
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.

Ft. Myers Quaint Getaway! Minutes from Beach!
My condo is close to the beach, NOT on the beach, nightlife, public transport, and family-friendly activities. It is good for couples, solo adventurers, business travelers, and families (with kids). It's minutes from Ft. Myers and Sanibel Beach. It has a King size bed in the master bedroom and two twin murphy beds in the guest room. Walking distance from a Super Target. Several outlet malls, closest is 2 miles. FYI, not handicap accessible (second floor unit). A few steps to the pool and grill.

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.

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

Downtown Skyline Suite- Breathtaking view
Welcome to the Downtown Skyline Suite, your stylish high-rise getaway in the heart of Fort Myers. Located on an upper floor with sweeping city views, this suite offers the perfect mix of comfort, convenience, and excitement. Enjoy watching the skyline sparkle at night and wake up to warm Florida sunshine each morning. Downtown Skyline Suite offers pool, gym, outdoor pergola, game room, library, movie theater, spa and 20 minutes from the beach. Book today and enjoy the best of Fort Myers!

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!

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.

Cozy studio 1.3 miles to Barefoot Beach
Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.

Fully furnished Downtown Condo with amenities
Kick back and relax in this calm, stylish space. This fully furnished and full kitchen with appliances awaits with a pool, gym, game room ,theater, cafe , spa, and free WiFi . In the heart of downtown where the night life begins , great restaurants and more . This is your home away from home . So whether you’re exploring , seeking adventure or just a spot to find your time alone and exhale . This is the place for you !

Lehigh Eden| Pool & Jacuzzi | Games | Pet friendly
Welcome to Lehigh Eden! -Pool -Playground for kids -BBQ, Fire pit & Outside furniture -6 PPL (1 KING, 2 QUEEN) -Private Patio & Terrace -WIFI & Dedicated workspace -Fully equipped kitchen -Free parking -Safe neighborhood -Washer & Dryer - Kids friendly & Travel Crib -Beach towels -Self-check in -Amazing guidebooks & Hosts available 24/7 Text us any questions! We would love to host you!

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Beach within steps of this beautifully remodeled condo! DOC's restaurant & jet ski rentals, directly across the street. Beach gear available along with a cart to transport. Luxurious king size bed with extra plush mattress topper. Queen size sofa bed. Our studio will sleep up to 3 people (2 adults, 1 child) Newly refurbished pools opened April 2nd 2025.

3BR Home w/ Pool near downtown Fort Myers & Edison
Stunning Fort Myers Retreat: Private Pool, Central Location & Family-Friendly Comforts! Escape to the perfect vacation getaway in Fort Myers with this exceptional home. Nestled just off McGregor Blvd, you'll find yourself conveniently close to all the attractions—downtown Fort Myers, Edison & Ford Winter Estates, River District, and more!
Popular amenities for Gateway rentals with a pool
House rentals with a pool

April Deals! Hot Tub+Ping Pong+Just 5 min to Town

Heated Saltwater Pool + Playset | 4 br| No stairs

Heated Pool & Game Room Waterfront Family Retreat

Blue Beach Bungalow

2 Kings, Pool, Gulf Canal, Game Room and Kayaks

Dive into Luxury: Stunning Tropical Home & Pool

3 BR Heated Pool House with Boat Lift

Riverview@EndPoint -Sunrises+Sunsets - Heat Pool
Condo rentals with a pool

Cozy Coastal Escape. Close to FMB and Sanibel

Bonita Beach and Tennis 1903

Gulf Water Views + 2 bikes, beach gear weekly stay

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Oceanview unit. Completely remodeled pool is open!

Bonita Beach and Tennis 5807

Luxury Condo by Cape Harbor and Excellent Dining!

Easy Breezy Too
Other vacation rentals with a pool

Sunset Harbor Suite

Orismay Luxury Home 1929 Heated Pool

Seahorse Studio

Backyard Dream-Oasis! - Heated Pool

Sunny Days-Canal Home w/pool & spa

Stylish 2 Bedroom 2 Bath Townhome with Pool!

The Trellis House With Sauna (Pool not Heated)

Coral Waters Modern Escape | Pool Home
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 $54 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
- Rentals with pools Florida
- Rentals with pools United States
- Naples Beach
- Captiva Island
- Lovers Key Beach
- Marco Island Public Beach Access
- Englewood Beach
- Clam Pass Park
- Stump Pass Beach State Park
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Bonita National Golf & Country Club
- Blind Pass Beach
- Esplanade Golf & Country Club of Naples
- Boca Grande Pass
- Bunche Beach
- Edison & Ford Winter Estates
- Talis Park Golf Club
- Del Tura Golf & Country Club
- Delnor-Wiggins Pass State Park
- Stonebridge Country Club
- Manatee Park
- Sun Splash Family Waterpark
- Bonita Beach Dog Park
- Coral Oaks Golf Course
- Florida Gulf Coast University




