
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.

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!

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

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.

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.

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.

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!~

• “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.

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!

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.

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!

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

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
House rentals with a pool

The Intendencia Country Club

East Bay Hideaway — A Private Waterfront Escape

Pensacola Beach Getaway with Pool & Fire Pit

Private Pool-Near NAS-Grills-Game Room FamilySetUp

Golf Course House w/ Pool, Near Pensacola Beach

Bayou Breeze - Pool, Views & 8 Min to Downtown

Poolside Retreat, Hot Tub, 5 min to beach

Luxury Home Near Marina | Pool, Pickleball, Arcade
Condo rentals with a pool

Sunset on the Bayou near NAS/Downtown Pensacola

Coastal Haven by Gulf and Sound

Beachfront Bliss: Walk to Dine & Play on Sands

Melody of the Sea - On the Beach - Incredible View

Perdido Key - Beach and Sparkling Pool. Sleeps 6.

Stay at Sunshine Daydream on Pensacola Beach

Gorgeous View for 6: Beach, Pool, Pier, Boat TieUp

Perdido Skye 34 luxury beach vacation rental
Other vacation rentals with a pool

Luxury Heated Pool Home 8Beds 2.5BA 15min To Beach

Gulf Breeze Bungalow

Elegant townhome + oversized luxury pool

Sandy Beach Days + Saltwater Poolside Nights

Tiki Time Pool Home in Pensacola

Private Oasis with Pool & Tiki Bar

Portofino Updated Gulf unit Penthouse/AmazingVIEWS

Backyard Oasis Pensacola
When is the best time to visit Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 408 | ﺩ.ﺇ 488 | ﺩ.ﺇ 588 | ﺩ.ﺇ 580 | ﺩ.ﺇ 646 | ﺩ.ﺇ 753 | ﺩ.ﺇ 727 | ﺩ.ﺇ 599 | ﺩ.ﺇ 533 | ﺩ.ﺇ 503 | ﺩ.ﺇ 499 | ﺩ.ﺇ 459 |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
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- Destin Beach
- Gulf Shores Public Beach
- Crab Island
- Destin Harbor Boardwalk
- Perdido Key Beach
- Opal Beach
- OWA Parks & Resort
- Henderson Beach State Park
- Gulf State Park
- Flora-Bama Lounge
- Navarre Beach Fishing Pier
- Alabama Point Beach
- Johnson's Beach, Gulf Islands National Seashore
- The Hangout
- HarborWalk Village
- Gulf Breeze Zoo
- The Lighthouse Condominiums
- The Wharf Amphitheater
- Fort Walton Beach Landing
- Jade East Towers
- The Boardwalk on Okaloosa Island
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