
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.

Sundial G406 - Brand New w/Beautiful Beach Views
On the beach with top floor ocean views! Enjoy sparkling ocean views from this relaxing coastal retreat, just steps from the beach. This large condo sleeps 4 and was fully renovated to include an expanded custom kitchen & luxury bathroom with large walk-in shower. Top of the line coastal furnishings in every room. The spacious master bedroom offers gulf views, king bed and a full-size desk if you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

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!

Boater’s Paradise-Stunning Sunsets! Games Room!
Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

100+ 5 Star Reviews and Right on The Beach!
We are a Superhost for a good reason! Sanibel Siesta looks amazing! Immaculate beachfront, 2BR, 2BA w/garage, nicely updated beachy unit at sand's edge. Amazing views of the Gulf with 5 star ratings! 3-day min. New hurricane windows, freshly painted with ELEVATOR IN BUILDING! Discount for weekly/mo. rentals. BR 1: King bed, en suite, smart TV. BR 2: 2 twin beds, smart TV. Qn. sofa bed in LR. Pool, golf course, bikes, laundry on site. No food or condiments stored in unit. May allow small dog.

Steps to Beach Captiva Includes CLUB & Golfcart
HOST PAYS AIRBNB FEE WINTER SPECIALS 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 unbeatable proximity to the beach STAY WITH US

Blue Laguna - Vacation in paradise!
Beautiful and welcoming are just two words to describe this magnificent, 4 story home with heated private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths allowing this home to sleep up to 6 people. Two screened in lanai's so you can sit and enjoy the island breeze and leave the sliding doors open for a true island nature experience during the colder seasons. A golf cart for 4 persons is also included in the rental.

South Seas Resort Beach Villa 🌴 On The Beach !
South Seas 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.

Sea La Vie
Nestled in the exclusive Kings Crown condominium complex on the quiet west end of the island, this luxurious 2-bedroom, 2-bathroom newly remodeled condo offers direct beachfront access and breathtaking gulf views. It's perfect for creating unforgettable family memories! Step out of the door to miles of pristine shoreline, renowned for world-class shelling and gentle waves ideal for kids. * The pool is expected to be open after inspection in the spring of 2026

Coastal Chic Island Escape
Just 150 yards from Sanibel's peaceful beach, our home offers unmatched luxury: direct beach access, a heated saltwater pool, private pickleball/tennis court, and sea-view dining. A king suite, additional king bedroom, playful bunk room, and separate apartment provide comfort for all. Perfect for those seeking a serene escape, our home is not suited for loud gatherings or parties. Please help us preserve the tranquility of this special place. 28-day minimum.

2638 Beach Villas- Executive Captiva Condo
Welcome to 2638 Beach Villas—new to our program! This executive-caliber, 3-bedroom, 3-bath beachfront retreat spans over 1,500 sq. ft. and sleeps up to 9 guests (7 in beds + 2 on a sleeper sofa). Enjoy vaulted cedar ceilings with skylights, a private corner-unit location, and premium amenities including a heated pool, pickleball and tennis courts, high-speed Wi-Fi, and outdoor grills—perfect for a premier island getaway.

Matlacha Waterfront Home | Gulf Access & Pool
Experience Matlacha from this stunning waterfront home with direct Gulf access, a heated private pool, a spacious dock, and a boat lift. Bright, refined, and deeply relaxing, it’s the perfect coastal escape for families and friends. Wake up to still waters, enjoy warm swims under the sun, and end each day with the kind of peaceful, unforgettable evenings that make you never want to leave.

South Seas Captiva Getaway
Sun drenched two bedroom unit. Located on the top floor with amazing views of the beach. One bedroom has a king bed and the other room with 2 single beds. Full kitchen and 2 bathrooms. Unit has everything that you and your family need. There is a pool with barbecue area and washer/dryer. The beach is beautiful with white sand and plenty of seashells to collect on your walks.
Popular amenities for rentals with a pool near Captiva Island
House rentals with a pool

Island Retreat Private Pool + Cart | Green Tortuga

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

The New & Beautiful Bauhinia! 3BR/2BA 2 King Beds

Saltwater&Sunsets Await You | Beach & Club Pools

Sanibel Beachfront Condo | Shelling Paradise

2/2 SandDollars, CLUB, Boat Slip

Mangoes (Left Side)

Sanibel SUNsation! Pet Friendly, with heated pool!
Apartment rentals with a pool

South Seas Serenity Luxury Beach Condo

Serene Ocean View Escape at Sundial Resort

Captiva Sweet Retreat at Bayside Villas

Spectacular Sanibel condo near beach with pool

Sunset Views Near Sanibel w/ Private Beach!

Steps to the beach Bikes & Beach Gear Weekly Stays

View of Gulf, Steps to Beach@The Turquoise Turtle

Amazing beach views - Sanibel - Sandalfoot 5C2
Other holiday rentals with a pool

Amazing Captiva Bayside Villa

Luxury Waterfront Home • Pool • Dock • Near Beach

AquaLux Smart Home

Modern Captiva Retreat I Pool/Spa I Prime Location

Sea you at the Cape

5136 Bayside Villas, Captiva Island

" Here Comes The Fun" Absolutely Magnificent! Home

Waterfront Pink House with Private Dock & Pool!
Quick stats about rentals with a pool near Captiva Island

Total holiday rentals
Explore 240 holiday rentals in Captiva Island

Nightly prices starting at
Captiva Island holiday rentals start at £98 per night before taxes and fees

Verified guest reviews
Over 2,960 verified reviews to help you choose

Family-friendly holiday rentals
180 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
150 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

4.7 Average rating
Captiva Island stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Rentals with a patio Captiva Island
- Pet-friendly rentals Captiva Island
- Beachfront rentals Captiva Island
- House rentals Captiva Island
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- Waterfront rentals Captiva Island
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- Family-friendly rentals Captiva Island
- Rentals with beach access Captiva Island
- Serviced apartment rentals Captiva Island
- Rentals with a hot tub Captiva Island
- Fitness-friendly rentals Captiva Island
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- Apartment rentals Captiva Island
- Rentals with pools Lee County
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- Rentals with pools United States
- Naples Beach
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- Tigertail Beach
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- Edison & Ford Winter Estates
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- Florida Gulf Coast University
- Stonebridge Country Club
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- Bowman's Beach




