
Vacation rentals with a pool in Pensacola
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Pensacola
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Hot tub/ Pool at this Relaxing Getaway
Picture your family enjoying the pool & hot tub while you grill out in the large private backyard, or lounge in the comfy screened in porch seating area of this peaceful getaway! Located b/t the bayou & scenic bluffs overlooking the bay, our home is close to all the area has to offer! Relax on the beach, visit the fishing pier or historic downtown's upscale dining/shopping. 1 block from Exchange Park which has baseball/softball fields, a playground, free wifi, walking path/trails & picnic areas!

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.

$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!

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! Continue for more Details

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.

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”!

Private entrance /hotel Vacation unit
Block off between 2 sides . You have your own entrance. Perfectly placed for you to visit our Navarre Beach within a few minutes, also within an an hour or less you can visit Fort Walton Beach, Destin to the East and Orange Beach, Gulf Shores to the west. Don't forget Pensacola Beach is about 25 mins to the west! This room is setup just like a hotel room with a bedrooms a queen beds, microwave, toaster oven coffee maker refrigerator weber grill is available in the back porch a WiFi tv.

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!

307 Beach Front Views ~ HOT Savings ~ Book Jan 11
Come experience this Beautiful 5 Star Gulf Front Condo, Heated Gulf Side Pool & Hot tub, This Newly Renovated unit offers a Private, Gulf Front Balcony with Amazing Gulf Views, watch Dolphins, Swim in 2 Gulf Side pools, 1 heated, Hot tub on the Gulf. Sleeps 6, Gulf Front Balcony Master on Gulf, 2 BDRM, 2 BA, Master Suite has a luxurious King Size Cloud Lux Tempur-Pedic Bed. Guest Rm 2 has a Euro Top Plush Queen Mattress, LR has a Memory Foam Queen sleeper sofa.

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!

Pensacola Beach Condo w/ Great Views (F12)
Perfectly situated on the quieter west end of Pensacola Beach this 3rd floor walk-up sits on the Pensacola Bay and is a 5 minute walk to the Gulf of Mexico. It’s our first season of hosting guests and we would love to have you. Our condo is less than 1/2 mile to Peg Leg Pete’s - a Pensacola Beach favorite restaurant. If you want a night-out, the Casino Beach and Boardwalk area has more than 10 restaurants and bars and is less than 2 miles away.
Popular amenities for Pensacola rentals with a pool
House rentals with a pool

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Condo rentals with a pool

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Direct Gulf Front Escape

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Gorgeous Beach Condo

Beach Front, Low Density Condo in Perdido Key!
Other vacation rentals with a pool

Ocean Breeze East 802

Two-Bedroom Condo in Pensacola Beach

Heated Private Pool! Hot tub! Close to beach!

Gulf Breeze Bungalow

Private Suite with Saltwater pool

The Carriage House: relaxing stay with pool

Elegant townhome + oversized luxury pool

Tiki Time Pool Home
When is the best time to visit Pensacola?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ419 | ﺩ.ﺇ477 | ﺩ.ﺇ533 | ﺩ.ﺇ547 | ﺩ.ﺇ588 | ﺩ.ﺇ661 | ﺩ.ﺇ727 | ﺩ.ﺇ599 | ﺩ.ﺇ533 | ﺩ.ﺇ521 | ﺩ.ﺇ477 | ﺩ.ﺇ444 |
| 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 |
Quick stats about vacation rentals with a pool in Pensacola

Total vacation rentals
Explore 130 vacation rentals in Pensacola

Nightly prices starting at
Pensacola vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 8,530 verified reviews to help you choose

Family-friendly vacation rentals
90 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
130 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 Pensacola Museum of Art, Palafox Market, and Bruce Beach
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- Gulf Shores Public Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- OWA Parks & Resort
- Princess Beach
- Navarre Beach Fishing Pier
- James Lee Beach
- Perdido Key Beach
- Gulf State Park
- Johnson's Beach, Gulf Islands National Seashore
- Gulf Shores Shrimp Fest
- Steelwood Country Club
- Waterville USA/Escape House
- Tiger Point Golf Club
- Surfside Shores Beach
- Branyon Beach
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Alabama Point Beach
- Eglin Beach Park
- Fort Walton Beach Golf Course
- The Track - Destin
- Adventure Island




