Vacation rentals with a pool in Pensacola

Place to stay in Pensacola

A serene pool area is framed by lush greenery and decorative plants. Comfortable seating options are positioned around a circular stone border, while a tiki-style hut offers a shaded retreat. The bright blue water is inviting, harmonizing with the natural surroundings.

4.88 out of 5 average rating, 219 reviews

Our House Yall's House

5 Miles from 2 I-10 ramps, 25 mins to NAS, 30 mins to 2 different beaches - Pens Bch & Perdido Key, 3 miles to equestrian, 4 miles from NFCU. We have a private entrance, walk-out basement. There are other bedrooms if necessary; however, those would be in our living space & more $$. We can accommodate up to 6 guests. During warmer months, pool and tiki are beautiful, another open patio and outside cooking - grill. Area inside has microwave, coffee pot, refrigerator, toaster oven, 52" t.v.

A sparkling pool is depicted surrounded by a wooden deck and lush greenery. The pool features a slide and a clear blue surface reflecting sunlight. Colorful decorations adorn the surrounding fence, enhancing the cheerful outdoor space.

4.99 out of 5 average rating, 106 reviews

Private Pool-Near NAS- Grills-Arcades-FamilySetUp

This is the home families are loving!! Centrally located for time at Pensacola Beach and Perdido Key Beaches, Johnson Beach, it's all within a very short drive! View the Blue Angels on Tues/Wed, from the house you can see some of the practice in the sky! Great to visit your Military family members at NAS or Corry Station. This Pool house is clean, as shown, stocked with kitchen supplies, beach towels, gas grill is set to go! The guests have had a great time making memories that will last here.

Home in Downtown Pensacola

A two-story home features a light blue exterior and a symmetrical design, framed by white columns on the porch. The landscaped front yard is neatly manicured, with low shrubbery and a brick pathway leading to the front door.

4.91 out of 5 average rating, 201 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

The Bayfront Manor brings the best of both worlds to your vacation or business stay in Pensacola. Located 5 min walk from historic downtown, Seville Square, and Palafox Street, the location is ideal for all dining, nightlife, and events. The home is positioned on the corner of Bayfront Dr allowing for great water views of Pensacola Bay. The best beaches on the Gulf are only a 10 min drive. The location is also great for wedding parties as the Barkley House and Christ Church are walkable.

4.99 out of 5 average rating, 100 reviews

A vibrant sunset casts warm hues of orange and gold across the sky, reflecting on the water's surface. The shoreline is framed by gentle waves lapping against the soft, sandy beach. A pier extends into the ocean, while nearby properties provide a coastal backdrop.

Condo in Pensacola Beach

Prime Beachfront Condo w/ Pool & Resort Amenities

Welcome to Pensacola Perch, an 8th floor beachfront condo where you will enjoy expansive views of Pensacola Beach–– a perfect vantage point for dolphin sightings & the Blue Angels Air Show. This 2BR/2BA condo is in the sought after Emerald Isle gated resort where guests can enjoy resort amenities such as direct beach access, 2 swimming pools, a hot tub, sauna, & beachfront fitness center. There’s also complimentary use of 2 chairs & an umbrella from La Dolce Vita all through March to October.

4.96 out of 5 average rating, 164 reviews

The living area features a comfortable gray sofa set, a white coffee table, and a ceiling fan. Natural light enters through sliding glass doors leading to a private patio. An open kitchen with wooden cabinetry and a dining area is visible, highlighted by bar stools at the counter.

Condo in Pensacola Beach

$0 clean fee! Beachside/pool view/king bed/jacuzzi

Perfect little place for couples or small families to get some R&R. This condo has a poolside view in a lovely little complex, and is just one building back from the beach - steps from paradise! The Gulf boasts some of the most beautiful beaches in the world, and this is the perfect location tucked away from the busy crowds but still close to restaurants, activities, live music, national parks, and a world class spa. The condo is well-equipped and recently updated in October 2022. Come enjoy!

A serene outdoor area features a refreshing pool surrounded by a white fence. Lush palm trees and manicured grass provide a natural ambiance. In the background, a calm bay is visible with boats docked along the shore, creating a relaxing waterfront atmosphere.

