Vacation rentals with a pool in Gateway

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Gateway

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favourite
An outdoor pool area is shown, featuring a spacious, sunlit pool surrounded by lounge chairs. A shaded seating area provides comfort, while the calm water and palm trees create a relaxing backdrop. The space promotes leisurely enjoyment and tranquil views.
Home in Pelican
5 out of 5 average rating, 20 reviews

Stunning Waterfront Home

Welcome to our rental, where every detail has been thought of to provide you with an unforgettable experience. You'll be captivated by the breathtaking views of the water while relaxing in the infinity edge hot tub and resort pool. Challenge your friends to a game of outdoor ping pong or explore the adjacent waters by kayak. Embark on a bike ride to Rotary park or the Westin restaurants/shopping. Enjoy games by the fire or dinner on the waters edge for the ultimate blend of luxury and serenity.

Top guest favourite
A private heated pool is set within a screened enclosure, featuring clear blue water. The view beyond includes palm trees and a canal with a dock, creating a serene outdoor environment. Natural light fills the space, enhancing the spaciousness of the area.
Home in Cape Coral
4.99 out of 5 average rating, 185 reviews

Hale Kai on the Gulf Access Honolulu canal

Welcome to the Hale Kai! (home by the sea) This beautiful 3 bedroom, 2 bath home has everything you need for a relaxing Florida vacation. Private heated pool (pool is heated in the winter time only), quiet neighborhood, fully stocked kitchen, and dock overlooking the Honolulu canal with spectacular sunsets! There a boat slip for use (no lift) and direct Gulf access. Lounge and fish off the dock. Shopping centers, restaurants are within walking distance and close to bridges/access to beaches.

Top guest favourite
Four wooden adirondack chairs are positioned on a deck overlooking the canal, with a serene view of the water and trees. A tranquil sunset bathes the sky in shades of pink and orange, creating a peaceful ambiance.
Home in Cape Coral
5 out of 5 average rating, 56 reviews

Luxury waterfront home with heated Salt Pool & Spa

Beautiful south-facing updated canal-front home with heated pool and spa. Spend your days soaking up the Florida sun and at night enjoy your meals and TV in our waterfront screened in lanai. The luxury house is equipped with three comfortable bedrooms and 2 and a 1/2 baths. Enjoy relaxing or fishing from the dock. The open floor plan flows from the fully equipped modern kitchen into the comfortable living area with large TV. This is not your average property. Come enjoy your time in paradise.

Guest favourite
A spacious dock overlooking a calm saltwater canal is shown, featuring a thatched-roof gazebo. The dock has multiple slip spaces and is surrounded by palm trees swaying gently in the breeze, with residential homes visible in the background.
Villa in Cape Coral
4.91 out of 5 average rating, 32 reviews

Waterfront,gulf access, heated pool,boatlift villa

Welcome to your perfect getaway! This beautifully maintained 3-bedroom, 2-bathroom vacation home is a true waterfront oasis located on a 200-foot-wide canal with direct Gulf access, 2 minutes to open water and 25 minutes to beaches and sanibel. Nestled in a quiet, peaceful neighborhood, you’ll enjoy the tranquility of waterfront living while being just minutes from grocery stores, convenience shops, dining, and more. Home is fully equipped and furnished , kayak , bikes, fishing poles included.

Top guest favourite
A screened outdoor space features a dining table with six chairs shaded by a fan. A private pool and spa, surrounded by lush greenery, are visible in the background, alongside two lounge chairs. Ample natural light filters through the enclosure.
Home in Cape Coral
4.98 out of 5 average rating, 120 reviews

Private Home w/ Heated SPA&Pool and Screened Lanai

Sun-seekers and casual tourists alike will love staying at this charming Cape Coral home, complete with 3 bedrooms, 2 bathrooms, a thoughtfully appointed interior, and a outdoor electric heated pool with a spa! Enjoy the sights and sounds of Cape Coral and lay out on the sands of Yacht Club Public Beach or walk just down the street to Saratoga Lake Park. Let this beautiful vacation rental be your launching point for your coastal adventures, including trips to Sanibel Island and Pine Island!

Top guest favourite
A sunlit pool area is framed by palm trees, with views of the canal and neighboring homes in the background. Comfortable loungers are positioned along the poolside, inviting relaxation amidst the tranquil waterfront setting.
Home in Fort Myers Beach
4.99 out of 5 average rating, 102 reviews

Paradise on canal minutes to Ft Myers Beach/Gulf

Beautiful 3 Bedroom, 3 bath home on a canal with a dock! Bring your boat or jet skis! Enjoy a relaxing stay watching the dolphins and manatee right off the dock. This exquisitely updated home has everything you need for a fantastic vacation. Especially location! 5 minutes to Ft Meyers Beach. Enjoy the resort right in your own backyard. New pool with hot tub and sun shelf. Enjoy beautiful sunsets off the huge patio. Trolly to beach at neighborhood entrance or walk to in minutes.

