
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.

" 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.

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.

Tortuga Sunset| Ocean Views/Private Pool/Golf Cart
Tortuga Paradise would like to introduce Tortuga Sunset — a modern coastal retreat on car-free North Captiva Island. Built in 2021, this 3BR + bonus sleeping area home blends luxury, space, and sunset ocean views — just steps from the beach. Check out our online reviews ✔ Private heated saltwater pool + spa ✔ Ocean sunset views from screened lanai ✔ 6-person golf cart included ✔ 3 King master suites ✔ Built 2021 – modern, bright, spacious ✔ Sleeps up to 10 If you want elevated design, privacy,

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!

Modern Captiva Retreat I Pool/Spa I Prime Location
Escape to "Happy Daze," a luxurious retreat in Captiva Village, just steps from pristine beaches, shops, and dining. Recently refreshed, this 5-bedroom, 5.5-bathroom home features a modern design, elegant finishes, and a warm ambiance, perfect for families and groups. Enjoy a private outdoor space with a kitchen, BBQ, pool/heated spa, ping pong, and pool table. Inside, find 10 TVs, beach gear, and high-speed Wi-Fi. Occupancy: 12 Guests Parking: 4 Spots No Pets Allowed Beds: K/Q/Q/F/T/T/T/T

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

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!

Cottage Secluded in Palms short walk to the 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. ”

NEW! Gulf Sunset View, Heated Pool, Steps to Beach
Escape to Isle Escape, a 2024-built luxury retreat just steps from pristine beaches. 🌊 Enjoy stunning Gulf views 💦 Private pool (heated or cooled) 🛏️ 5 spacious bedrooms w/ en-suite baths 🍽️ Cook in a modern, fully equipped kitchen 🎶 Unwind on screened-in decks with fans, speakers and views 🛜 Stay connected with Starlink Internet 🤩 Island Club amenities & in home games ⚡️ whole-house generator 🏝️explore with 2 golf carts included Your perfect getaway awaits—book now! ☀️

Fredrickson's Corner
Fredrickson’s Corner is newly renovated (2023) and oozes old school captiva cottage charm! Home is steps to Captiva’s world famous beaches and Village and features 3 bedrooms / 2 baths. Our beach house is tastefully decorated with modern finishes and touches. With vaulted ceilings and numerous windows the sun shines bright. The master suite is large and spacious and the guest rooms offer plenty of comfort for family and guests. Pool and hot tub get amazing sun all day!
Popular amenities for rentals with a pool near Captiva Island
House rentals with a pool

Seashell Escape: Heated Pool•Golf Cart•Pool•Truste

Kaztiva – Captiva Home

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

JUNE DISCOUNT*Golf Cart|Pool|Paddleboards|PingPong

Saltwater&Sunsets Await You | Beach & Club Pools

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

Sanibel Beachfront Condo | Shelling Paradise

2/2 SandDollars, CLUB, Boat Slip
Apartment rentals with a pool

Rare walkout condo on Sanibel beach

2BR - Steps from beach - Sanibel - Sandalfoot 1D1

Captiva Beach Villa On The Gulf Beach !

Serene Ocean View Escape at Sundial Resort

Captiva Sweet Retreat at Bayside Villas

Beachfront Escape w/ Sunset Views, Pool & Hot Tub

South Sea Serenity II Coastal Luxury Beach Condo

View of Gulf, Steps to Beach@The Turquoise Turtle
Other holiday rentals with a pool

Amazing Captiva Bayside Villa

Golf>Heated Pool • Sleeps 10 • Near Beach

Sanibel on the Canal

5136 Bayside Villas, Captiva Island

Turtle Trax

NamaStay - Luxury 4BR w Private Heated Pool

Your Bayfront Getaway! 3 Bedroom / 3 Bath Villa &

Villa Sunset Serenade II
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 € 111 per night before taxes and fees

Verified guest reviews
Over 3,360 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
160 properties have a dedicated workspace

Wifi availability
240 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
- Luxury rentals Captiva Island
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- Rentals with pools Lee County
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- Naples Beach
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- South Jetty Beach
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- Stonebridge Country Club
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- Jetblue Park
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