4.93 out of 5 average rating, 120 reviews

Sunset on the Bayou near NAS/Downtown Pensacola

If you’re looking for a quiet get-away on the water, you will find it here. Our cozy 2 bed/2 bath condo is like a cottage by the sea in a condo setting. Relaxing coastal decor and a beautiful view from the balcony make our home enjoyable inside and out. Enjoy all the amenities of home, sunbathe by the pool, fish from the dock, relax on the balcony, grill out on the lawn. Its all here. Just a short drive from Pensacola NAS, Pensacola Beach and historic Downtown Pensacola. (No pets allowed)

A serene backyard space features a clear blue pool surrounded by lush greenery. Sunlight filters through the trees, and a variety of plants decorate the perimeter. Lounge chairs are positioned near the pool, providing a comfortable area to relax and enjoy the outdoors.

4.94 out of 5 average rating, 180 reviews

Flamingo On Fisher In The Heart Of Pensacola

Make this home your destination to relax and unwind. The backyard itself will be your special place. The house is perfect for a group to relax and unwind. We are fully equipped with amenities to ensure you feel at home. Centrally located, we are close to everything that makes Pensacola the perfect place to vacation. Pensacola Beach is 9 miles away, 3 miles to the heart of downtown, 3 miles to the airport, 8 miles to NAS Pensacola, 3 to miles Cordova Mall, 2 miles to Pensacola Bay Center.

4.99 out of 5 average rating, 115 reviews

Aerial view of a shared pool area surrounded by palm trees and lounge chairs. The pool features a central fountain and is enclosed by a wrought iron fence, offering a peaceful environment. Nearby, the layout of the townhome community is visible, with pathways connecting the units.

Townhouse in Pensacola

Turn & Slip Inn w/pool to this luxe 3BR townhouse

Your family will be close to everything in this modern and roomy home. Visit downtown attractions just a 5 min drive away or lounge at the pool after coming back from the beach, just 15 min away. Head out to the nearby farmers’ market and craft a meal in the fully stocked kitchen. Enjoy a drink, away from any bugs, in the screened in patio while grilling up some fish from Joe Patti’s seafood market. No matter what you choose you’ll enjoy your relaxing stay at the “Turn and Slip Inn”!

4.95 out of 5 average rating, 193 reviews

Condo in Orange Beach

Beachfront Luxury Condo with Stunning Views

In the heart of Orange Beach is this luxury condo with gorgeous views of the sugar white beaches & emerald waters. From the balcony you can watch the majestic sunrise or marvel at the dolphins playing. When a break from the beach is needed you can enjoy the many amenities onsite. Orange Beach offers activities for the whole family including restaurants & shopping. After a fun day prepare to make dinner in the well appointed kitchen, relax with the cheerful decor & comfortable sitting.

Superhost

Townhouse in Pensacola

4.87 out of 5 average rating, 150 reviews

Serenita Ora: Quiet Waterfront Unit with 2 Kayaks!

Welcome to Serenita Ora! Come enjoy beautiful views, coffee on the balconies, and the peaceful waters. Our oasis sits directly on a calm, private, shallow cove of Perdido Bay, providing the perfect place for families to play safely. This 2 bed/2.5 bath sleeps 5-6 and includes a fully stocked kitchen, laundry, and 2 Kayaks! Spend all day right here enjoying the quiet serenity, tucked away from the hustle and bustle. Or take a short 5 minute drive to Perdido Key Beach, restaurants, etc.

5 out of 5 average rating, 151 reviews

A private pool area is surrounded by a wooden fence, featuring clear blue water and colorful floats. A shaded seating area with vibrant umbrellas and lounge chairs is visible nearby, offering options for relaxation. The atmosphere is bright and inviting, with a glimpse of the bungalow in the background.

Guesthouse in East Hill

Funky Flamingo~ Guest House~ Pool & Kitchenette

This charming East Hill bungalow is owner managed/cleaned. Steps from Publix, 1 mile to downtown/Bayfront and just 12 minutes to Beach! Enjoy the private pool & patio. Luxury comforts and amenities, with the highest speed Wi-Fi/streaming services. Casper mattress and pillows with (700 thread count Egyptian Cotton sheets), for an amazing nights rest, Beach chairs, cooler, umbrella and towels provided. Enjoy the new walk-in shower w/ tankless hot water heater. LBGTQIA2S+ friendly!

