Vacation rentals with a pool in Pensacola

Guest suite in Gulf Breeze

Two metal chairs with yellow mesh seating are positioned around a small round table on a wooden deck. The backdrop features a swimming pool surrounded by trees and a privacy fence, creating a serene outdoor space.

4.88 out of 5 average rating, 199 reviews

East Bay Getaway - Studio with Pool & Hot Tub

Welcome to East Bay Getaway, a private studio nestled in the woods. This clean and comfortable room with private entrance is a MIL suite attached to your host's home, on more than an acre. It features a kitchenette (no stove), high-speed WiFi, 32" smart TV, and dedicated HVAC system. Plenty of outdoor space, with a large pool and hot tub in the shared, privacy fenced backyard. A bike/walk path is directly across the street, which goes for miles either direction. 3- burner BBQ grill - NEW for 25!

4.79 out of 5 average rating, 174 reviews

An open-plan living area features a light-colored sofa with decorative cushions, two armchairs, and a round coffee table. A dining table with seating for six and a fully equipped kitchen are visible in the background. Natural light brightens the space through large windows.

Townhouse in Pensacola

New Townhome! near Downtown and Pensacola Beach

Welcome to this brand new luxury townhome perfect for that get-away you've been trying to plan! Only a short drive away from downtown (15 min), Pensacola Beach (25 min), and conveniently near Publix, restaurants, retail and the interstate makes this the perfect place for you to come enjoy everything beautiful Pensacola has to offer. This townhome features a fully equipped kitchen, gameroom, an open floor plan, community pool, washer&dryer and it's just a short walk away from the community pool.

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.

4.89 out of 5 average rating, 214 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.

5 out of 5 average rating, 104 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, 200 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.

4.96 out of 5 average rating, 161 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!

4.97 out of 5 average rating, 174 reviews

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.

Condo in Pensacola

This is the one! Perfect Getaway near the beach.

Welcome to a place you will want to return to time and again. Fresh renovations, all the amenities! Steps away from a Tiki bar and huge outdoor pool/hot tub! Live music almost nightly! Parking right out front! Johnson and Orange Beach are minutes away. Our goal is to make sure you have the best possible time! You deserve a break. The couch pulls out to a queen bed. Enjoy full kitchen, large shower, fitness center, indoor and outdoor pool and if something feels like it’s missing, let us know!

4.97 out of 5 average rating, 189 reviews

Condo in Pensacola Beach

Beachfront Bliss: Walk to Dine & Play on Sands

**Recently Updated Interior!** Experience the stunning Gulf of Mexico from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach! Nothing separates you from the best white-sand beach on the Gulf Coast. This beach condo boasts a vibrant interior filled with beach-themed accents, a private balcony with sweeping ocean views, and access to 2 pools (1 heated) and a hot tub. Enjoy the best restaurants and shopping on the beach, all within a short walk.

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, 177 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.

4.88 out of 5 average rating, 147 reviews

Townhouse in Pensacola

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, 147 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!

4.86 out of 5 average rating, 559 reviews

A clear view of the inviting pool area is presented, with a spacious swimming pool featuring a smooth stone patio. Two adjoining units are visible in the background, each with an entry door, while bright sunlight casts reflections on the water's surface.

Apartment in Pensacola

Hermosa Flor apartment( Duplex).

A beautiful water front privet apartment, DUPLEX(studio, open concept ) with a nine feet deep pool available and the beach ( only 3 min away). This apartment is across the canal from a sandy beach which is a great relaxing time for a family or singles to have fun and enjoy activities like fishing, boating, and other fun things on the water. the apartment itself is located in a calm and peaceful area. Pool it is complementary!!!!! Sharebel backyard and pool.

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

A serene backyard is illuminated at night, featuring a sparkling pool surrounded by a deck and lush greenery. A hot tub, positioned under a wooden pergola, adds to the relaxation area, with soft lighting creating a calm atmosphere. Lounge seating and a dining table are visible nearby.

4.91 out of 5 average rating, 90 reviews

Relaxing Getaway with Pool/Hot Tub Near Downtown

GinaRating, 5 stars3 weeks 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

4.87 out of 5 average rating, 83 reviews

Private Pool / Two living rooms /Downtown

JoseRating, 5 stars3 weeks ago

An excellent place, if I go back to Pensacola I would like to stay again in this magnificent place.

Home in Fort Walton Beach

A sparkling pool is surrounded by vibrant lounge chairs, umbrellas, and inflatable pool toys. The green landscaped area features palm trees and a garden shed in the background, providing a tranquil outdoor space for relaxation and enjoyment.

4.91 out of 5 average rating, 265 reviews

#1 4BR HUGE PET Friendly Home w/ your own pool!

BreckRating, 5 stars1 day ago

This place was awesome! We loved being so close to the beach!

4.95 out of 5 average rating, 93 reviews

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

XyliaRating, 5 stars2 weeks ago

Had a great stay at this house and it worked for all of our needs, had a little delay on being able to check in but nothing major. Overall I would recommend this stay, the amenities provided were honestly unmatched for the price and we felt comfortable and at home with two small kiddos.

A private pool area is presented with a clear blue water surface and surrounded by a spacious patio. A large umbrella provides shade over a set of lounge chairs and a dining table. Lush greenery and a wooden fence create a secluded atmosphere.

4.8 out of 5 average rating, 15 reviews

Cozy Pensacola Retreat With Pool

LindaRating, 5 stars2 weeks ago

Such a cute and quaint home that was perfect location to the airport and to the school my daughter was graduating from. Perfect location for us and very comfortable!

