Holiday rentals with a pool in Gateway

Find and book unique homes with a pool on Airbnb

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Popular amenities for Gateway rentals with a pool

House rentals with a pool

Top Guest favourite
Home in Pelican
4.98 out of 5 average rating, 59 reviews

Gorgeous 5 Star POOL/HOT TUB on a Canal

MorginRating, 5 stars2 months ago
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!
Guest favourite
Home in Fort Myers
4.95 out of 5 average rating, 121 reviews

Private Heated Pool and Spa

SherriRating, 5 stars1 month ago
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.
Top Guest favourite
Home in Naples
4.97 out of 5 average rating, 34 reviews

Beautiful Home w/ Pool & Spa, Pet Friendly!

DavidRating, 5 stars1 month ago
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!
Superhost
Home in Pelican
4.84 out of 5 average rating, 31 reviews

Tropical House with Pool

TyresaRating, 5 stars3 months ago
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.
Top Guest favourite
Home in Caloosahatchee
4.98 out of 5 average rating, 116 reviews

Whole cozy house for group of 5

GlendaRating, 5 stars1 week ago
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!
Guest favourite
Home in Cape Coral
4.92 out of 5 average rating, 65 reviews

Private Ultra Modern Home W pool

BradRating, 5 stars1 week ago
Was great place and pool was amazing!!
Top Guest favourite
Home in Cape Coral
4.93 out of 5 average rating, 46 reviews

Spacious Canal Oasis with Pool, BBQ & Mini Golf

TiffanyRating, 5 stars1 week ago
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!
Guest favourite
Home in Fort Myers
4.9 out of 5 average rating, 20 reviews

Family Villa w/ private pool and hot tub!

GraceRating, 5 stars1 month ago
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

Guest favourite
Condo in Fort Myers
4.75 out of 5 average rating, 81 reviews

Sunny Florida condo!

CathyRating, 5 stars1 day ago
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.
Superhost
Condo in Fort Myers
4.86 out of 5 average rating, 78 reviews

Charming Townhouse close to Sanibel and FMB

KatherineRating, 5 stars5 days ago
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!
Superhost
Condo in Fort Myers
5 out of 5 average rating, 3 reviews

Sanibel Harbour Resort - 216: Colorful condo

EmmaRating, 5 stars9 months ago
Everything was perfect, the place, the atmosphere, the spacious Apartment, very crean, perfect. I Would return
Superhost
Condo in Fort Myers Beach
5 out of 5 average rating, 3 reviews

Beach condo on yachat marina

NancyRating, 5 stars6 days ago
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!
Top Guest favourite
Condo in Park Shore
4.91 out of 5 average rating, 158 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

MohitRating, 5 stars3 months ago
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.
Guest favourite
Condo in Bonita Springs
4.93 out of 5 average rating, 113 reviews

Amazing Condo-1 mile from Bonita Beach

LisaRating, 5 stars2 days ago
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!
Guest favourite
Condo in Pelican
4.98 out of 5 average rating, 60 reviews

1st Floor, King Bds-Beach Gear, Walk Dining, Shops

AmirRating, 5 stars2 months ago
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!
Superhost
Condo in Fort Myers Beach
4.86 out of 5 average rating, 22 reviews

Stunning studio pool deck with balcony

MichaelRating, 5 stars2 months ago
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 holiday rentals with a pool in Gateway

  • Total rentals

    60 properties

  • Nightly prices starting at

    $66 AUD 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

Destinations to explore

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