4.97 out of 5 average rating, 218 reviews

Townhouse in Gulf Beach

Lost Key Paradise - Luxe Cottage with Gulf View

Stunning spacious townhome, just a short walk to the soft and white sandy beach and emerald green waters of the Perdido Key island. It's located in the Lost Key Golf and Beach Resort. This is a hidden gem of the Florida panhandle for a serene beach getaway with best amenities, a Championship 18-hole Arnold Palmer golf course, lighted tennis courts, two resort style pools, hot spa, fitness center, and a Beach Club with complimentary beach chairs and private beachfront access!

Vacation rentals for every style

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Convenient locations with everyday essentials

Popular amenities for Pensacola rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 111 reviews

Three children are seated on bright blue chairs, facing the shimmering saltwater pool. Large shaded umbrellas provide shelter from the sun. Colorful pool floats are visible in the water, alongside a fenced area in the background, adding a playful ambiance to the outdoor space.

Home in Navarre

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

AndreaRating, 5 stars1 week ago

La casa estaba limpia y organizada Tenía muchas cosas que no esperábamos, equipada tanto en cocina como lavado y cosas para llevar a la playa, estuvo excelente, lavado piscina estaba limpia con muchos juguetes para usarlos, excelente servicio

4.93 out of 5 average rating, 199 reviews

A spacious living area features a warm-toned sofa and accent chairs arranged around a circular coffee table. Large windows invite natural light and offer views of the surrounding pines. A decorative area rug is positioned on the polished floor, enhancing the room's modern aesthetic.

Home in Pace

THE PINE HOUSE Luxury, Romantic, Unique Retreat.

ChynnaRating, 5 stars4 days ago

We booked the pine house for an overnight stay and photoshoot and wow was it beautiful! We absolutely loved the natural lighting and how comfortable the space was.

4.97 out of 5 average rating, 161 reviews

A spacious screened pool area is showcased, featuring a sparkling blue pool with a shallow entry. Surrounding the pool are lush green trees and a view of the bay, creating a serene backdrop that invites relaxation.

Home in Navarre

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

MichaelRating, 5 stars1 week 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!

A spacious gunite pool is surrounded by a low brick wall and decorative fencing. A large waterslide is positioned at one end, with a diving board adjacent to it. Lush greenery is visible in the background, offering a sense of privacy.

4.95 out of 5 average rating, 42 reviews

Peaceful Pensacola Paradise

KanaRating, 5 stars4 days ago

This is a beautiful place to stay. The pool is amazing and we had lots of fun family time in it. The game room is also lots of fun, especially on a rainy evening. Every thing was clean and as described. The only complaint we had was that the beds were a little on the firm side. Overall, this is a great place to stay for an enjoyable family vacation.

Superhost

A clear blue pool is set within a landscaped backyard, surrounded by lush greenery. Sun loungers are arranged near the poolside, and a seating area is visible under a shaded structure. The space is designed for relaxation and enjoyment in a peaceful environment.

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!

A private, inviting pool is set within a spacious concrete area, surrounded by lush greenery and trees. Gentle curves define the pool's shape, while steps provide access. A well-maintained garden enhances the serene atmosphere, making it ideal for relaxation.

4.95 out of 5 average rating, 60 reviews

Charming Dog Friendly Pool Home-‘Cola Cabana

NovelitoRating, 5 stars2 weeks ago

Melissa is an excellent host. Responsive and anticipates guest's needs. Place is awesome specially the pool area both kids and adults loved it. Definitely recommend this place to family and friends. By the way Fort Pickens is top notch. Thanks Melissa for making this family vacation of ours very memorable.

4.95 out of 5 average rating, 95 reviews

Pensacola Near It All-4BR, Heated Pool, Hot Tub

TonyaRating, 5 stars5 days ago

We really enjoyed our stay! The pool and hot tub were amazing. All the rooms were nice with comfortable beds! Our host was very communicative and helpful as well. All in all we had an amazing time!

A spacious outdoor pool area is enclosed in a screened structure, featuring a blue swimming pool and a textured patio. Comfortable seating arrangements and a bar with stools are visible, along with an outdoor TV mounted on a wall. The surrounding landscape is fenced for privacy.

