beach Paradise: Oceanfront, Sleeps 10, Pool, Games
Condo rentals with a pool

Captiva Beachfront Condo | Direct Gulf Front

South Seas Serenity Luxury Beach Condo

Sundial F403 - "Beach Bliss"

Beachfront Escape w/ Sunset Views, Pool & Hot Tub

2nd Floor Beachfront Condo Sanibel Harbour

View of Gulf, Steps to Beach@The Turquoise Turtle

Amazing beach views - Sanibel - Sandalfoot 5C2

NEW 354 Gulf Water Views + CoolCabana +Beach Items
Other vacation rentals with a pool

Amazing Captiva Bayside Villa

Panoramic Ocean Views, Sleeps 10, Heated Pool

Waterfront Villa Capri | Dock + Gulf Access

5136 Bayside Villas, Captiva

Casita Salida del Sol-Waterfront

Turtle Trax

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Luxury Riverfront:Pool, Tiki Bar & Outdoor Kitchen
Quick stats about rentals with a pool near Captiva Island

Total vacation rentals
Explore 250 vacation rentals in Captiva Island

Nightly prices starting at
Captiva Island vacation rentals start at G$27,199 GYD per night before taxes and fees

Verified guest reviews
Over 3,360 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wi-Fi availability
240 of Captiva Island vacation 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
- Rentals with a patio Captiva Island
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- Family-friendly rentals Captiva Island
- Pet-friendly rentals Captiva Island
- Fitness-friendly rentals Captiva Island
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- Rentals with beach access Captiva Island
- Rentals with a hot tub Captiva Island
- Rentals with a washer and dryer Captiva Island
- Beachfront rentals Captiva Island
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- Naples Beach
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