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.

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Guest favourite
The exterior of the condo complex is shown, featuring a sign that reads 'Casa Bella.' Lush green landscaping surrounds the building, with palm trees and neatly trimmed bushes. Two-story units are visible, highlighting a calm and inviting atmosphere under a clear blue sky.
Condo in Fort Myers
4.91 out of 5 average rating, 182 reviews

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.

Guest favourite
A clean outdoor pool is surrounded by a safety fence, with clear blue water reflecting the sky. Several lounge chairs are positioned nearby for relaxation, while lush greenery and an open landscape are visible in the background, creating a serene atmosphere.
Apartment in Fort Myers
4.93 out of 5 average rating, 117 reviews

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.

Top guest favourite
A bright kitchen area is featured, showcasing a white table with a marble top and a bowl of oranges. Behind, large glass doors provide views of the outdoor screened pool area, which is furnished with a dining table and stylish seating.
Home in Fort Myers
4.97 out of 5 average rating, 207 reviews

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.

Top guest favourite
Home in Fort Myers
4.99 out of 5 average rating, 107 reviews

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

Guest favourite
Apartment in Fort Myers
5 out of 5 average rating, 10 reviews

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!

Superhost
Home in Heritage Palms
5 out of 5 average rating, 4 reviews

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!

Guest favourite
Home in Fort Myers
4.94 out of 5 average rating, 369 reviews

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.

Top guest favourite
A cozy sleeping area features a queen size bed dressed in a nautical-themed quilt. A small refrigerator and microwave are visible, along with a dresser and television. Light enters through a shuttered window, complementing the soft blue walls.
Condo in Bonita Springs
4.83 out of 5 average rating, 232 reviews

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.

Top guest favourite
Apartment in Fort Myers
4.96 out of 5 average rating, 23 reviews

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 !

Guest favourite
Home in Lehigh Acres
4.94 out of 5 average rating, 16 reviews

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!

Top guest favourite
An open kitchen and dining area features a round glass table surrounded by rattan chairs adorned with tropical patterns. Stainless steel appliances are positioned next to light cabinetry. Expansive windows invite natural light, providing a view of the outdoor scenery.
Condo in Bonita Springs
4.99 out of 5 average rating, 149 reviews

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.

Guest favourite
A private pool area is framed by vibrant greenery and stone pathways. Lounge chairs are positioned beside the pool, while a shaded seating area with a large umbrella provides comfort. The clean, modern design of the house complements the inviting outdoor space.
Home in Fort Myers
4.94 out of 5 average rating, 125 reviews

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

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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