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Holiday 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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The guesthouse exterior features a modern design with a metal roof and a two-car garage. Landscaped front yard with green grass and decorative plants is visible, creating a welcoming entrance. A secluded porch area with seating is present, surrounded by trees and shrubs.
Guesthouse in Fort Myers
4.88 out of 5 average rating, 110 reviews

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.

Top 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, 118 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, 209 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
A view of the outdoor patio area features comfortable seating under blue umbrellas. A gas grill is positioned nearby, surrounded by tropical landscaping with palm trees and native plants. The pyramid home's expansive glass walls create a bright and open atmosphere.
Home in Fort Myers
4.93 out of 5 average rating, 254 reviews

*Relaxing and Fun Pyramid Home in Ft Myers (7048)

Get ready for a unique vacation in a fully equipped pyramid home!! Enjoy exploring all of southwest Florida and then return home where you can relax on your own private patio or jump in the natural spring water lake! Located in south Ft Myers, easy distance to most attractions, 15 miles to beaches!! -Free WIFI -washer dryer -full kitchen -2 patios with dining area -self check in with lock box -perfect for families, great friends, couples -Beach gear provided -2 bedrooms/ 1 bathroom unit

Guest favourite
Home in Heritage Palms
5 out of 5 average rating, 5 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
A covered pool area is depicted, featuring a clear blue pool reflecting the evening sky with hints of orange and pink. Comfortable seating is visible beside the pool, with greenery surrounding the space. The setting offers a peaceful view of the sunset.
Home in Lehigh Acres
4.88 out of 5 average rating, 24 reviews

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.

Guest favourite
Apartment in Fort Myers
4.86 out of 5 average rating, 147 reviews

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.

Guest favourite
Home in Fort Myers
4.94 out of 5 average rating, 371 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 welcoming living area features a green accent wall with a neon sign. Two hanging chairs provide a cozy seating option. Large sliding doors open to a private pool area, allowing natural light to fill the space.
Villa in Cape Coral
4.98 out of 5 average rating, 129 reviews

Luxury Cape Coral Villa with Private Heated Pool

Escape to your own private pool oasis in sunny Southwest Florida—where swaying palms, crystal-clear water, and warm coastal breezes set the stage for relaxation, family fun, and unforgettable memories. Hassle-Free Stay: NO CHECKOUT DUTIES – just enjoy your stay! IMPORTANT: Please ensure you've read and accept the house rules prior to booking. Thank you. Easy access to Fort Myers (RSW) and Punta Gorda (PGD) Airports – only 24 miles away!

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, 233 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
Villa in Cape Coral
4.96 out of 5 average rating, 100 reviews

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.

Top Guest favourite
A welcoming entrance is depicted, featuring a paved driveway flanked by lush green bushes and trees. The peaceful surroundings include a road lined with grass and scattered plants, under a cloudy sky that hints at an inviting ambiance.
Apartment in LaBelle
4.98 out of 5 average rating, 158 reviews

Jan's Jungle Riverfront paradise

Our place is close to local Restaurants, Walmart and the the city center. You’ll love our place because of the views, the people, the ambiance, the river frontage and the outdoors space. Our place is good for couples, solo adventurers, business travelers, families (with good kids), and furry friends that get along with our cats and dog (pets).

Popular amenities for Gateway rentals with a pool

When is the best time to visit Gateway?

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Avg. price$280 AUD$255 AUD$280 AUD$177 AUD$113 AUD$163 AUD$141 AUD$126 AUD$140 AUD$163 AUD$182 AUD$250 AUD
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Quick stats about holiday rentals with a pool in Gateway

  • Total holiday rentals

    Explore 50 holiday rentals in Gateway

  • Nightly prices starting at

    Gateway holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 110 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Gateway holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Gateway rentals

  • 5 Average rating

    Gateway stays are highly rated by guests—averaging 5 out of 5!

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