
Holiday rentals with a pool in Pensacola
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Pensacola
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Popular amenities for Pensacola rentals with a pool
House rentals with a pool

Relaxing Getaway with Pool/Hot Tub Near Downtown
We had a great stay at this Airbnb!! Hannah was so helpful and allowed us to check in a little early to set up decorations for our stay. she also set out extra beach towels and bath towels for our group! at one point the water went out due to unforeseen construction on the neighborhood pipes but hannah did everything she could in her power to accommodate and get the water fixed asap! 10/10 will stay again

| Fire Pit | Pool | Minutes to Beach | Sleeps 12
The house was clean and organized It had many things that we did not expect, equipped both in the kitchen and laundry and things to take to the beach, it was excellent, the pool was clean with many toys to use, excellent service

THE PINE HOUSE Luxury, Romantic, Unique Retreat.
We booked this for a date night getaway and it delivered. The design of the house with the large windows was picturesque. The home is a great design with tall ceilings and natural light. It is what you look for in a stay away from your own home that is more of an experience.

Starboard - Pool Home Near Beach & Golf
The home was exactly what is advertised. The house was beautiful and the pool was great! Our daughter was up by 6am every morning and in the pool by 7. The rooms were spacious and having two king bedrooms was a huge plus. The only thing that would be a con if any is that in the child’s room there are no curtains and the sun rising in that window every morning. Our daughter is used to a dark room with blackout curtains. But overall very nice house and nice amenities. Providing beach chairs and toys for the little one was awesome. Would definitely come back and stay here again!

East Bay Hideaway - Sun. Swim. Sunset. Stargaze.
We have stayed here twice. We love the location, the house and accommodations. It’s very peaceful on the bay with a great pool. Kenny is a wonderful host and makes sure everything is to your satisfaction. We can’t wait to stay there again!

Chadwick Gardens of Pensacola
Comfy and fun! The pool was my favorite part! Plenty of essentials were provided, there were no bugs inside, and the location is just about perfect. A few things to mention, I wasn't able to close one of the bathroom doors, the door/doorway might be expanded from humidity or something, so it just could not close. The other bathroom toilet is a bit tricky to flush, I was nervous that I wouldn't be able to flush it, so I just used the other bathroom!

Sea Breeze-Private home w/dock, pool, tennis, 2
My family and I had a great experience in Navarre, Florida! It was a beautiful place and perfect for our family! We will definitely stay again. I highly recommend Blue Moon Vacation Rentals!

Charming Dog Friendly Pool Home-‘Cola Cabana
We loved everything about this place!! Spacious,clean, they really have thought about everything that we would need for our stay and some!! We felt right at home!! Also everything is within minutes from the house and the pool was amazing!!!Thanks again for letting us stay in your oasis!! 😊😊
Apartment rentals with a pool

Beachfront ☀️ Waterfront 🌊 180 ° views in 🧡 of OB
This place is perfect if you have infants. We didn’t know ahead of time that there was a playpen and high chair available. If we did we wouldn’t have brought all the extra stuff for my granddaughter. This will be a place we will book in the future for sure! Thank you Jacqueline for such a wonderful place to stay!

~Seaside Getaway~ Condo in Purple Parrot Resort!
We loved staying at Julie’s place. It was close to lots of things to do but was quiet and relaxing. It was very clean and she responded quickly to any questions we had. We would definitely go back and would recommend it to anyone!

Perdido Skye 34 luxury beach vacation rental
Lisa, our host, was exceptional! She was super friendly and was on top of EVERYthing. The condo was beautiful and felt very homey. I love that they have the balcony facing the beach and it’s a private beach at that! I would highly recommend vacationing here and we will definitely be back!

Our Peace Of The Beach - Gulf Side!
We enjoyed our stay so much! Your home is lovely and in such a great location! We loved spending time at the beach! But we also enjoyed sitting on the patio and listening to the waves, too! The restaurants you recommended were perfect! The key lime pie was such a sweet treat to celebrate our anniversary! Such hospitable hosts for our vacation! We will be back!

La Playa Esmeralda - Panoramic Sunset Views
Great location and close to everything we needed. Awesome little private beach on the sound side, perfect for our little kids. Place was very clean, comfortable secure. We are already discussing a return visit!

Sea-Esta Beach Front 2 Free Chairs, Umbrella, Pool
The location honestly couldn’t be better—super convenient and close to everything we wanted to do. Do *not* skip out on Peg Leg Pete’s! The condo was fine overall, but it could use some updates. Nothing major, just a bit dated. Still, it had everything we needed and I’d definitely recommend it! Thanks for a wonderful vacation!

Bliss on the Bay 2BR 2BA Beach Condo with Pool D7
Stayed here with my fiancé and my two kids (3) and (6) for a weekend beach trip. The location was beautiful and private, however we were staying on the second flight of stairs and the neighbors downstairs under our unit came up to tell us they can hear all of the walking from our unit so it made the trip feel stressful like my kids couldn’t walk around comfortably. Other than that everything was excellent! Beautiful beach views!

Private beachfront condo, sleeps 9, Perdido Key
“Our Happy Place” was exactly what we were wanting for our annual family Florida trip. This was our first time actually staying on the beach and the view was absolutely stunning. The condo was clean and had everything we needed to make our stay accommodating and convenient. Thank you for providing a cozy place to relax after all of our Florida adventures!
Quick stats about holiday rentals with a pool in Pensacola
Total rentals
120 properties
Nightly prices starting at
₹865 before taxes and fees
Total number of reviews
7.5K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace
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- Gulf State Park
- Gulf Shores Public Beach
- Alabama Point Beach
- Destin Harbor Boardwalk
- Romar Lakes
- Crab Island
- Princess Beach
- OWA Parks & Resort
- James Lee Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Langdon Beach
- Waterville USA/Escape House
- Perdido Key Beach
- Pensacola Dog Beach
- Branyon Beach
- Tiger Point Golf Club
- Surfside Shores Beach
- Pensacola Beach Crosswalk
- Steelwood Country Club
- Pensacola Dog Beach West
- Adventure Island
- San Carlos Beach
- Eglin Beach Park