Superhost
A screened-in outdoor area features a spacious swimming pool and a separate hot tub. The pool area is surrounded by paver stones and offers several lounge chairs for relaxation. A covered seating area is visible, providing a shaded spot for enjoying the outdoors.
Home in San Carlos Park
4.84 out of 5 average rating, 81 reviews

Caloosa Palms Lux Villa_Naples/SFM Beaches/FGCU

Caloosa Palms welcomes you! This Luxury Vacation Home has everything, sleeps 8 adults and 2 children . Close to RSW Airport 5 mi, by hwy 75. Centrally located! Enjoy soft sand and luxury beaches of Naples, FL. Barefoot Beach, Bonita Springs , Vanderbilt Beach, Naples, Sanibel Island, Cape Coral and Marco Island areas. Close to: restaurants, Gulf Coast Town Center, Miromar, Coconut Point Outlets, family golf centers, zoos and parks. Modern pool and jacuzzi (heated for extra fee)

Top guest favourite
A resort-style pool area is showcased with a stone patio, featuring several lounge chairs and two shaded umbrellas. Palm trees stand nearby, and a rock formation is visible within the pool's edge, complementing the serene outdoor setting.
Home in Iona
4.91 out of 5 average rating, 115 reviews

Experience of a lifetime

Get ready for the experience of a lifetime at this hidden gem! As you walk through the front door you will begin your journey into the best vacation of a lifetime. Keep on going through the sliders & that will lead you to the incredible resort style pool that will leave you in awe!!! Here you are in the heart of it all. Shopping-dining-entertainment is all within a 5 minute drive. The beautiful beaches just 7 miles away. If you enjoy boating & relaxing this is the place for you.

Superhost
Home in Cape Coral
4.96 out of 5 average rating, 24 reviews

Paradise Palace

Your oasis awaits. A clean, comfortable, tropical getaway once owned by the famous actor Vincent D'Onofrio. Close to the beaches, off shore fishing, kayaking, golfing year round and fantastic shopping or just relax at the nearest Tiki bar and restaurant overlooking the water. Cape Coral is the 5th largest city in Florida. We have over 400 miles of canals for boating and fishing and over 39 parks for your recreation. Please note our NO PARTIES and no SMOKING policy.

Guest favourite
An outdoor dining area is featured on a screened lanai, presenting a large table surrounded by several wicker chairs. The space overlooks a swimming pool and the tranquil canal beyond, with a ceiling adorned with ceiling fans for comfort.
Home in Cape Coral
4.92 out of 5 average rating, 91 reviews

Canal Front! Heated pool, pet friendly!

Beautiful Gulf-access dream vacation home with southern exposure to Honolulu canal! Custom kitchen and cabinets with granite countertops. Sliding doors from master bedroom, second bedroom, and dining room reveal the huge lanai and pool area with a separate sun area on the pool deck. Private walkway down to the dock with boat lift and a captain's walk. Oversized gas grill with outdoor mini-fridge. Located within WALKING distance to restaurants, and PET FRIENDLY!

Top guest favourite
A screened-in lanai houses a private pool with clear blue waters, complemented by light-colored deck tiles. Sunlight filters through the mesh enclosure, casting playful shadows on the patio furniture, which includes reclining lounge chairs and a shaded seating area for relaxation.
Home in Estero
5 out of 5 average rating, 12 reviews

Relaxing Riverside Pool Home

Relax and recharge in this spacious 3-bedroom, 2-bath home with a private pool and flexible den space. Located in a quiet riverfront community with private boat ramp and dock access, perfect for boating, fishing, kayaking, and paddleboarding. Enjoy the outdoor shower, fire pit, and peaceful backyard oasis. Close to beaches, parks, shopping, and dining — the ideal getaway for relaxation or adventure in sunny Southwest Florida.

Guest favourite
A private pool area features a hot tub, surrounded by a screened enclosure. Comfortable seating is positioned nearby, providing views of the sunset over green landscapes. The sun casts a warm glow on the tranquil water, enhancing the peaceful ambiance.
Home in Fort Myers
4.9 out of 5 average rating, 31 reviews

Family Villa w/ private pool and hot tub!

Relax with the whole family at this peaceful place to stay. Pool + Hot tub with temperature control 3 Car Garage, 3 bedrooms plus den acting as bedroom. TV in all bedrooms. High speed Wifi, garage and driveway parking. Available Amenity center with Full bar and restaurant, resort style pool + hot tub, gym and arcade center. Timber Creek application fee for amenity center $50. Please message with any questions.

Popular amenities for Gateway rentals with a pool

When is the best time to visit Gateway?

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Quick stats about vacation rentals with a pool in Gateway

  • Total vacation rentals

    Explore 50 vacation rentals in Gateway

  • Nightly prices starting at

    Gateway vacation rentals start at $55 CAD per night before taxes and fees

  • Verified guest reviews

    Over 110 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Gateway vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Gateway rentals

  • 5 Average rating

    Gateway stays are highly rated by guests—averaging 5 out of 5!

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