
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.

LAST Minute! NEW Villa-Heated Saltwater Pool & Spa
Experience Cape Coral like never before all from this gorgeous 3bedroom, 3bath villa. This elegant villa boasts a vibrant interior decorated with Italian furniture and fully equipped kitchen. Begin your day with a few laps in the private pool before heading to the Yacht Club Public Beach, Sun Splash Family Waterpark or Pine Island to soak up some sun! After adventurous days, continue making memories back home with a family barbecue and a soak in the hot tub or have a movie night with loved ones!

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

WF Oasis~Htd Pool~Spa~Pets4Free~BBQ~Big Lanai~Dock
Step into the spacious and entertaining 3BR 2Bath nestled in a tranquil canal front area close to many restaurants, shops and attractions. Explore the city or lounge the day away under the fairy-tale tiki hut next to the swimming pool and the private dock. 🐕Pets Stay Free! ✔ 3 Comfy BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Patio (Heated Pool & Spa, TV, Lounges) ✔ Yard (Tiki Hut, BBQ, Dining, Lawn) ✔ Private Dock and boats ✔ Smart TVs + PS4 + SONOS ✔ High-Speed Wi-Fi ✔ Free Parking

Luxurious Naples Home. Heated Pool. Mins to Beach.
Have fun with the whole family at this stylish Naples Costal Paradise Home. Tropical Oasis within minutes to the beaches, restaurants, shopping, entertainment. Heated pool/spa no jets, Wi-Fi, big lanai with BBQ and more. House is a 3-bedroom, 2-bathrooms fully renovated in coastal contemporary style with tile floors, coastal art, big kitchen and more. King bed, queen bed, 2 full beds, big modular couch. House will comfortably sleep 6 adults plus children. It has all you need for great vacation.

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!

Paradise on Estero Bay
Welcome to Mullock Creek a Boater's dream! Southwest views boasting breathtaking sunsets overlooking gulf access canal from your spacious backyard, just minutes away from shopping and dining at Coconut Point, and Gulf Coast Town Center. This stunning Key West Style home has been beautifully maintained and updated offering a lovely front entrance, fully equipped kitchen, spacious Living Room, dining room, Wi-Fi, private driveway with access to the open garage, fully furnished and private pool.

Private pyramid home to relax and explore-7021
Relax and enjoy the beauty of sunny southwest Florida in your own unique pyramid! This private vacation home in Pyramid Village features a spring water lake just a short walk from your pyramid (this pyramid has nature views, not lakeside) *Home includes: Free WIFI, private patio with gas grill, washer/dryer, fully equipped kitchen, and 2 queen beds (comfy for 4 guests), 2 Roku TV's, and beach gear (located 15 miles from most popular beaches). * self check in with lock box

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.

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.

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.

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.
Popular amenities for Gateway rentals with a pool
House rentals with a pool

Luxury Riverfront Retreat • Pool & Spa • 60ft Dock

Caloosavilla

Waterfront Villa Capri | Dock + Gulf Access

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

Close to Cape Harbour western pool and dock, golf

Renaissance Oasis Retreat

Blue Beach Bungalow

Villa Sunset Serenade II
Condo 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!

2nd Floor Beachfront Condo Sanibel Harbour

Lovers Key Beach Club Private Beach

Amazing Condo-1 mile from Bonita Beach

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

Gulf Access Canal Home with Seasonally Heated Pool

Sleep over the water- Boathouse with Private Dock

Salty Dog Hideaway

Golden Pearl | Luxury Villa | Pool | Dock | Games

Luxury Riverfront:Pool, Tiki Bar & Outdoor Kitchen

Hidden Gem with Pool. Perfect for Family Getaway

Paradise on the River|2KingBD|Heated PoolViews|BBQ

The Blue River House
When is the best time to visit Gateway?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $251 CAD | $321 CAD | $272 CAD | $174 CAD | $112 CAD | $160 CAD | $139 CAD | $124 CAD | $138 CAD | $160 CAD | $180 CAD | $247 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 40 vacation rentals in Gateway

Nightly prices starting at
Gateway vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 150 verified reviews to help you choose

Family-friendly vacation rentals
30 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
40 of Gateway vacation 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!
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- Rentals with pools Lee County
- Rentals with pools Florida
- Rentals with pools United States
- Naples Beach
- Captiva Island
- Englewood Beach
- Lovers Key Beach
- Stump Pass Beach State Park
- Tigertail Beach
- Blind Pass Beach
- Bonita National Golf & Country Club
- Barefoot beach Bonita Springs,FL
- Boca Grande Pass
- Florida Gulf Coast University
- Bowman's Beach
- The Naples Pier
- Clam Pass Park
- Jetblue Park
- Montura Ranch Estates
- Edison & Ford Winter Estates
- Bunche Beach
- Yacht Club Public Beach
- Del Tura Golf & Country Club
- Delnor-Wiggins Pass State Park
- Coral Oaks Golf Course
- Barefoot Beach State Preserve
- Coconut Point





