Vacation rentals with a pool in Pensacola

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Pensacola

  • Total vacation rentals

    Explore 120 vacation rentals in Pensacola

  • Nightly prices starting at

    Pensacola vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

  • Verified guest reviews

    Over 9,440 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Pensacola vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pensacola rentals

  • 4.8 Average rating

    Pensacola stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Pensacola's top spots, include Palafox Market, Pensacola Museum of Art, and Bruce Beach

Top-rated rentals with a pool in Pensacola

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
A hammock is suspended under a shaded structure, positioned in view of a swimming pool. The pool's clear blue water reflects sunlight, surrounded by a privacy fence and lush greenery. Tall trees create a natural backdrop, enhancing the serene outdoor space.
Guest suite in Gulf Breeze
4.89 out of 5 average rating, 253 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!

Guest favorite
A spacious saltwater pool is framed by a grassy yard, with clear blue water reflecting the sunlight. Surrounding the pool area are simple landscaping features, and nearby structures provide a glimpse of the home’s inviting layout. Trees provide partial shade in the background.
Home in Bellview
4.92 out of 5 average rating, 110 reviews

Fam Fun-Spacious Home-BOHO Vibes-Game Room & Pool

Treat yourself to this newly renovated contemporary 3bd/2ba house with saltwater pool. Comes with four 4K smart TVs, Smart Home Security, darts, golf potting, Keurig and K-cups. The living room TV is 75 inches! Unit is perfect for families or small group looking for a homey and fully equipped space - whether you're here for business, needs a transient home, or just enjoying the vacation spots Pensacola and the Florida panhandle are known for. Pensacola Beach & Perdido Key are 17mi and 25mins

Top guest favorite
A screened-in pool area features a clear, blue pool surrounded by a spacious deck. Lounge chairs are positioned around the pool for relaxation. Lush palm trees and greenery are visible in the background, offering a glimpse of the outdoor environment.
Home in Gulf Breeze
4.93 out of 5 average rating, 121 reviews

Fun, sun, sand, and rest. Enjoy your stay with us.

When you stay at this centrally-located place, your family will be close to everything. The home is ranch-style and located on the canal in a fast-growing beachy community. Minimum stairs if you walk down to the canal. Take advantage of the local golf course which is minutes from the home. Enjoy the beautiful weather, shopping, and the local beaches (Navarre, Pensacola, and Destin) then come home to relax in your home away from home. We do not host parties or special events. Non smoking home.

Top guest favorite
Home in Pensacola
5 out of 5 average rating, 150 reviews

Quiet Pool Home Oasis! Airbnb's Favorite! TOP 1%

Welcome to your quiet Pensacola getaway! The perfect home base for beach days, Blue Angels excitement, and relaxing evenings. Located in a peaceful neighborhood just minutes from Pensacola Beach, NAS Pensacola, and downtown, this clean and comfortable home is ideal for families, couples, military visitors, quick visits or longer stays. Whether you’re here for the sugar-white beaches, aviation events, or a laid-back escape, this home offers space, convenience, and comfort without the crowds.

Guest favorite
A spacious living room is furnished with a large sectional sofa and a matching ottoman, set atop a decorative area rug. Natural light is provided by windows, with ceiling fans enhancing the comfortable atmosphere.
Home in Sanders Beach
4.89 out of 5 average rating, 107 reviews

Private Pool / Two living rooms /Downtown

This 3000sqft home features a private pool, two living rooms, four bedrooms, two bathrooms, a kitchen, and a beautiful sunroom overlooking a private pool! Two families traveling together?? This is the ideal home for you! This home sleeps 10 comfortably but can accommodate more with the use of an air mattress or crib if traveling with a toddler. Located just a few blocks from Joe Patti's, the Blue Wahoo Stadium, and Palafox Street! YOU AGREE TO ALL HOUSE RULES WHEN YOU BOOK. READ THEM.

Superhost
Condo in Pensacola Beach
4.89 out of 5 average rating, 152 reviews

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

Welcome to The Diving Dolphin... a 2 bedroom/ 2 bathroom condo located in Emerald Isle Condominium complex~ Directly on Pensacola Beach! This beautiful condo is located on the 5th floor and overlooks the stunning waters of the Gulf of Mexico! Come on in and relax- this condo has it all! The condo has a capacity to comfortably sleep 6. We will send you a welcome packet with details about the complex, unit and area! ~COMPLIMENTARY BEACH CHAIR & UMBRELLA SET UP MARCH - OCTOBER!~

Top guest favorite
An open-plan kitchen and dining area is featured, designed with white cabinetry and modern stainless-steel appliances. A large dining table with wooden chairs provides seating, while a cozy sitting area with a sofa is to one side. Natural light brightens the space through multiple windows.
Home in Pensacola
4.95 out of 5 average rating, 106 reviews

• “Bayou Grande View – Peaceful Pensacola Getaway”

This is a beautiful, cozy vocational manufactured, home located in Bayou Grande Villa. Distance from airport of Pensacola to our home is 8 miles . It has three bedrooms, two bathrooms, washer and drier, and fully stocked kitchen . Located across from the Naval Air Station, where you can watch practicing Blue Angels from the deck and enjoy a beautiful, blue, calm water from the bay. The house is renovated and stocked with brand new appliances and furniture.

