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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

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
An open-plan dining and kitchen area features a mix of stylish seating options. A large table sits in the center, surrounded by chairs, with views of the pool area through sliding glass doors. Natural light floods the space, enhanced by modern ceiling fans.
Home in Captiva
5 out of 5 average rating, 34 reviews

Lookout Escape: Heated Pool, Golf Cart, Outdoor Ba

💰No nickel & diming —AirBnb & cleaning fees in nightly rate! 🌅 360° Gulf-to-Bay Views 🎉 Outdoor Paradise: Pool, Bar, Dart Boards, TVs, Games, Outdoor Shower 🏖️Steps from the Beach! 🍳 Gourmet Kitchen:KitchenAid Appliances & Williams Sonoma Gear 🛥️ Shared boat dock-ask about availability. 🛌 Westin Heavenly Mattresses 🏖 Top-Tier Beach Gear:Chairs, Umbrellas, Cooler & Wagon 🐕 Pets Welcome 🧴 Luxe Amenities: Fine Toiletries & Essentials 🌐 Fast Starlink Internet 😊 24/7 Local Host Support!

Guest favourite
Apartment in Captiva
5 out of 5 average rating, 11 reviews

South Seas Full Resort Access Beach Villa 1BR

Wake to the sound of waves and unwind into island time in these inviting beach villas on the south end of Captiva. Each offers a king bedroom, spacious l iving area with sleeper sofa, fully equipped kitchen, and screened balcony overlooking the Gulf, accommodating up to four guests in coastal comfort just steps from the sand. Guests of this villa have access to Club Captiva amenities, allowing your group to experience resort conveniences and activities exclusive to South Seas guests and owners.

Top guest favourite
A scenic view showcases a private deck featuring a spa and circular seating area, positioned near lush greenery. The serene beach is visible in the background, leading to calm waters under a softly lit sky at sunset, creating a tranquil coastal atmosphere.
Home in Captiva
4.95 out of 5 average rating, 44 reviews

North Captiva Beachfront | 360° Views | Hot Tub

Stella Maris is a beachfront family retreat on North Captiva Island with rare dual club access—Safety Harbor Club included (pool, tennis), plus optional Island Club for pools and kayaks. Enjoy private beach access, panoramic Gulf views, and a 360° rooftop deck for sunrises, sunsets, and stargazing. Cathedral ceilings, gourmet kitchen, and formal dining with sunset views. All three bedrooms feature private en-suite baths. Relax in the hot tub and explore the island with your included golf cart.

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, 140 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

Guest favourite
A modern living space features a comfortable gray sofa adorned with decorative pillows. Large windows offer views of the outdoors, while a dining area, with a table and chairs, is positioned nearby. A sleek kitchen countertop displays tasteful decor, including a vase with white flowers.
Flat in Captiva
5 out of 5 average rating, 5 reviews

Amazing Captiva Bayside Villa

Experience the nicest remodeled & decorated coastal 1-bedroom 2-bathroom villa on Captiva! Designed for ultimate relaxation with great bayside water views, all within the South Seas gated community. The villa has a spacious bedroom with a luxurious king bed, living room with a pull-out sleeper sofa, to accommodate guests. Enjoy the scenic bay views and wake-up every morning to amazing sunrises! Walk to the pristine beach and explore fine dining and shops just outside the resort gates

Guest favourite
A comfortable living area is furnished with a beige sofa adorned with decorative pillows. A light blue armchair complements the space. Large sliding glass doors reveal a view of the bay, while natural light brightens the room. An abstract painting hangs on the wall.
Flat in Captiva
4.82 out of 5 average rating, 44 reviews

5136 Bayside Villas, Captiva

Welcome to a paradise! Our newly renovated Villa offers a spacious bedroom with a luxurious king bed and a separate living room with a pull-out sleeper sofa, accommodating up to 4 guests. The condo has hot water and is fully equipped. Bring your swimsuit! Enjoy the scenic bay views and watch dolphins and manatees from your window. Walk to the pristine beach and explore fine dining and shops just outside the resort gates. Laundry facilities are conveniently located on the ground level.

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
Flat in Sanibel
5 out of 5 average rating, 6 reviews

Sundial E304: Gulf Front 3BR w/Stunning Ocean View

BRAND NEW - RIGHT ON THE BEACH! Enjoy stunning direct gulf-front views from nearly every room at this relaxing 3BR coastal retreat. This luxury residence was fully renovated to include a custom expanded kitchen, 2 gorgeous bathrooms, and washer & dryer. Top of the line coastal furnishings in every room. The large master bedroom offers spectacular gulf views & a full-size desk in case you need a quiet space to work. WiFi has been fully upgraded to make streaming and video a breeze.

Guest favourite
The living area features a spacious light-colored sofa accompanied by a rustic coffee table. Large sliding glass doors allow natural light and views of palm trees outside. A flat-screen TV is positioned against a light-coloured cabinet, while a dining table for two is visible on the lanai.
Apartment in Captiva
4.94 out of 5 average rating, 109 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
A recently renovated open-concept kitchen and living area feature light wood flooring and modern finishes. A large kitchen island with a blue base provides seating and ample workspace. Natural light enters through the sliding glass doors, highlighting a comfortable seating arrangement adjacent to the kitchen.
Apartment in Captiva
4.89 out of 5 average rating, 28 reviews

Waterfront - Bayside Villas Captiva

LOCATION, LOCATION, LOCATION! The 180 degree views from our screened in lanai are amazing! You get full views of the Bayside Marina, Pine Island Sound and the pool deck! This condo was recently renovated in June of 2025. Our place is privately owned so you still get access to the resort's beautiful public beach which is within walking distance across the road thru the Beach Villas path, the Bayside Villas pool and hot tub! We also provide beach chairs, an umbrella and a beach wagon!

Guest favourite
A spacious living area is furnished with a gray couch and two armchairs, complemented by modern side tables and lamps. Floor-to-ceiling sliding doors open to a private lanai, revealing views of palm trees and the beach beyond. Natural light fills the room, enhancing its airy ambiance.
Apartment in Captiva
4.86 out of 5 average rating, 7 reviews

Splendid Beach Villa Residence on Captiva

Indulge in luxury at 2325 Beach Villas, a recently renovated beachfront condominium in Captiva, Florida. This stunning property features high-end finishes, coastal decor, and is equipped with modern amenities including a fully renovated kitchen, and spacious bathrooms. Enjoy breathtaking Captiva sunsets from your private lanai, and make use of provided beach gear for a perfect day at the beach. Perfect for families seeking a luxurious and unforgettable vacation experience.

Top guest favourite
A marina view is presented through a screened lanai, with several boats docked along the tranquil waters. Lush greenery and palm trees frame the scene, complemented by a pastel sky reflecting the warm hues of sunset.
Apartment in Captiva
4.91 out of 5 average rating, 58 reviews

Captiva Sweet Retreat at Bayside Villas

Captiva Paradise. Privately owned premier corner location one-bedroom, two bath Bayside Villa with beautiful lanai view of the marina and pool. Step outside for a Short walk to the fabulous beach and village of Captiva. Enjoy mesmerizing sunsets, beach walks and large pool. Open floor plan with spacious living, dining area, large waterfront lanai, kitchen with breakfast island and roomy bedroom with ensuite bathroom. See other things to note for resort access info.

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 £95 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