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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

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Top guest favourite
A screened lanai is furnished with a small round table and four chairs, providing a cozy dining space. Beach chairs are stored on the wall, with a view of the lush green lawn and distant ocean visible through the expansive glass sliding doors.
Apartment in Sanibel
4.98 out of 5 average rating, 57 reviews

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.

Top guest favourite
A modern coastal house with a blue exterior is surrounded by lush tropical landscaping. The two-story structure features a set of stairs leading to the entrance, with views of the calm waters in the background and a sandy beach just steps away.
Home in Captiva
5 out of 5 average rating, 82 reviews

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!

Top guest favourite
A clear blue pool is surrounded by a spacious patio, featuring comfortable loungers partially immersed in the water. The inviting outdoor space overlooks the serene canal, while the covered lanai offers additional seating options. Lush palm trees sway gently in the background under a bright sky.
Home in Cape Coral
4.97 out of 5 average rating, 132 reviews

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.

Top guest favourite
A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.
Apartment in Sanibel
4.95 out of 5 average rating, 105 reviews

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.

Guest favourite
A serene beach scene showcases smooth, soft sands meeting the gentle waves of a turquoise ocean. A piece of driftwood rests in the foreground, complementing the clear blue sky and tranquil waters that stretch into the horizon.
Home in Captiva
4.95 out of 5 average rating, 144 reviews

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

Top guest favourite
A two-story beach house features a bright blue exterior and large windows, surrounded by palm trees and lush greenery. A wooden staircase leads to the entrance, with a deck visible on the upper level. The sandy area offers a welcoming beach environment.
Home
4.9 out of 5 average rating, 122 reviews

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.

Guest favourite
Apartment in Captiva
4.94 out of 5 average rating, 111 reviews

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.

Superhost
Flat in Sanibel
5 out of 5 average rating, 3 reviews

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

Top guest favourite
A heated saltwater pool is enclosed by a spacious screened area, allowing for relaxation and sun exposure. Lounge chairs and vibrant orange seating are positioned beside the water, with views of a tennis court visible through the mesh walls and lush landscaping beyond.
Home in Sanibel
4.98 out of 5 average rating, 60 reviews

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.

Guest favourite
Apartment in Captiva
5 out of 5 average rating, 6 reviews

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.

Top guest favourite
Home in Matlacha
5 out of 5 average rating, 13 reviews

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.

Guest favourite
A sandy beach stretches along the shoreline, with gentle waves lapping at the edge. Sun loungers with blue umbrellas are set up, providing shaded areas for relaxation. Soft clouds drift across a bright sky, and distant figures can be seen walking along the water's edge.
Flat in Captiva
5 out of 5 average rating, 13 reviews

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

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