
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.

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.

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.

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.

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.

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!

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.

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)

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.

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.

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!

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.

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
House rentals with a pool

566 Sea Esta Palms | Private Pool & Minutes2Beach

Palm Paradise Family Oasis/canal/kayaks/heatedpool

10 guests! 4b3ba 5 beds, XL Pool!

Unforgettable Pyramid home in sunny Florida 7046

New Villa Alhambra Lake at the lake-gameroom-dock

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Whole cozy house

Hidden Gem with Pool. Perfect for Family Getaway
Condo rentals with a pool

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

2BR Sanibel condo - ocean views - Sandalfoot 3C1

Gulf Water Views + 2 bikes, beach gear weekly stay

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Vacation in Paradise

2nd Floor Beachfront Condo Sanibel Harbour

Beach Villa 2111 - Newly Renovated Gulf
Other vacation rentals with a pool

Luxury Waterfront Home • Pool • Dock • Near Beach

Coastal Casa of Bonita

Luxury, Waterfront, Pet-Friendly, Pool Spa, Sunset

Luxury Monthly Rental: 3 Bedrooms, 2 bath, sleep 6

Catalina Cottage

The Pool House

Vanillasky Luxus-Pool-Villa 2-8 Pax Bonita Springs

Pelican Coast
When is the best time to visit Gateway?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $271 CAD | $246 CAD | $271 CAD | $171 CAD | $110 CAD | $157 CAD | $137 CAD | $122 CAD | $136 CAD | $157 CAD | $177 CAD | $242 CAD |
| Avg. temp | 16 °C | 18 °C | 19 °C | 22 °C | 25 °C | 27 °C | 27 °C | 28 °C | 27 °C | 24 °C | 21 °C | 18 °C |
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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- Rentals with pools Lee County
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- Rentals with pools United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Englewood Beach
- Stump Pass Beach State Park
- Clam Pass Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Blind Pass Beach
- Edison & Ford Winter Estates
- Esplanade Golf & Country Club of Naples
- Florida Gulf Coast University
- Boca Grande Pass
- Stonebridge Country Club
- Del Tura Golf & Country Club
- Jetblue Park
- Delnor-Wiggins Pass State Park
- Talis Park Golf Club
- Bunche Beach
- Bowman's Beach
- Coral Oaks Golf Course
- Manatee Park
- Sun Splash Family Waterpark