Guest favorite
Home in Pensacola
4.88 out of 5 average rating, 154 reviews

Sunny Side: Awesome Waterfront Unit with 4 Kayaks

Welcome to Sunny Side! Come enjoy fun and relaxation right outside your back door! Sitting on a calm, shallow cove of Perdido Bay, Sunny Side provides the perfect place for families to swim and play safely. This 2 bed/2.5 bath sleeps 7 people across 4 different beds and includes a full kitchen, laundry, 4 Kayaks, and more! Spend all day here, tucked away from the hustle and bustle, or take a short 5 minute drive to Perdido Key Beach, restaurants, parks, and more!

Guest favorite
A spacious outdoor area is enclosed with a framed structure, featuring soft blue and white lighting along the floor. Potted plants add a touch of greenery, while lounge chairs are neatly arranged within the space, providing a relaxing ambiance for outdoor gatherings.
Tiny home in Pensacola
4.98 out of 5 average rating, 220 reviews

Tiny Home Pool View 25 Mins to Beacha

Welcome to our cozy tiny home located in my secured backyard, where a queen-sized bed promises a peaceful night’s sleep and our well-equipped kitchenette simplifies meal preparation. You will have free parking in the backyard located just steps away from the tiny home. Additionally, you’ll have the opportunity to gather around the outdoor fire pit for cozy evenings under the stars. Inside, unwind with a smart TV and stay connected with complimentary Wi-Fi.

Top guest favorite
Home in Pensacola
4.94 out of 5 average rating, 143 reviews

Poolside Family Retreat w/ Hot Tub & Game Room

PLEASE READ entire description to ensure accurate expectations. Relax while the kids play! Enjoy a private pool (seasonally heated), bubbling hot tub, and A/C game room packed with fun. Parents can unwind in the new massage chair or simply enjoy the peaceful backyard oasis. Centrally located—just 10 min to Downtown, 20 to Perdido Key, and 30 to Pensacola Beach—this family retreat blends relaxation, comfort, and connection for your perfect getaway!

Top guest favorite
A modern dining area features a round table with light-colored tableware, surrounded by four white upholstered chairs. Behind the table, a stylish shelving unit displays decorative items against a marbled wall. Expansive glass doors provide a view of the ocean and allow natural light to flood the space.
Condo in Perdido Key
4.96 out of 5 average rating, 356 reviews

PX 1105 Next to Florabama, Beachfront Luxury Suite

This meticulously maintained and beautifully furnished Phoenix 10 condo is the epitome of elegance and sophisticated luxury for the discerning couple or small family seeking respite in a beach resort setting. Situated directly on the beach! Parking available from HOA for $70 fee. Linens, towels and complementary starter package (TP/ paper towels, dish detergent and shampoo provided). Min age to book 25

Top guest favorite
An inviting above ground pool is surrounded by a wooden deck, featuring a circular shape and clear blue water. Comfortable lounge chairs are positioned nearby, offering a relaxing spot to enjoy the sun. Tall trees and a privacy screen add a sense of seclusion to the area.
Home in Pensacola
5 out of 5 average rating, 103 reviews

Beautiful 1-bedroom cottage with pool

This rental is located near Navy Point - minutes to NAS, Boating Marinas, and Downtown Pensacola and only a short 20 minute drive to the white sand beaches of Pensacola or Perdido Key. This home features an above ground pool, screened in porch, patio and grill. This rental is the perfect place to relax and unwind after a day at the beach or exploring Pensacola and it's surroundings.

Popular amenities for Pensacola rentals with a pool

When is the best time to visit Pensacola?

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Avg. priceﺩ.ﺇ 408ﺩ.ﺇ 488ﺩ.ﺇ 588ﺩ.ﺇ 580ﺩ.ﺇ 646ﺩ.ﺇ 753ﺩ.ﺇ 727ﺩ.ﺇ 599ﺩ.ﺇ 533ﺩ.ﺇ 503ﺩ.ﺇ 499ﺩ.ﺇ 459
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