4.96 out of 5 average rating, 102 reviews

Poolside Retreat, Hot Tub, 5 min to beach

KaelinRating, 5 stars2 weeks ago

Second time staying here and we thoroughly enjoyed ourselves again!

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Condo rentals with a pool

Condo in Fort Walton Beach

A spacious pool area is surrounded by palm trees and lush greenery. Two distinct pools are visible, with lounge chairs arranged on the deck. The soft blue water reflects sunlight, providing a refreshing atmosphere for relaxation.

4.97 out of 5 average rating, 181 reviews

Perfect View on Santa Rosa Sound with 2 Pools!

OliviaRating, 5 stars1 week ago

Randy’s place is absolutely beautiful. The view is spectacular and the location is great. Plenty of beach access, restaurants, coffee and shopping nearby. The pool area is well-kept and relaxing. The kitchen is fully stocked with pots, pans, utensils and basic seasonings. We enjoyed a steak dinner on the balcony which watching the sun set over the marina. We will absolutely be back!

The outdoor pool area is surrounded by tropical palm trees and features a grotto waterfall. Natural stone formations enhance the scenery, with a thatched-roof cabana located nearby. The clear water reflects the blue sky, inviting relaxation and enjoyment.

4.95 out of 5 average rating, 214 reviews

Updated Coastal Chic Villa @ Purple Parrot Resort

AnnRating, 5 stars1 week ago

The condo was very clean, very close to the indoor and outdoor pools. Jennifer responded to all of my questions quickly and notified me as soon as we could get into the condo and on the first night she made sure everything was up to our standards on arrival.

A large outdoor pool features a waterfall cascading down a rock formation, surrounded by palm trees. The clear, turquoise water invites relaxation, with spacious areas for lounging along the curved edge of the pool.

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!

4.99 out of 5 average rating, 147 reviews

An indoor pool area features expansive glass walls and a ceiling that allows natural light to flood in. The clear water in the pool reflects sunlight, with views of the beach visible through the windows, creating a serene atmosphere.

Condo in Gulf Beach

MELODY OF THE SEA - ON THE BEACH- INCREDIBLE VIEWS

LeticiaRating, 5 stars3 weeks ago

The views are stunning! This is our 2nd stay at the same spot. The beach is peaceful and in late May it’s not crowded. Love being able to walk to restaurants. Gina always leaves sweet notes and a treat. She’s very helpful too. The bathroom has a beautiful update. We can’t wait to come back for our 3rd visit!

4.96 out of 5 average rating, 125 reviews

A clean and inviting pool area is highlighted in this image, featuring a rectangular pool surrounded by a spacious deck. Lounge chairs are arranged around the pool, and the building's balconies overlook the area. A serene atmosphere is created under a clear blue sky.

Condo in Gulf Beach

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!

4.88 out of 5 average rating, 197 reviews

An aerial view captures the condo complex with palm trees lining the property. The community pool is visible, surrounded by lounge chairs. Residential buildings with light grey roofs and colorful structures in the background create a coastal ambiance. The nearby road leads to the beach, enhancing accessibility.

Condo in Navarre

2min walk to the beach,2Bedroom/2Bath,Pool,Navarre

Megan MarieRating, 5 stars6 days ago

Ashley’s place was perfect for my family. The short walk to the beach and being able to use the wagon for all our beach supplies made it much easier with small kids. The only issue we had was the wifi kept going out but we messaged Ashley and she made a phone call and got it working for us a short time after so the kids could get on their tablets but the tvs would not work due to the poor wifi. Overall our stay was amazing and the kids loved the pool and the beach of course!

Condo in Fort Walton Beach

A circular swimming pool is shown, surrounded by a concrete deck with lounge chairs positioned nearby. Palm trees and a wooden fence are visible in the background under a clear blue sky, illustrating a relaxing outdoor area.

4.93 out of 5 average rating, 162 reviews

Sunshine and beach time /Okaloosa Island

JoeRating, 5 stars1 week ago

we drove from Minnesota to stay at the ocean.what a great find ! close to the beach,has a pool and not busy.much less traffic than destin for sure....would definitely stay again !

An indoor pool area features two distinct pools, with one being a spacious swimming pool and the other an octagon-shaped hot tub. The serene blue walls reflect soft lighting, while large windows allow natural light to enhance the atmosphere.