
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.

Hezekiah's 2 Story Guesthouse with Pool
Hezekiahs Guesthouse a perfect getaway in sunny SWFL! You will be staying in the guest house with a private entrance. This property has a living room and kitchenette downstairs and a spacious bedroom with master bathroom upstairs. This Airbnb is attached to our home. You will have access to the pool and our outside grill area. Complimentary coffee, water, soda and more.. Lots of nearby restaurants and shopping. Minutes away to Fort myers or Bonita beach, FGCU and RSW Airport and Hertz Arena.

Golf & Pool Views! Close to FGCU and Airport.
Perfectly located 2 Bedroom 2 Bath condo! Nestled on a public golf course with a wonderful pool area, it is the perfect combination for a peaceful vacation. The condo is centrally located by everything one needs to relax and enjoy the Fort Myers area. We have gone the distance to make your vacation memorable. The spacious condo has adjustable beds, which will provide you sweet dreams. Close to the beaches, shopping, airport, golf, and tons of restaurants. Guests can also enjoy the pool area.

Central 3BD/2BA •Massive Heated Pool •Golf courses
🌞 Gorgeous Heated Pool Home Near Everything – Perfect for a Relaxing & Convenient Getaway! Welcome to your tropical escape in the heart of SW Florida! This beautifully maintained 3BD/2BA home is located just minutes from world-class beaches, and top local attractions, offering the perfect blend of tranquility, comfort, and accessibility. Whether you're here for a family vacation, a romantic getaway, or a business trip, this home provides everything you need for a restful and memorable stay.

Comfy 3 BR-Group Friendly-Pool Access-BBQ-FGCU
Everything your group needs to be comfortable. 2 car garage w/remote Plenty of FREE on-site driveway parking for large work vehicles Logo vehicles ok Screened lanai w/ seating & BBQ Washer/Dryer Free, secure WiFi Smart TV in all rooms & 65” TV in Living Room Electric fireplace Well-stocked kitchen Keurig & Drip coffeemaker Toaster/crockpot Soap (laundry, dish, body, hair) Bathroom Items (Hair dryer, flat iron) Pantry items Community Pool Access 1 mile-Low fee Pack & Play & baby bath support

Luxe Unique: Close to Beach, Hot Tub, Heated Pool
Step into the luxurious 2BR 2BA oasis in the heart of Bonita Springs, FL. It promises a relaxing retreat just a few minutes from the pristine Bonita Beach, restaurants, shops, exciting attractions, and natural landmarks. The stylish design and a rich amenity list will leave you in awe. ✔ 2 Comfortable Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Backyard (Pool, Hot Tub, Swim-Up Bar, BBQ) ✔ Lounge Pool House ✔ Workspace ✔ Smart TVs ✔ Wi-Fi ✔ Parking See more below!

2 Kings, Pool, Gulf Canal, Game Room and Kayaks
Unwind Cape Coral welcomes you to sunny southwest Florida, close to magnificent beaches, fishing, shelling, Minnesota Twins Spring Training & much more. Come enjoy this new construction home with heated pool, Kayaks, heated and cooled game room (PlayStation 5), gulf access - salt water canal, 4k oled tv's & many more refreshing amenities. You will love this clean & bright home with lovely décor. Located in the highly sought after Pelican neighborhood of Southwest Cape Coral!

Whole cozy house
Entire cozy house just for you friends and family. Perfect to spend a pleasant and relaxed moment. If you plan to have a party or event, this place is NOT for you. The neighbors are very strict in terms of noise and large groups of people. Well maintained house. CLEAN POOL BUT NOT HEATED. Walk in to a living area and separated dining. 20 minutes to airport, 25 minutes to the beach, fine dining and entertainment. For a virtual tour, click on the cover photo twice.

Dolphin beach house 2
ONE OF THE BEST WATERFRONTS IN CAPE CORAL! A short walk to the beach a. This 2,500+sq ft home has stunning sunsets and South Western water views from all main living areas,as well as the Master Suite. Heated pool w/ LED colored lighting, built in Spa,Pool bath, full laundry facility, Lanai,Fireplace ,Wi-fi and TVs in every bedroom, private dock . Boat on lift for rent w/RPM rentals . Large 2-car garage w/5 bicycles,beach wagon & cooler on site.

Cozy studio 1.3 miles to Barefoot Beach
Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.

Gulf Water Views + 2 bikes, beach gear weekly stay
Beachfront & Gulf Water Views at Estero Beach & Tennis Club 206C Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.

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.

Lehigh Eden| Pool & Jacuzzi | Games | Pet friendly
Welcome to Lehigh Eden! -Pool -Playground for kids -BBQ, Fire pit & Outside furniture -6 PPL (1 KING, 2 QUEEN) -Private Patio & Terrace -WIFI & Dedicated workspace -Fully equipped kitchen -Free parking -Safe neighborhood -Washer & Dryer - Kids friendly & Travel Crib -Beach towels -Self-check in -Amazing guidebooks & Hosts available 24/7 Text us any questions! We would love to host you!
Popular amenities for Gateway rentals with a pool
House rentals with a pool

Modern Oasis pool paradise

Villa Sebring Large Home with heated Pool

Heated Pool | Canal View | Outdoor Bath | 75" TV

Heated Saltwater Pool + Playset | 4 br| No stairs

Boater’s Paradise-Stunning Sunsets! Games Room!

Blue Beach Bungalow

Dive into Luxury: Stunning Tropical Home & Pool

3 BR Heated Pool House with Boat Lift
Condo rentals with a pool

Cozy Coastal Escape. Close to FMB and Sanibel

Sunny Florida condo!

Bonita Beach and Tennis 1903

Beachfront fully equipped apartment

South Seas Resort Beach Villa 🌴 On The Beach !

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Oceanview unit. Completely remodeled pool is open!

Bonita Beach and Tennis 3907 - Ocean Views
Other vacation rentals with a pool

Pool | Playground | Foosball, PingPong Table &more

Gorgeous 5 Star POOL/HOT TUB on a Canal

Sunny Days-Canal Home w/pool & spa

Luxury King Bed Home w/ Pool, Hot Tub & Fire Pit

Central Forest Oasis

Studio Backyard Oasis | Pool, Hot Tub, Fire Pit

Simply Secluded with beautiful pond view

Studio ORLANDO in Ft Myers * Barra Villa Resort *
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
- Marco Island Public Beach Access
- Englewood Beach
- Clam Pass Park
- Stump Pass Beach State Park
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Bonita National Golf & Country Club
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- Sun Splash Family Waterpark
- Bonita Beach Dog Park
- Coral Oaks Golf Course
- Florida Gulf Coast University




