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

East Bay Hideaway — A Private Waterfront Escape
Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills.

family house *cowboy pool*HOT TUB~Yard Games.
🏝Imagine a perfect day at the beach, and then coming home to a quieter countryside away from the traffic and noise. 🏖As soon as you walk into the house. fragrances of tropical blossoms greet you. 🌞Settle in and pick out your room. but don't forget to check out our favorite places to visit board in the laundry room! 🐕Feel at ease knowing your pet is safe in the house while you are out enjoying the day. When you are home rest assured the fenced in back yard will provide a safe pet haven too.

Pensacola Beach, Florida 1BR Amazing View
The one-bedroom condo is located on Pensacola Beach in Tristan Towers. (The second bedroom is not accessible due to storage use.) Has an incredible view of the Gulf of Mexico and Pensacola Bay (wrap-around balcony). Located on the bay side, a short walk across the street allows easy access to white sand beaches and Gulf waters. The property has tennis courts, a swimming pool, and a pier. Shops, restaurants, and activities are nearby. Free trolley service runs from Memorial Day to Labor Day.

Downtown Oasis - Pool & Parking
Centrally located in Pensacola's thriving downtown, our poolside oasis is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Full Kitchen, Washer & Dryer, Gas Grill, Garage, and Private Parking. Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. Enjoy your stay in America's first settlement and be sure to check out the VisitPensacola website for events while you're here!

Pool House Hidden Gem! Airbnb's FAV Home! TOP 5%!
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.

Pensacola Blue Angel Pool House
Plenty of Space! Wonderful quiet home with a heated pool in a gated community on the outskirts of town. Located 20-25 min from Perdido Key and Pensacola beaches. The home is excellent for large groups or gatherings. The master bedroom is on one side of the house with all other bedrooms on the opposite side. The master bathroom has a garden tub for relaxing and a huge walk in closet. Outdoor patio is screened patio has an indoor firepit and plenty of games. We look forward to hosting you!

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.

Stylish 1 bdrm condo. May sleep 4. Just off I10
Enjoy easy access to everything from this perfectly located home base. Totally refurbished. All new appliances and furniture, microwave, dishwasher, washer and dryer, and various utensils. Toiletries initially supplied. Close to shopping malls, restaurants and fast food outlets. Beautiful Pensacola Bch just 20 mins away. Downtown 15 mins NAS 15 mins Airport 10 mins Hospitals 5 mins Check in after 2 p.m. Check out 11 a.m. Pool key provided but must be returned Perfect for work or leisure

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!

Stylish Modern Retreat in Downtown + Pool
It's all about the location! This comfortable, spacious townhome is the perfect home base for all your Pensacola adventures. Enjoy the many activities close by: Pensacola Beach (10 miles), Perdido Beach & Johnson's Beach (15 miles), boat charters and fishing, fine dining and pubs, museums, Blue Angel air shows, festivals, Wahoo baseball etc. Or spend the day relaxing at the beautiful pool. Book now to enjoy all the amenities and comforts this home offers.

Breathtaking Soundfront Condo|Pool & Beach Access!
If you're ready to kick back and relax on the amazing beaches of Pensacola Beach, Dune Our Thing is the perfect place for you! This beautiful waterfront 2 bedroom, 2.5 bath condo will surely accommodate all your vacation needs. Upon entry, you will be met with a breathtaking view of the sound and access to the balcony. Upon successful reservation, you will be required to sign a rental agreement that will be sent to you.
Popular amenities for Ensley rentals with a pool
House rentals with a pool

Hot tub/ Pool Relaxing Getaway

Cozy Ranch House/Screened in Pool/ 3BD

Private Pool-Near NAS-Grills-Game Room FamilySetUp

1.5 mi to Beach-New Pool! Smart home-Modern Decor!

Gulf Breeze Oasis-Pool, Hot tub, BBQ, nearby beach

Heated saltwater pool | Pet Friendly | Family home

Private Pool | Walk to Beach | Coastal Escape

Good times & tan lines! Only 5 miles to the beach!
Apartment rentals with a pool

Sunset on the Bayou near NAS/Downtown Pensacola

Welcome To Florida's Hidden Gem!

Stay at Sunshine Daydream on Pensacola Beach

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

Bayside Retreat-Panoramic Sunset Views

Caribe Resort on the Bay-Lazy River/Cabanas! B208

Beachfront Condo • Pool & Resort Perks

Bayview 2 BR W/Pool & Pier by Wharf & Florabama!
Other holiday rentals with a pool

Coastal Comfort~3BR~Pool~Sleeps 9~Pensacola Beach

Relax and enjoy this charming vintage bungalow

Close to Everything! Lovely 2/2

Lux 2BR 2BA mins from the water

Pensacola Serenity Hot tub mini Golf arcade games

3BR Sun-Soaked Private Pool Home | Lanai & BBQ

Cozy 5br Pool House by I-10 and the Beach

Kelsey's Cove
When is the best time to visit Ensley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £91 | £89 | £106 | £88 | £102 | £113 | £119 | £101 | £94 | £91 | £95 | £96 |
| 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 holiday rentals with a pool in Ensley

Total holiday rentals
Explore 30 holiday rentals in Ensley

Nightly prices starting at
Ensley holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 1,540 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Ensley holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ensley rentals

4.8 Average rating
Ensley stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with a washing machine and dryer Ensley
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- OWA Parks & Resort
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- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Flora-Bama Lounge
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