
Holiday rentals with a pool in Gateway
Find and book unique homes with a pool on Airbnb
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 150 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

4.9 Average rating
Gateway stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with a pool in Gateway
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

McGregor’s Gem• Heated Pool 3BR/2BA River District
🌴 Welcome to McGregor’s Gem—your ideal Southwest Florida retreat! Dive into relaxation in your private heated pool, spread out across three bedrooms and two baths, and enjoy the perfect blend of peaceful tree-lined neighborhood living just minutes from the charming Downtown Fort Myers River District, world-class beaches, and top local attractions.☀️ Whether you’re traveling with family, friends, or on business, this home offers all the modern comforts you need for a relaxing, stress-free stay

LUX Villa w/ Private Salt Water Pool, Lanai, Canal
Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

3 BR Heated Pool House with Boat Lift
Forget your worries in this spacious and serene space. Total and complete renovation in 2024. Everything is new. Large driveway with the room to park your boat trailer . Gourmet, fully equipped kitchen, including stainless steel appliances, and a Keurig coffee machine . Peaceful location. Private outdoor space. Fully fenced in side garden. Deck with flat top grill and dining area. House is three bedrooms, one king, one queen, and two twin beds. The house is waterfront with the boat lift.

Paradise Retreat Home
If you are looking for a family retreat, this is the best place for you! The pool and patio gives you plenty of space to play or relax. The outdoor kitchen gives you the opportunity to grill on the Bull 38' in propane gas grill. This home is fully equipped to make your family stay stress-free. Note: We love animals, but we do not have the space that they deserve; there will be a $350 fine for any pets brought in. As of April 2024, pool temperature will be set to 80 degrees all year round.

Salt Water Enclosed Heated Pool, 3BD 2BTH Home
Enjoy this beautiful 3BR/2BA home with private pool, screened lanai, WiFi, full kitchen, washer/dryer, and easy access to shopping and main roads. Pool heat available upon request: $30 per night for stays 5 nights and under or $25/night for stays 6+ nights. Must be requested 24hrs in advance and applies to entire stay. Pool is naturally warm May–September. To maintain consistent pool temperature and equipment efficiency, pool heat must be selected for the full duration of the reservation.

Intervillas Florida - Villa The View
The View – Luxury Waterfront Villa with Infinity Pool & Sunset Views The View welcomes you from the very first moment with breathtaking, wide lake views and spectacular sunsets that turn every day into an unforgettable experience. Perfectly located in a quiet and highly desirable position on one of the lower 8-Lakes, the villa offers direct boat access, allowing you to reach the River and the Gulf of Mexico in a short and scenic ride – ideal for boating enthusiasts and water lovers.

Villa Poolside Paradise: Unwind in Tropical Style!
Welcome to your very own slice of paradise in beautiful Lehigh Acres! Villa Poolside Paradise is more than just a vacation home; it's your ticket to an unforgettable escape in Southwest Florida. This charming and lovely vacation villa is nestled in a serene residential neighborhood, promising tranquility and relaxation. Yet, you're just moments away from the vibrant heart of the region, with shopping, restaurants, bars, and all the entertainment you could desire within easy reach.

Sunny Lakefront Retreat.
Sunny Lakefront Retreat 🌞🌊 | Fort Myers Gateway Welcome to Sunny Lakefront Retreat — your perfect getaway in the heart of Fort Myers Gateway! This spacious 4-bedroom, 3-bathroom lakefront home comfortably sleeps up to 10 guests, making it ideal for families, groups, or a relaxing escape with friends. The open-concept living space is designed for comfort and connection, featuring cozy seating, a fully equipped kitchen, and plenty of room for everyone to relax and unwind.

Countryside Luxury Villa with Pool, Bbq
Enjoy with the entire family at this gorgeous, luxurious & modern lodge in La Belle, with Pool, BBQ area, firepit, a picnic area, a canal perfect for fishing and a basketball court, this amazing home welcomes up to 10 guests as it has 5 bedrooms and 5 full bathrooms. It's peaceful and at the same time perfect for family gatherings, celebrations and events. Near by The Labelle Brewing Co. and The Launch at LaBelle Yacht Club. Live the countryside experience with style!!

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.

Waterfront with Saltwater Pool, Sauna, Cold Plunge
Experience the epitome of comfort and luxury in our exquisite 4-bedroom, 4-bathroom waterfront wellness retreat. Revel in the tranquillity of water views and be pampered by a host of rejuvenating amenities, including a therapeutic saltwater pool, a soothing sauna, and a refreshing cold plunge. This sanctuary is designed with top-of-the-line features and sumptuous interiors that ensure a restful and revitalizing stay beyond compare.

Pool | Playground | Foosball, PingPong Table &more
“The 1 Acre House” offers you all the luxuries and amenities your friends and family could desire, all while being conveniently located in the heart of Lehigh Acres and just at 25 minutes from the airport. ⭐️ Game room inside the garage, with pool table, foosball table, air hockey table, arcades & TV. ⭐️Huge deck with seats & all light on. ⭐️ Sand volleyball. ⭐️ Mini golf. ⭐️ Playground. ⭐️ Ping Pong Table. ⭐️ Trampoline.
Popular amenities for Gateway rentals with a pool
House rentals with a pool

Caloosavilla

Swimsational Golf views

Luxury Waterfront Escape - Private Pool & Jacuzzi

Luxury Pool Home - South Fort Myers

Heated Pool + Hot Tub |3BR | Large Pool|Sleeps 10

Skyline Tides- Gulf Access- Wide Views- Heat Pool

Blue Beach Bungalow....

Beautiful River Front House with Pool and Hot Tub
Apartment rentals with a pool

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

206C Gulf Water Views + 2 bikes + beach gear

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Captiva Hideaway on Old Lodge Lane

Beachfront Escape w/ Sunset Views, Pool & Hot Tub

Sea Salt Beach Front Condo

Amazing Condo-1 mile from Bonita Beach
Other holiday rentals with a pool

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

AquaLux Smart Home

Family Oasis | Heated Pool + Beach Gear, Kid Ready

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

Sleep over the water- Boathouse with Private Dock

KING BED | FREE Pool Heat | 85" TV | 4BR Villa

The Ligia House / Heated Pool / Sauna

Caribbean Gem with Private Pool & Hot Tub
When is the best time to visit Gateway?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £136 | £174 | £148 | £95 | £61 | £87 | £76 | £67 | £75 | £87 | £98 | £134 |
| 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 |
Destinations to explore
- Miami Holiday rentals
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- Pet-friendly rentals Gateway
- Rentals with outdoor seating Gateway
- Family-friendly rentals Gateway
- Fitness-friendly rentals Gateway
- Rentals with a patio Gateway
- House rentals Gateway
- Rentals with a hot tub Gateway
- Rentals with a washing machine and dryer Gateway
- Rentals with pools Lee County
- Rentals with pools Florida
- Rentals with pools United States
- Naples Beach
- Captiva Island
- Englewood Beach
- Lovers Key Beach
- Tigertail Beach
- Florida Gulf Coast University
- Stump Pass Beach State Park
- Blind Pass Beach
- Bonita National Golf & Country Club
- Bowman's Beach
- Barefoot beach Bonita Springs,FL
- Jetblue Park
- Montura Ranch Estates
- Boca Grande Pass
- The Naples Pier
- Clam Pass Park
- Bunche Beach
- Edison & Ford Winter Estates
- Yacht Club Public Beach
- Ave Maria University
- Coral Oaks Golf Course
- Delnor-Wiggins Pass State Park
- Lovers Key State Park
- Coconut Point





