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Holiday rentals with a pool in Pensacola

Find and book unique homes with a pool on Airbnb

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Popular amenities for Pensacola rentals with a pool

House rentals with a pool

Guest favourite
Home in Pensacola
4.91 out of 5 average rating, 90 reviews

Relaxing Getaway with Pool/Hot Tub Near Downtown

GinaRating, 5 stars1 month ago
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
Top guest favourite
Home in Navarre
4.96 out of 5 average rating, 111 reviews

| Fire Pit | Pool | Minutes to Beach | Sleeps 12

AndreaRating, 5 stars5 days ago
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
Guest favourite
Home in Pace
4.93 out of 5 average rating, 197 reviews

THE PINE HOUSE Luxury, Romantic, Unique Retreat.

ReneeRating, 5 stars1 week ago
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.
Guest favourite
Home in Gulf Breeze
4.98 out of 5 average rating, 44 reviews

Starboard - Pool Home Near Beach & Golf

GilvieRating, 5 stars5 days ago
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!
Top guest favourite
Home in Navarre
4.97 out of 5 average rating, 160 reviews

East Bay Hideaway - Sun. Swim. Sunset. Stargaze.

MichaelRating, 5 stars4 days ago
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!
Superhost
Home in Pensacola
4.83 out of 5 average rating, 103 reviews

Chadwick Gardens of Pensacola

LindseyRating, 5 stars1 month ago
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!
Superhost
Home in Navarre
4.88 out of 5 average rating, 8 reviews

Sea Breeze-Private home w/dock, pool, tennis, 2

KristaRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Pensacola
4.95 out of 5 average rating, 59 reviews

Charming Dog Friendly Pool Home-‘Cola Cabana

LaTrishaRating, 5 stars1 week ago
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

Top guest favourite
Apartment in Orange Beach
4.99 out of 5 average rating, 124 reviews

Beachfront ☀️ Waterfront 🌊 180 ° views in 🧡 of OB

TriciaRating, 5 stars3 weeks ago
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!
Top guest favourite
Apartment in Pensacola
5 out of 5 average rating, 130 reviews

~Seaside Getaway~ Condo in Purple Parrot Resort!

MariaRating, 5 stars2 weeks ago
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!
Top guest favourite
Apartment in Gulf Beach
4.96 out of 5 average rating, 125 reviews

Perdido Skye 34 luxury beach vacation rental

KirstenRating, 5 stars2 weeks ago
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!
Top guest favourite
Apartment in Gulf Beach
4.99 out of 5 average rating, 92 reviews

Our Peace Of The Beach - Gulf Side!

Mary AnnRating, 5 stars4 weeks ago
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!
Guest favourite
Apartment in Navarre
4.95 out of 5 average rating, 146 reviews

La Playa Esmeralda - Panoramic Sunset Views

PaulRating, 5 stars1 week ago
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!
Guest favourite
Apartment in Pensacola Beach
4.93 out of 5 average rating, 135 reviews

Sea-Esta Beach Front 2 Free Chairs, Umbrella, Pool

StephanieRating, 5 starstoday
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!
Superhost
Apartment in Pensacola Beach
4.81 out of 5 average rating, 110 reviews

Bliss on the Bay 2BR 2BA Beach Condo with Pool D7

ChelseyRating, 5 stars4 days ago
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!
Guest favourite
Apartment in Pensacola
4.96 out of 5 average rating, 123 reviews

Private beachfront condo, sleeps 9, Perdido Key

JeremiahRating, 5 stars1 week ago
“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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