
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.

Private Pool-Near NAS-Grills-Game Room FamilySetUp
You have found a home that is loved by so many who come to Pensacola! This home offers so much for families: arcade room, board games, foosball coffee table, cards, the pool, it's full of fun! Guests rave about how clean it is, that pics are accurate & how quiet the neighborhood is yet a simple drive to restaurants, attractions and the beaches. Great for visiting military at NAS/Corry station or events as kite fest, wahoo games, bands on the beach, theater, Friday art nights and parades! BookNow

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!

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.

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.

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.

Backyard Oasis Family friendly Pensacola Beach, FL
Welcome to Paradise w/ POOL. Kid friendly. Now that we have rented out our home there are two main things to note: 1) we live upstairs and you will hear our kids footsteps. (7-8am). No complaints about voices. 2) our pool is Not heated. Enjoy sound side beach access RIGHT across the street! Best sunsets on the beach! Gulf of Mexico is 5 blocks away. Private lanai with grill and pool access. Enter underneath the stairwell into your unique private 2 bedroom 1 bath suite. Keypad on door.

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!

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”!

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

Pensacola Gem! Airbnb's Favorite Home! TOP 10%!
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, and longer winter 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.

Tiny Home Pool View 25 Mins to Beachb
Welcome to our cozy tiny home located in my secured backyard, where a queen-sized low platform bed promises a peaceful night’s sleep and our well-equipped kitchenette simplifies meal preparation. You will have free parking located in the backyard 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!
Popular amenities for Ensley rentals with a pool
House rentals with a pool

Great Location with Relaxing Pool

Peaceful Pensacola Paradise

Private Pool / Two living rooms /Downtown

The Witch & Pirate | Pool | Pub | BBQ | Unwind!

Family Pool Home w/ Private Saltwater Pool

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

The Fitch House - Pool & Proximity

Downtown Oasis - Pool & Parking
Apartment rentals with a pool

Beachfront Gulf View Oasis

Walk to Everything-Best Sunset-Comfy King-Stocked

Stay at Sunshine Daydream on Pensacola Beach

Sugar Sand Beach Retreat at Villas on the Gulf

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

Lei Lani Life, Live it, Love it!

This is the one! Perfect Getaway near the beach.

La Playa Esmeralda - Panoramic Sunset Views
Other holiday rentals with a pool

Pensacola Haven with Pool, Quiet Area - The Pearl

Rainbow Land Carriage House

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

Relax and enjoy this charming vintage bungalow

Great home in Great location. Swimming pool, BBQ.

Blackwater Bungalow -Cozy Tiny Home

Private Suite with Saltwater pool

Broz's Oaks
When is the best time to visit Ensley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £80 | £80 | £98 | £90 | £104 | £115 | £121 | £103 | £96 | £92 | £97 | £98 |
| 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 40 holiday rentals in Ensley

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

Verified guest reviews
Over 1,520 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
40 of Ensley holiday rentals include wifi access

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

4.9 Average rating
Ensley stays are highly rated by guests – averaging 4.9 out of 5!
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