
Holiday 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.

Heated Saltwater Pool + Playset | 4 br| No stairs
One-level, no-stairs Cape Coral home built with you in mind. Private heated saltwater pool with fountains + sun bench, fenced backyard, loungers Playset, and smart TVs in every bedroom. Sleeps 10 with 4 bedrooms & 2 full baths - has crib, pool toys, games, grill, and outdoor dining -easy self check-in, lounge chairs, umbrellas, gas grill. You will be close to lots of different cuisines within 5-10mins drive, 30 mins to the Gulf Shores beaches, 30 mins to the airport. Relax. Refresh. Rewind.

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

*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

Resort Life in Heritage Palms
Paradise awaits! This newly renovated, bright unit has a spectacular golf and water view from your double-sided lanai overlooking the 38-acre lake. Walking distance to club house, golf, tennis, fitness and pools make this one of the best units in Heritage Palms. Something for everyone! 36 holes of golf, 8 tennis courts, 9 pools, 3 restaurants, pickleball, state of the art fitness center, poolside tiki-bar, bocci ball and walking trails galore! Close to airport, restaurants and beaches!

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,

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.

Luxury Cape Coral Villa with Private Heated Pool
Escape to your own private pool oasis in sunny Southwest Florida—where swaying palms, crystal-clear water, and warm coastal breezes set the stage for relaxation, family fun, and unforgettable memories. Hassle-Free Stay: NO CHECKOUT DUTIES – just enjoy your stay! IMPORTANT: Please ensure you've read and accept the house rules prior to booking. Thank you. Easy access to Fort Myers (RSW) and Punta Gorda (PGD) Airports – only 24 miles away!

Family Oasis: Waterfront Heated Pool & Game Room
This gorgeous vacation home boasts a luxury heated salt water pool and a relaxing jetted spa with views of a beautiful canal that provides direct access to three different lakes stocked with a great variety of freshwater fish. It's truly the ultimate dream getaway where guests come to comfortably unwind in a peaceful environment. Get away from it all and enjoy the gentle sound of the Florida breeze whispering through the palm trees!
Popular amenities for Gateway rentals with a pool
House rentals with a pool

Waterfront Cape Coral Oasis+ Heated Pool | Kayaks

casa Tranquila

Snowbird Sale! HotTub+Beach Gear+5 min to Town

Villa Rebecca, 3/2 pool home with lots of privacy

Sunny Pool Beach/Island Escape in Comfy Canal Home

Waterfront Pool Home

Waterfront Retreat with Heated Pool & Boat Slip

Orismay Luxury Home 1207 Heated Pool
Apartment rentals with a pool

Cozy Coastal Escape. Close to FMB and Sanibel

Bonita Beach and Tennis 1903

Beachfront fully equipped apartment

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Bonita Beach and Tennis 5807

Bonita Beach and Tennis 3907 - Ocean Views

Penthouse Suite in the heart of SW Cape Coral, FL

Lovers Key Resort/Ft Myers Beach/Condo/Pool/View
Other holiday rentals with a pool

Adorable Cottage with Heated Pool -Jaccuzi - Sauna

Pink Flamingo Pool House for 4

Mermaid Suite Cottage

Family Oasis | Heated Pool + Beach Gear, Kid Ready

Pool | Playground | Foosball, PingPong Table &more

Pool, Mini Golf & Arcade Family Fun Retreat!

European Artistic Retreat

Sunny Florida Oasis with Heated Pool & Hot Tub
Quick stats about holiday rentals with a pool in Gateway

Total holiday rentals
Explore 40 holiday rentals in Gateway

Nightly prices starting at
Gateway holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 110 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Gateway holiday 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!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Rentals with a washing machine and dryer Gateway
- Rentals with outdoor seating Gateway
- Pet-friendly rentals Gateway
- Rentals with a patio Gateway
- Rentals with a hot tub Gateway
- Family-friendly rentals Gateway
- House rentals Gateway
- 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
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Blind Pass Beach
- LaPlaya Golf Club
- Cypress Woods Golf & Country Club
- Spanish Wells Country Club
- Seagate Beach Club
- The National Golf & Country Club Ave Maria
- Panther Run Golf Club
- The Quarry Golf Club Naples
- Boca Grande Pass
- Worthington Country Club
- Esplanade Golf & Country Club of Naples
- Park Shore Beach Park
- Sanibel Island Northern Beach




