
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!

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!

Newly Remodeled Home with Pool Steps to the Beach!
🏡 Laika House – Newly Remodeled Private Pool Home Steps from the Beach! 🏖️ 🌟 EXCITING NEW REMODEL! 🌟 Welcome to Laika House, a charming private pool home just steps from Captiva’s white sandy beaches! Located on quiet Laika Lane with no public parking and minimal traffic, this home offers the perfect blend of privacy and convenience. Walk to Captiva Village’s unique shops, top-rated restaurants, and vibrant attractions while enjoying a peaceful retreat surrounded by tropical landscaping.

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!

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. ”

Dive into Luxury: Stunning Tropical Home & Pool
Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.
Popular amenities for rentals with a pool near Captiva Island
House rentals with a pool

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

Sea U Soon - Luxury Villa with Heated Pool

Modern Captiva Retreat I Pool/Spa I Prime Location

JUNE DISCOUNT*Golf Cart|Pool|Paddleboards|PingPong

Saltwater&Sunsets Await You | Beach & Club Pools

" Here Comes The Fun" Absolutely Magnificent! Home

2/2 SandDollars, CLUB, Boat Slip

NamaStay - Luxury 4BR w Private Heated Pool
Apartment rentals with a pool

South Seas Serenity Luxury Beach Condo

Pine Cove 403C: 2BR GulfFront Escape Quiet Complex

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

Captiva Beach Villa On The Gulf Beach !

Amazing Gulf Views! Beachfront Condo + Pickleball

Serene Ocean View Escape at Sundial Resort

Beachfront Escape w/ Sunset Views, Pool & Hot Tub
Other holiday rentals with a pool

Amazing Captiva Bayside Villa

Mangoes (Right Side)

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

5136 Bayside Villas, Captiva Island

Turtle Trax

Villa Sunset Serenade II

Sea La Vie

Boater’s Paradise: No-Bridge Gulf Access & Pool
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 $166 SGD 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
- Serviced apartment rentals Captiva Island
- Rentals with a patio Captiva Island
- Fitness-friendly rentals Captiva Island
- Luxury rentals Captiva Island
- Pet-friendly rentals Captiva Island
- Family-friendly rentals Captiva Island
- Waterfront rentals Captiva Island
- Beachfront rentals Captiva Island
- House rentals Captiva Island
- Rentals with outdoor seating Captiva Island
- Apartment rentals Captiva Island
- Rentals with beach access Captiva Island
- Rentals with a hot tub Captiva Island
- Rentals with a washing machine and dryer Captiva Island
- Rentals with pools Lee County
- Rentals with pools Florida
- Rentals with pools United States
- Naples Beach
- Caspersen Beach
- Manasota Key Beach
- Lovers Key Beach
- Englewood Beach
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Tigertail Beach
- Barefoot beach Bonita Springs,FL
- Heritage Bay Golf & Country Club
- Clam Pass Park
- North Jetty Beach
- Blind Pass Beach
- Florida Gulf Coast University
- Boca Grande Pass
- South Jetty Beach
- Bowman's Beach
- Edison & Ford Winter Estates
- Stonebridge Country Club
- Jetblue Park
- Delnor-Wiggins Pass State Park
- Esplanade Golf & Country Club of Naples
- Del Tura Golf & Country Club
- The Naples Pier