A shaded patio area features four cushioned chairs arranged around a decorative table, with a view of the heated pool in the background. Lush greenery and a wooden fence provide privacy, while a small shed is visible beyond the pool.

4.9 out of 5 average rating, 40 reviews

Lovely 3 Bedrm/2 Full Bath Private Home w/Pool!

JeffreyRating, 5 stars1 week ago

Tracy was an excellent host. She was very responsive when I had questions. The property was a nice three bedroom with an great pool in a quiet neighborhood. It was very close to all the things we planned on doing.

4.93 out of 5 average rating, 202 reviews

A private backyard features a heated pool surrounded by landscaped areas with palm trees and flowers. A covered porch provides shaded seating options, while lounge chairs invite relaxation by the water. A securely fenced area enhances safety and privacy.

Home in Navarre

Good times & tan lines! Only 5 miles to the beach!

AutumnRating, 5 stars1 week ago

This place really felt like home! Juan was awesome—super easy to communicate with and always quick to respond. It was so great being able to bring our dogs—they loved having so much space to run around in the backyard. And the pool? Absolutely amazing! This spot definitely deserves 5 stars. Thanks again, Juan, for letting us stay in your beautiful home. We’ll for sure be coming back!

4.84 out of 5 average rating, 45 reviews

Home in Gulf Breeze

Modern Dream Home | Fire Pit by the Pool!

RobertRating, 5 stars5 days ago

Walking in, it felt like a home, not a business venture capitalist like accomodations. kitchens and bathrooms were very contemporary and in style. Loved the layout by the pool, spacing is a little tight, but conversations stayed cozy that way. We are locals and when family comes in, this is the place we'll use, no need to search another when we've already found perfection!

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Condo rentals with a pool

4.98 out of 5 average rating, 51 reviews

The image features an aerial view of a beachfront area, showcasing multiple condominium buildings alongside a parking lot. The ocean is visible in the background, with waves gently lapping at the shoreline. Palm trees are scattered throughout the landscape, enhancing the coastal ambiance.

Condo in Orange Beach

Oceanfront with *king bed*Gulf View *hot tub *pool

GabrielRating, 5 stars2 weeks ago

just stayed 4 night's at JianJun's place in Orance Beach Alabama I loved it!!!!!! Used the brided to go to the beach every day and Jacuzzi and pool as well. He communicated with me very quickly as well. I would definitely stay there again 🙏

Condo in Fort Walton Beach

A wide view showcases a resort pool area surrounded by lush palm trees and greenery, with multiple swimming pools, a lazy river, and a water slide. In the background, the beach and ocean are visible, enhancing the vacation atmosphere.

4.74 out of 5 average rating, 127 reviews

Waterscape A127 - Free Beach chairs & Lazy River!”

NicholeRating, 5 stars3 weeks ago

We had a wonderful stay! The condo was clean and cozy. Our family of seven for comfortably and had a really great time. Would love to come back and would definitely recommend to friends & family! 🌞🐚🌊

4.93 out of 5 average rating, 15 reviews

A bright living room space is furnished with comfortable seating, including two patterned chairs and a sleek couch. A large flat-screen TV is positioned across from the seating area, while sliding glass doors reveal views of the Gulf, leading to the private balcony.

Condo in Orange Beach

Phoenix East 806-Gulf Front!

KaityRating, 5 stars1 week ago

Great location! Really enjoyed our stay! Easy walk to the beach and very friendly staff at the condo/front gate.

4.86 out of 5 average rating, 375 reviews

An aerial view showcases a well-maintained pool area surrounded by lounge chairs. The rectangular pool is accompanied by a smaller whirlpool. Lush greenery lines the perimeter, enhancing the serene outdoor environment.

Condo in Orange Beach

Beach Front Condo,Huge Balcony/ Regency Isle condo

GladysRating, 5 stars1 month ago

I love the place .

4.9 out of 5 average rating, 126 reviews

A community pool is framed by palm trees and the surrounding condominium buildings. Lounge chairs are arranged neatly around the pool deck, providing a comfortable space for relaxation. The clear blue water glistens under the sunlight, inviting guests to enjoy a refreshing swim.

Condo in Navarre

Dream Two Condo at Sunset Harbour Villas

LindsayRating, 5 stars7 months ago

Great location, beautiful area! Cathy is a thoughtful host providing family games, beach toys, and many other things to enhance the experience.

4.94 out of 5 average rating, 115 reviews

A wooden walkway leads directly to the beach, with the ocean visible in the distance. The path is flanked by wooden railings and bordered by sandy areas with tall grasses. Bright sunlight illuminates the scene, creating a serene coastal connection.

Condo in Gulf Beach

Sunny Side Up- pool and walkway to beach !

MagdalenRating, 5 stars1 month ago

Wonderful host and a clean space . Was very punctual with her responses and very helpful. Just make sure you put your parking pass on full display in your vehicle.

4.87 out of 5 average rating, 129 reviews

A crystal-clear pool is framed by a spacious deck, providing ample lounge chairs for relaxation. A gazebo is visible in the background, offering shaded seating. Lush landscaping surrounds the pool area, enhancing the outdoor ambiance under a bright blue sky.

Condo in Navarre

Footsteps away from beautiful beaches 🏖🏝⛱

TavianRating, 5 stars2 weeks ago

Had a Great time defiantly a place i will come back to. Very quiet & calm the perfect getaway