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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 favorite
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.
Condo in Sanibel
4.95 out of 5 average rating, 98 reviews

Right on the Beach with the Best Views and Rates!

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. Sustained min. damage from Hurricane Ian. 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 favorite
Condo in Captiva
5 out of 5 average rating, 6 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 favorite
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, 32 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!

Top guest favorite
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 favorite
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, 139 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 favorite
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.
Apartment in Captiva
4.83 out of 5 average rating, 42 reviews

5136 Bayside Villas, Captiva Island

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 favorite
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 favorite
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.
Condo in Captiva
4.94 out of 5 average rating, 108 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.
Condo in Captiva
4.89 out of 5 average rating, 27 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!

Top guest favorite
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.
Condo in Captiva
4.91 out of 5 average rating, 57 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.

Top guest favorite
Aerial view of a spacious waterfront home surrounded by lush greenery. The property features a heated pool with a spa and a tiki hut, offering an outdoor kitchen area. The home's modern architecture and large windows provide ample natural light, while the nearby dock ensures easy access to the water.
Home in Saint James City
5 out of 5 average rating, 9 reviews

Casa Baybreeze - Luxury on Water

Escape to paradise in this spacious 3BR/2.5BA waterfront pool home in St. James City, FL! Features include a designer kitchen w/ gas range, coffee bar, luxe appliances, pool table, heated pool & spa w/ waterfall, tiki hut w/ outdoor kitchen, and gulf-access dockage—just 5 mins to open water! Enjoy world-class fishing, tropical vibes, and walkable island dining. The master suite boasts a private terrace, bath & walk-in closet. This is Pine Island living at its finest!

Top guest favorite
An aerial view captures a serene coastal neighborhood surrounded by lush greenery, with the beach visible in the distance. The beach house is nestled among palm trees, indicating its close proximity to the shoreline and other scenic homes in the area.
Cottage in Captiva
4.97 out of 5 average rating, 66 reviews

The FlipFlopper Beach House - North Captiva Island

FlipFlopper Beach House - well appointed family focused beach home only a 3 minutes walk from the White Sand Beaches on the Gulf of Mexico and 3 min walk to Island Club Amenities on North Captiva Island. Rate includes Luggage Deliver, use of Golf Cart and Members Access to The Island Club. Hard limit on 6 guests - rare exceptions but please ask - infants are not counted in the above 6 person limit! Private Hot Tub on the rear deck amongst the Sable Palms.

Popular amenities for rentals with a pool near Captiva Island

Quick stats about rentals with a pool near Captiva Island

  • Total vacation rentals

    Explore 240 vacation rentals in Captiva Island

  • Nightly prices starting at

    Captiva Island vacation rentals start at € 112 per night before taxes and fees

  • Verified guest reviews

    Over 2,960 verified reviews to help you choose

  • Family-friendly vacation rentals

    180 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    240 of Captiva Island vacation rentals include wi-fi 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