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.

%{current} / %{total}1 / 1
Superhost
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, 208 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 spacious, heated saltwater pool is surrounded by a screened enclosure, with lush tropical foliage visible in the background. Lounge chairs offer a spot for relaxation beside the pool, and fountains add a serene touch to the inviting outdoor space.
Home in Cape Coral
4.97 out of 5 average rating, 174 reviews

Heated Saltwater Pool + Playset | 4 br| No stairs

One-level, no-stairs Cape Coral home built with you in mind. Private heated saltwater pool with fountains + sun bench, fenced backyard, loungers Playset, and smart TVs in every bedroom. Sleeps 10 with 4 bedrooms & 2 full baths - has crib, pool toys, games, grill, and outdoor dining -easy self check-in, lounge chairs, umbrellas, gas grill. You will be close to lots of different cuisines within 5-10mins drive, 30 mins to the Gulf Shores beaches, 30 mins to the airport. Relax. Refresh. Rewind.

Guest favourite
Home in Cape Coral
4.94 out of 5 average rating, 162 reviews

Whole cozy house for group of 5

If you planning to have a party or an event, this place is NOT FOR YOU. This is a peaceful place to stay. If you planning to have a party or an event, this place is NOT FOR YOU. The neighbors are very strict about noise and large groups of people. A very clean place with most of the amenities. Beautiful 3 Bedroom Home with Newer Oversized Salt Water Pool with Electric Heater, Large Lanai area with plenty of room for entertaining. There is not dishwasher machine and no garbage disposal.

Top Guest favourite
A pyramid-shaped home is seen with a sloped white exterior, set against a clear blue sky. The entrance features large glass windows that reflect the surrounding greenery. Lush plants and vibrant flowers border the pathway, creating a natural and inviting entrance.
Home in Fort Myers
4.93 out of 5 average rating, 270 reviews

*Unique Pyramid home with natural spring water

*Great location for exploring all of southwest Florida *Refreshing spring water lake for all guests to enjoy *located approximately 15 miles from most beaches *easy access to FGCU, shopping, sightseeing, RSW airport *self check in with lock box *Private and relaxing community *each pyramid has two private patios with private gas grill *free wifi/ roku tv, beach gear * superhost with 10 total properties *Fully stocked unit with all the amenities of home

Top Guest favourite
A spacious waterfront home is surrounded by lush greenery and palm trees. The Mediterranean-inspired architecture features a red-tiled roof and large front entrance, along with a neatly paved driveway leading to a two-car garage. Bright blue skies provide a clear backdrop.
Home in Cape Coral
4.97 out of 5 average rating, 121 reviews

Gone Coastal!! Spa+Heated Pool Amenities Galore!

This spectacular 2358 sq. ft. Cape Coral waterfront home will exceed your expectations with its luxurious updates and abundant amenities. Located in a quiet neighborhood, but within minutes to shopping, grocery, restaurants, and beaches! Enjoy a large lanai with a heated pool and spa, outside TV and built-in grill. Includes kayaks, fishing poles, beach items, stroller, private driveway parking, Wi-Fi and printer. Gulf access with boat dock.

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, 125 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, 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.

Guest favourite
Home in Fort Myers
4.91 out of 5 average rating, 171 reviews

Dive into Luxury: Stunning Tropical Home & Pool

Escape to a tropical paradise in this stunning 1952 midcentury modern home, perfectly located in the heart of historical McGregor Boulevard - home to the famous palm trees planted by Thomas Edison. Indulge in delicious meals at local restaurants like McGregor Cafe and McGregor Pizza, or tee off at the nearby public golf course. And if you're looking to hit the beach or explore downtown, both are just a short drive away.

Top Guest favourite
Condo in Fort Myers Beach
4.83 out of 5 average rating, 118 reviews

Gulf Water Views + 2 bikes, beach gear weekly stay

Beachfront & Gulf Water Views at Estero Beach & Tennis Club 206C Wake up to unobstructed Gulf views in this 5-star Fort Myers Beach condo! Enjoy early check-in, no checkout chores, and every comfort—from a king GhostBed, full kitchen with dishwasher, free high-speed WiFi, heated pool, tennis/pickleball courts, BBQ grills, free parking, and stocked beach gear. Steps from the sand with sunsets you’ll never forget.

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, 150 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.

Popular amenities for Gateway rentals with a pool

When is the best time to visit Gateway?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$329 NZD$299 NZD$329 NZD$208 NZD$133 NZD$191 NZD$166 NZD$148 NZD$165 NZD$191 NZD$215 NZD$294 NZD
Avg. temp16°C18°C19°C22°C25°C27°C27°C28°C27°C24°C21°C18°C

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 $67 NZD 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!

  1. Airbnb
  2. United States
  3. Florida
  4. Lee County
  5. Gateway
  6. Rentals with pools