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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
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Home in Cape Coral
5 out of 5 average rating, 13 reviewsCanal Waterfront house-Pool-Fishing and Game Room
Perfect the house to spend wonderful days with your family,excellent place,the house we loved,clean,comfortable and with all the necessary things,the hostess left all instructions, we would definitely come back again.

Home in Pelican
4.77 out of 5 average rating, 35 reviewsResort-style living with an enclosed pool
I so enjoyed my coffee at the pool in the mornings. Quiet neighborhood and so close to restaurants and beaches. Easy access to Fort Meyers beach, Naples and an hour or so to Marco Island. Merry and Paul were right on it with any questions we had ❤️
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Home in Pelican
4.98 out of 5 average rating, 59 reviewsGorgeous 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!

Home in Fort Myers
4.95 out of 5 average rating, 118 reviewsPrivate Heated Pool and Spa
We’re a family of 3 adults vacationing for 2 weeks. This house is situated in the perfect location for us. Close to many restaurants, shopping and conveniences but nestled in a quiet friendly neighbourhood. The backyard is private and has everything to catch rays, soak or swim and hangout. The house is cozy, open and comfortable. Very well stocked and well maintained overall. Some items could be fresher like area rugs but loads of towels, kitchen supplies and other necessities. Alex was quick with replies and very accommodating. We loved our stay and we are coming back!

Home in Naples
5 out of 5 average rating, 32 reviewsBeautiful 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!

Home in Pelican
4.84 out of 5 average rating, 31 reviewsTropical 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.

Home in Caloosahatchee
4.99 out of 5 average rating, 108 reviewsWhole cozy house for group of 5
Excellent stay! Beautiful pool and perfectly heated for us. House was clean and very nice! Highly recommend. Excellent communication too!

Home in Cape Coral
4.93 out of 5 average rating, 45 reviewsSpacious Canal Oasis With Private Pool & BBQ Area
We had a great mini vacation with our dogs enjoying the water and pool/spa. The place was very spacious and close to everything we wanted to do. Phong was very responsive and helpful throughout our stay. We would definitely come back.
Condo rentals with a pool

Condo in Fort Myers
4.74 out of 5 average rating, 78 reviewsSunny Florida condo!
Went to the Fort Myers art festival and needed a place to crash that was comfortable and relatively close to downtown. This checked all the boxes! The only thing that was a little confusing was finding the unit as the numbering was not sequential. Hosts were super helpful in getting us where we needed to be!

Condo in Fort Myers
4.85 out of 5 average rating, 75 reviewsCharming Townhouse close to Sanibel and FMB
Lisa's place is very bright and airy. It was wonderful having a full size washer and dryer available. All of the appliances were new and worked well. It fit our needs very nicely. I would recommend Lisa's place to anyone looking for a place to stay. It is very convenient to some good restaurants.

Condo in Fort Myers
5 out of 5 average rating, 3 reviewsSanibel Harbour Resort - 216: Colorful condo
Everything was perfect, the place, the atmosphere, the spacious Apartment, very crean, perfect. I Would return
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Condo in Park Shore
4.91 out of 5 average rating, 158 reviewsPark 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.

Condo in Bonita Springs
4.93 out of 5 average rating, 109 reviewsAmazing Condo-1 mile from Bonita Beach
The location was close to everything we wanted. The place was clean and comfortable. Susan responded quickly to any questions we had. We enjoyed our stay.
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Condo in Pelican
5 out of 5 average rating, 59 reviews2 King Bd~1st Fl, 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!
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Condo in Fort Myers Beach
4.86 out of 5 average rating, 21 reviewsStunning studio pool deck with balcony
We loved staying at this condo. The location was perfect for enjoying Fort Myers Beach. The bed was super comfortable, and everything looked and worked as promised. Edward was super responsive and sent super clear instructions. We would 100% recommend this rental and would stay here again.
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Condo in Bonita Springs
4.97 out of 5 average rating, 66 reviewsBeautiful 2/2 condo within 5 min drive to beach
Brilliant stay. Apartment exactly as envisaged. Great host, super clean, black out curtains were great, and super quiet! We were visiting aging parents that recently moved in to Bentley Village, and perfect location for that. Also special mention for Mel’s diner, which is a 5 minute walk away. Definitely stay again when we next visit parents.
Home rentals with a private pool
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Home in Caloosahatchee
4.86 out of 5 average rating, 79 reviewsLuxury Waterfront Home with Pool
Loved this house! Would definitely stay again. It had everything we needed. The owner is friendly and very responsive. The location was great & the neighborhood was nice and quiet.

Villa in Burnt Store
5 out of 5 average rating, 3 reviewsNew Listing! Casadesisa
For 8-9 years now for a week in January we’ve been renting a house in the Cape Coral area and this was by far the best place we’ve had for the trip. The bedrooms were spacious and the 3rd bathroom really came in handy. The few questions that I had during our stay were answered in under an hour.

Home in Cape Coral
5 out of 5 average rating, 6 reviewsBlue Oasis
Excellent stay, pool was amazing. Internet was speedy fast

Home in Caloosahatchee
5 out of 5 average rating, 28 reviewsAwesome Location W/boat Dock, Pool, & Kayaks!
Awesome and beautiful place to stay! Everything was described accurately. The host, Josette, was amazing! We will definitely be going back!
Quick stats about vacation rentals with a pool in Gateway
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
70 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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