
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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Popular amenities for Gateway rentals with a pool
House rentals with a pool

Gorgeous 5 Star POOL/HOT TUB on a Canal
I had family coming into town for my wedding and we booked Jesse’s place. First of all, Jesse was absolutely amazing to work with. No matter the time of day, Jesse was so quick to respond to me when my family needed anything during our stay. The place was beautiful inside and out, the hot tub was an absolute must during this cold weather and heated so quickly. The place was perfectly clean and the home was so welcoming. I would absolutely book with Jesse again!

Private Heated Pool and Spa
the house was updated and very accommodating. we felt right at home. the outside amenities had the pool, jacuzzi, and an amazing area to sit outside and relax. beds were very comfortable. Alex had great communication and responded quickly. would not only recommend this house, but would stay here again.

Beautiful Home w/ Pool & Spa, Pet Friendly!
We very much enjoyed our stay at Dara's house. Communication with the host was easy and helpful. The house is in a quiet neighborhood not far from a major road that will lead you to all of the attractions in the Naples area. The house itself is spacious and well-laid out. The kitchen was perfect for those of us who like to cook. New appliances (everything worked) and lots of pots/pans and cooking utensils within easy reach. The bathrooms and bedrooms were a good size and there is an incredible amount of drawer and closet space. TVs everywhere, if you like that. But for us the hallmark was the heated pool and hot tub covered by a screen roof. So relaxing after a day of playing tourist. I hope I get the chance to return one day. This one's a real find!

Tropical House with Pool
My stay was amazing.. This was my first Air bnb and I definitely would recommend. The host was very easy going and proactive with communication. I have no complaints.

Whole cozy house for group of 5
Jose was a great host the home was clean well furnished and made our stay very comfortable! Great location for restaurants grocery store and everything we needed!

Private Ultra Modern Home W pool
Was great place and pool was amazing!!

Spacious Canal Oasis with Pool, BBQ & Mini Golf
Beautiful place and spotless! The outdoor area was amazing. We didn't venture out very much because the property had everything we needed to relax. Publix was only 4 mins away to grab groceries. Sanibel was about a half hour as well as ft myers beach. Beds all very comfortable, our teenage son slept on the Murphy bed and said it was great. nice heated pool, fishing from the dock, quiet neighborhood. we took walks and felt very safe. could use a few more things in the kitchen like rubber scraper, pizza cutter, cooking pans for oven, pool towels and kitchen towels. We would definitely recommend this place and would stay here again!

Family Villa w/ private pool and hot tub!
We had an amazing vacation at Caleb’s property! The house was beautiful and we swam in the pool everyday for hours. Close proximity to several restaurants, stores, and the beach
Condo rentals with a pool

Sunny Florida condo!
Ken and Becky communicated very quickly and with complete and clear details. The place was very comfortable and had a homelike feel. We enjoyed our 2 night stay.

Charming Townhouse close to Sanibel and FMB
loved Lisa place! The location was perfect for all our activities, all within 35 minutes! The Villa was very clean and full of useful housewares so it was like being at home. Our dog loved the park 3 miles away and Fort Myers Beach allowed pets on leach. We will definitely use Lisa again, very nice lady!

Sanibel Harbour Resort - 216: Colorful condo
Everything was perfect, the place, the atmosphere, the spacious Apartment, very crean, perfect. I Would return

Beach condo on yachat marina
Our stay at Karley's condo was amazing! One of the best experiences we have had. The condo was spotless, felt like home, furniture was so comfortable, the interior design was tasteful and modern A++++++. The view of the intercoastal, boats coming in and out and the Yacht Marina was incredible. We sat on the screened in porch every evening and enjoyed a glass of wine. The best part is the dolphins swimming by looking for fish. I would highly recommend Karley's condo, it was perfect. We couldn't have asked for any better. Truly a treat and a wonderful vacation. Thanks Karley you were awesome!

Park Shore Resort Modern Top Floor 2 Bed 2 Bath
Lauren has done up the place very well and having beach towels and beach chairs really helped us. The place is clean and the view from the balcony overlooking the water body is gorgeous. Having a pull out sofa in the living area is an added bonus. The best part is that good eateries and a grocery store are walking distance from the apartment. Lauren is extremely responsive and helped us whenever we needed it. We would certainly like to stay here again if we visit Naples.

Amazing Condo-1 mile from Bonita Beach
Can not say enough about this condo! Everything was perfect and clean. The master bedroom was my favorite. The leather reclining furniture and mounted huge big screen TV was a plus also. The pool was very nice. Loved that everything is so close to get to. Beaches was beautiful. Susan was the best host with all the info and even let us know the place was ready and clean for whenever we wanted to check in. Will be staying here again for sure!! Thank you, Lisa West!

1st Floor, King Bds-Beach Gear, Walk Dining, Shops
This is a great apartment with large bedrooms and comfy beds, a very very well equipped kitchen and a garage full of surprises including a gas grill and beach stuff. Stacey was great from the beginning and was very helpful and immediate with any question. We’ll decently stay again when in the area. Thanks Stacey!

Stunning studio pool deck with balcony
We loved our time at in Fort Myers Beach and this space made it even more enjoyable. Ed was so helpful with everything we needed, highly recommend this spot!
Quick stats about vacation rentals with a pool in Gateway
Total rentals
60 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
80 reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Tigertail Beach
- Clam Pass Park
- Tarpon Bay Beach
- Bonita National Golf & Country Club
- Esplanade Golf & Country Club of Naples
- Englewood Beach
- Delnor-Wiggins Pass State Park
- Talis Park Golf Club
- Barefoot beach Bonita Springs,FL
- Worthington Country Club
- Shadow Wood Country Club
- Del Tura Golf & Country Club
- Stonebridge Country Club
- Lovers Key Beach
- Seagate Beach Club
- Via Miramar Beach
- The Point Beach
- Naples Beach Access
- Park Shore Beach Park
- Moorings Beach Private Park
- Naples Beach Access
- North Lake Beach End
- Naples Botanical Gardens
- Residents' Beach