
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.

Boater’s Paradise-Stunning Sunsets! Games Room!
Renovated lanai! This 3 bed/4 bath home is on the nicest canal with 200+ ft of frontage & gorgeous views of the canal & sunset. The pool, tiki hut & docks have full sun all day. Each bedroom has a private bath & there's a 2 pc powder room off the laundry. The primary has a king bed & walkout to pool. The 2nd bedroom has a queen bed & pool access. Bedroom 3 has a queen & private bath. Fully equipped kitchen with everything you need. And a games room! Enjoy stunning sunsets under the tiki hut.

Hezekiah's 2 Story Guesthouse with Pool
Hezekiahs Guesthouse a perfect getaway in sunny SWFL! You will be staying in the guest house with a private entrance. This property has a living room and kitchenette downstairs and a spacious bedroom with master bathroom upstairs. This Airbnb is attached to our home. You will have access to the pool and our outside grill area. Complimentary coffee, water, soda and more.. Lots of nearby restaurants and shopping. Minutes away to Fort myers or Bonita beach, FGCU and RSW Airport and Hertz Arena.

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

The Pool House
Welcome to The Pool House. Wether you're looking for a private relaxing getaway, a family vacation in florida's sunny weather, or a cool dip in the pool you've found the right house. You'll discover a fully stocked kitchen, 2 grills to choose from, private master bed and bath, large open floor concept kitchen, dining and living. Complimentary Netflix and other free channels on smart TV with onn speaker. 5-7 minutes from Walmart and shopping centers. 38-50 minutes from Fort Myers beach.

Central Quiet Cozy Retreat, King Bed! Deck•Parking
Relax in this cozy private retreat located above a detached garage on a quiet side street near downtown Fort Myers. The studio offers a king bed, full kitchen, private deck, and a warm, comfortable atmosphere with plenty of space to unwind. You can easily walk to Publix, restaurants, bars, and River District events, making the location convenient for both short and extended stays. Scroll down to explore all amenities and details that will help you enjoy a smooth and restful visit.

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.

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.

Luxury Villa: Pool, Hot Tub And Amazing Lake View
Escape to a private waterfront paradise on the famous Eight Lakes! This luxurious home offers spectacular sunset views from your private infinity pool and hot tub. Perfect for a relaxing retreat, it features seamless indoor-outdoor living, a gourmet kitchen, and high-end amenities. Ideal for couples or small groups seeking an unforgettable getaway.
Popular amenities for Gateway rentals with a pool
House rentals with a pool

Modern Oasis pool paradise

Family Friendly Home with Backyard Oasis Pool Area

Private Oasis with Pool & Hot Tub

Heated Saltwater Pool + Playset | 4 br| No stairs

*Unique Pyramid home with natural spring water

Luxe Unique: Close to Beach, Hot Tub, Heated Pool

Gulf access waterfront heated pool

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

Cozy Coastal Escape. Close to FMB and Sanibel

Sunny Florida condo!

Beachfront fully equipped apartment

Gulf Water Views + 2 bikes, beach gear weekly stay

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Oceanview unit. Completely remodeled pool is open!

100+ 5 Star Reviews and Right on The Beach!

Penthouse Suite in the heart of SW Cape Coral, FL
Other vacation rentals with a pool

Mermaid Suite w/ Pool & Hot Tub

Sunset Harbor Suite

Catalina Cottage

Waterfront • Heated Pool • Game Room • Mini Golf

Quiet house

Private Fort Myers Home Near Beaches/Dining/FGCU

Stylish 2 Bedroom 2 Bath Townhome with Pool!

Beautifully Remodeled 2 Bedroom With Water View 1G
When is the best time to visit Gateway?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,434 GYD | G$37,667 GYD | G$41,434 GYD | G$26,158 GYD | G$16,741 GYD | G$24,065 GYD | G$20,926 GYD | G$18,624 GYD | G$20,717 GYD | G$24,065 GYD | G$26,995 GYD | G$37,039 GYD |
| 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 G$8,371 GYD 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Gateway vacation rentals include wi-fi 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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- Naples Beach
- Captiva Island
- Lovers Key Beach
- Englewood Beach
- Clam Pass Park
- Stump Pass Beach State Park
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Tigertail Beach
- Blind Pass Beach
- Esplanade Golf & Country Club of Naples
- Edison & Ford Winter Estates
- Del Tura Golf & Country Club
- Bunche Beach
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- Florida Gulf Coast University
- Jetblue Park
- Sun Splash Family Waterpark
- Bonita Beach Dog Park
- Bowman's Beach




