Holiday rentals with a pool in Gateway

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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

Home in Pelican

4.99 out of 5 average rating, 198 reviews

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

Guest favourite

Rental unit in Naples

4.99 out of 5 average rating, 124 reviews

Beach Vacation Getaway

Great for a couple with 1 -2 young kids or a getaway for 2 or a business traveler. Guesthouse is totally separate from the main house. Bedroom-king sized bed. Couch, 24 inch high twin air mattress and ottoman w/ twin sized bed. Fully screened lanai/Indoor HEATED private pool/w 8ft wall (swim at your own risk). No pets. WiFi/cable TV. 10 minute drive to the beach/shopping. Walking/biking/jogging path. 4 bikes-(ride at your own risk)/BBQ grill/continental breakfast/a variety of snacks/beverages

Guest favourite

Home in Pelican

4.88 out of 5 average rating, 207 reviews

Recently Renovated Home with Pool in SW Cape Coral

The perfect getaway for families at our recently renovated house with pool and grill! Half an hour by car from famous beaches. Create lasting memories. Relax in the comfortable living area, and unwind in well-appointed bedrooms. Outside, make a splash in the refreshing pool or sizzle up a feast on the grill. Explore beaches, dine at charming restaurants, and enjoy outdoor activities. We ensure a memorable stay. Book now for an unforgettable family vacation! Pool heater from November to March.

Guest favourite

Guesthouse in Cape Coral

4.94 out of 5 average rating, 117 reviews

Pool Modern Apartment

Location! Location! This apartment is close distance to Deli, restaurants and supermarket . The house faces the canal with breathtaking views we have cameras facing the canal and pool area in order to protect guests from any small animals that might be around. The apartment is attached to the main house with one bedroom one bathroom living room and a functional full kitchen in the Lanai area Is only for 2 persons. No children allowed. After May 2025 pool will be shared by 1 or 2 more guest.

Guest favourite

Home in Captiva

4.97 out of 5 average rating, 114 reviews

The Pearl Beach House, North Captiva Island,FL

This water-front property offers designer furniture and panoramic views of the Gulf of Mexico throughout the home. Experience unprecedented privacy with direct walking access to the beach, and a very secluded location suitable for couples, friends or families. The property has a Main House and Guest Cottage, both with expansive decking and panoramic windows and doors providing spectacular views of the water and sunsets. StarLink WiFi and Samsung QLED smart TV. We allow dogs up to 50 lbs

Guest favourite

Condo in Fort Myers

4.92 out of 5 average rating, 156 reviews

Ft. Myers Quaint Getaway! Minutes from Beach!

My condo is close to 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 and trolley. Several outlet malls, closest is 2 miles. FYI, not handicap accessible (second floor unit). A few steps to the pool and grill.

Superhost

Rental unit in North Fort Myers

4.82 out of 5 average rating, 175 reviews

Garden Villa w/ private entry & bath

Find your quiet place in this rural retreat. Located just a short drive to all the attractions SW Florida has to offer, but just far enough to find tranquility in our Garden Villa. You’ll have your own entry a foyer and a private room with a private bath. With full access to the entire property. The property is a 5 acre Tree Farm with exotic palms from all over the world and 3 lakes for lots of nature watching. Relax by the pool, enjoy a bonfire or do some star gazing at night by lakes

Guest favourite

Home in Fort Myers

4.94 out of 5 average rating, 168 reviews

Retro Condo with heated pool and private WiFi

We welcome you to stay in this wonderful vacation home with all the amenities and comforts of home. Enjoy your visit to southwest Florida in this amazing two bedroom, two bathroom unit with a private patio and full kitchen. Spend your days relaxing by the pool or playing tennis. Check out some local attractions of Ft Myers Beach, Naples, and Sanibel Island all within a short drive of the home. Highlights include self check in with lockbox, full washer dryer, and private WIFI.

Guest favourite

Guesthouse in Fort Myers

4.79 out of 5 average rating, 115 reviews

Florida Cottage with Pool, off McGregor Blvd.

Beautiful studio with a queen bed, futon, and everything you need for some cozy nights away from home. TV with Roku, Netflix, Disney, Hulu & ESPN. Full bathroom with all your needs, kitchen is complete with every cooking essential and more, Nespresso Machine and coffee machine, for your perfect coffee. Access to pool right outside the cottage (water temperature best from April-October), with sun chairs. If you need to work, fast WIFI and a working desk are at your disposal.

Guest favourite

Home in Fort Myers

4.94 out of 5 average rating, 305 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.

Guest favourite

Home in Cape Coral

4.98 out of 5 average rating, 126 reviews

Vacation in Paradise

This home is a beautiful relaxing piece of paradise on a fresh water canal full of wild life. We have a refreshing saltwater pool that is heated in the winter, the pool overlooks the canal and the dock. The dock give’s a beautiful views of the sunrise and sunsets just sit back in the relaxing chairs and enjoy. The theme to the inside of this vacation in paradise is very beachy. You will feel like you are on vacation as soon as you walk in the doors.

Superhost

Home in Lehigh Acres

4.83 out of 5 average rating, 126 reviews

LIVING in PARADISE 🌴 ⛱️ 😎

Hotel accommodations with the comforts of home! Clean and beautiful house. Hot tub and pool, full grill Gazebo,patio for cookouts. Beautiful living room area, with a TV and family space. Dedicated dining room space, equipped with everything needed with a spectacular dinner. Kitchen is fully equipped. King , two queen beds. Beautiful full bathrooms. Close to Downtown Fort Myers, Bell Tower Shops, and Fort Myers Beach.