
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.

Heated Pool | Canal | Modern | New | Southern Exp.
Welcome to the brand new, absolutely stunning, Villa Southbreeze! This 3 bedroom, 2 bathroom vacation rental is fully furnished &equipped. Stunning high ceilings, huge 72" fireplace, office, laundry room all Samsung stainless-steel appliances, and much more. Out by the huge screened-in pool area you'll find a private electric heated pool, BBQ propane grill, several loungers, large table + chairs. The heated pool features two fountains and a shallow "beach area". Welcome to the villa Southbreeze!

4BR Waterfront Home w/ Heated Pool + Private Dock
Waterfront Coastal Retreat | Heated Private Pool + Dock | Mins to Dining + Beaches Unplug, unwind, and settle into effortless coastal living at this beautifully renovated 4-BR waterfront home in Fort Myers’ quiet, upscale Town & River neighborhood. You’ll enjoy a peaceful setting while staying close to everything—so many local restaurants are just minutes away, and the area’s best beaches are an easy drive: Sanibel Island beaches are about 15 minutes (9.6 mi) & Fort Myers Beach is about 18 mins

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 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.

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.

3BR w/HUGE 2k sq ft Lanai & Seasonally Heated Pool
Welcome to your peaceful Bonita Springs retreat, perfectly located near Naples, Ft. Myers, shopping & beaches! This isn’t just a rental, it’s our 2nd home and we treat it as such. You'll experience "exceptional" the minute you enter this stunning, open concept interior. Further, it boasts a striking 2000 sq ft screened-in lanai w a seasonally heated pool. This outdoor oasis doubles your living space and offers a flying pest barrier and significant UV protection. Breathe/Smile/Unwind

Beautifully Updated 3 Bed/2 bath Pool Home
This completely updated pool home is located in the heart of Fort Myers. This ideal location is 10 minutes from Downton Fort Myers, 15 Minutes from Fort Myers Beach, and 15 Minutes from Sanibel Island. The kitchen is fully stocked with pots, pans, glassware, dishes, Keurig, blender, and a beverage cooler inside and one outside. The host provides beach chairs, beach towels, cooler for your beach days. This home has everything you will need for the perfect vacation!

Cape Serenity- Luxury Waterfront Residence
This beautiful, fully equipped home is located in the lovely Orchid neighborhood. As the name suggests, serenity will wash over you as you relax and unwind in this gorgeous 3 bed, 3 bath home. Located off of the Caloosahatchee River, this is one of the select few homes in the Cape Coral/Fort Myers area that affords both privacy/luxury and direct accessibility to the gulf. Recent upgrades include a newly refinished pool deck and EV charger to enhance your experience!

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.

Seaside Villa Cape Landing
The west-facing, electrically heated pool is ideal for watching the sunset and swimming a few laps. There is also an outdoor shower and direct access to one of the bathrooms with a shower, toilet and sink. For the safety of children, there is a fold-up pool fence. The master bedroom with en-suite bathroom is equipped with a king-size bed, Smart TV (Netflix, Amazon Prime, Apple TV and TV channels) and direct access to the pool area.
Popular amenities for Gateway rentals with a pool
House rentals with a pool

Heated Pool & Spa, Min to Yacht Club Downtown

AquaLux Smart Home

Heated Pool Waterfront Home, Easy Gulf Access

Riverfront Riviera Outdoor TV's/Hotub/Tanning Deck

Your Dream Home Away From Home

Heated Saltwater Pool + Playset | 4 br| No stairs

Boater’s Paradise-Stunning Sunsets! Games Room!

Dive into Luxury: Stunning Tropical Home & Pool
Condo rentals with a pool

Sunny Florida condo!

Rare walkout condo on Sanibel beach

Beachfront fully equipped apartment

South Seas Resort Beach Villa 🌴 On The Beach !

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

2nd Floor Beachfront Condo Sanibel Harbour

Amazing Condo-1 mile from Bonita Beach

Luxury Condo by Cape Harbor and Excellent Dining!
Other vacation rentals with a pool

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

Catalina Cottage

Quiet house

733 Sunset Hideaway | Pool & Spa

Pool-3 br-2 baths-Pet Friendly-3 Miles to Beach

Close to Cape Harbour western pool and dock, golf

Modern Cape Coral Getaway with Sparkling Pool

Belle Rio Paradise - Pool Home near beach on canal
When is the best time to visit Gateway?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $275 CAD | $250 CAD | $275 CAD | $174 CAD | $111 CAD | $160 CAD | $139 CAD | $124 CAD | $138 CAD | $160 CAD | $179 CAD | $246 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 50 vacation rentals in Gateway

Nightly prices starting at
Gateway vacation rentals start at $56Â 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
- Englewood Beach
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Clam Pass Park
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Blind Pass Beach
- Edison & Ford Winter Estates
- Esplanade Golf & Country Club of Naples
- Florida Gulf Coast University
- Stonebridge Country Club
- Boca Grande Pass
- Del Tura Golf & Country Club
- Jetblue Park
- Delnor-Wiggins Pass State Park
- Talis Park Golf Club
- Bunche Beach
- Bowman's Beach
- Coral Oaks Golf Course
- Hertz Arena
- Sun Splash Family Waterpark




