
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.

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.

Fully Furnished Luxury Home in Paseo, Fort Myers
Welcome to your fully furnished/turn key vacation dream home in the award-winning Paseo community of tropical Fort Myers, Florida. Introducing the Cordova Casita, a charming stand alone residence that combines modern comfort with the beauty of Florida living. Located on a highly desired, very quiet and private large corner lot, complete with lush tropical landscaping and a welcoming front porch. Spacious interior, top of the line appliances, and lot's of natural light throughout the home.

Escape to the "Oasis"!
DISCOUNTS: Weeks...1=10%, 2=15%, 3=20%, 4=25%. Welcome to the "Oasis"! Escape to the water and stay on a canal in beautiful Cape Coral! Enjoy this 3 bedroom, 2 bath home. Swim in the pool, sit on the patio, fish from the dock, sit at the tiki bar for a drink, or take a nap on the lanai to get away from it all! There is a 50 foot long dock with 30 and 50 amps, so bring your boat! The Gulf is accessible by boat and Ft Myers Beach & Sanibel/Captive Island activities and beaches nearby!!

*Relaxing and Fun Pyramid Home in Ft Myers (7048)
Get ready for a unique vacation in a fully equipped pyramid home!! Enjoy exploring all of southwest Florida and then return home where you can relax on your own private patio or jump in the natural spring water lake! Located in south Ft Myers, easy distance to most attractions, 15 miles to beaches!! -Free WIFI -washer dryer -full kitchen -2 patios with dining area -self check in with lock box -perfect for families, great friends, couples -Beach gear provided -2 bedrooms/ 1 bathroom unit

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 TVs in bedrooms & Living Room Full size appliances & well-stocked kitchen Keurig & Drip coffeemaker Toaster/crockpot Soap (laundry, dish, body, shampoo/conditioner) Bathroom Items (Hair dryer, flat iron) Pantry items Community Pool Access 1 mile-Low fee New Pack & Play

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.

Blue Beach Bungalow
3 large bedrooms (3 king sized beds) with TV in everyroom, plus a full den, laundry room, HEATED pool and the house has its own beach with an in-ground fire pit that seats 12, lounge chairs, and sunset views! Walking distance to shopping centers, great restaurants, 20 minutes to RSW Airport and Fort Myers' white-sand beaches, perfect for a romantic get-away and 10 minutes from downtown Fort Myers Completely remodeled in July of 2021 with brand new appliances electronics,

Luxury II
Because one wasn’t enough… we’re opening Luxury 2 🥂 Experience even more elegance and the same breathtaking river views you loved. This brand-new unit blends modern luxury, romantic vibes, and unforgettable sunsets. 📍 In the heart of Downtown Fort Myers, steps from top restaurants, bars, and art. 🛏️ Stylish interiors | 🌅 Floor-to-ceiling views | 🏊 Resort amenities | 🍷 Romantic & vibrant Luxury 2—your escape to unforgettable memories. #Luxury2 #LuxuryInTheSky

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.

Dive into Luxury: Stunning Tropical Home & Pool
Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.

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.

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool
Welcome to our peaceful Bonita Springs vacation retreat! This isn't just a rental, this is our home and we treat it as such: - You won't experience clean, you will experience immaculate. - You won't experience adequate, you will experience exceptional!. Come see for yourself...and you will be back year after year! Perfectly located between Naples, Fort Myers, numerous beaches & amazing shopping at every turn!
Popular amenities for Gateway rentals with a pool
House rentals with a pool

Serene Modern Oasis | Private Pool in Fort Myers

Resort Living in Heritage Palms

Pool | Playground | Foosball, PingPong Table &more

Black Friday Sale! HotTub+Beach Gear+5 min to Town

Surfside Elegance SW Cape Coral Luxe Vacation home

Boater’s Paradise-Stunning Sunsets! Games Room!

The Trellis House With Sauna (Pool not Heated)

Gone Coastal!! Spa+Heated Pool Amenities Galore!
Condo rentals with a pool

Beachfront fully equipped apartment

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Resort Like Condo | Salt Water Pool

Oceanview unit. Completely remodeled Pool is open!

Amazing Condo-1 mile from Bonita Beach

Bonita Beach and Tennis 3907 - Ocean Views

Penthouse Suite in the heart of SW Cape Coral, FL

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Other vacation rentals with a pool

Luxe Riverfront Retreat~Pool~Spa~Bar~Tropical Yard

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks

Cozy Tiny Home in N. Fort Myers!

Family Oasis | Heated Pool + Beach Gear, Kid Ready

Catalina Cottage

Robin's Nest on a Canal with River and Gulf access

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

3BR Home w/ Private Pool in Central Fort Myers
Quick stats about vacation rentals with a pool in Gateway

Total vacation rentals
Explore 40 vacation rentals in Gateway

Nightly prices starting at
Gateway vacation rentals start at R684 ZAR per night before taxes and fees

Verified guest reviews
Over 110 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Gateway vacation rentals include wi-fi 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!
Destinations to explore
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- Family-friendly rentals Gateway
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- Rentals with a patio Gateway
- Rentals with a hot tub Gateway
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- House rentals Gateway
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- Fitness-friendly rentals Gateway
- Rentals with pools Lee County
- Rentals with pools Florida
- Rentals with pools United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Englewood Beach
- Clam Pass Park
- The Club at The Strand
- Bonita National Golf & Country Club
- Stump Pass Beach State Park
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Blind Pass Beach
- Spanish Wells Country Club
- Cypress Woods Golf & Country Club
- The National Golf & Country Club Ave Maria
- Seagate Beach Club
- LaPlaya Golf Club
- Panther Run Golf Club
- Boca Grande Pass
- The Quarry Golf Club Naples
- Worthington Country Club
- Esplanade Golf & Country Club of Naples
- Del Tura Golf & Country Club
- Park Shore Beach Park




