
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.

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.

The Pine House Pace, FL
Enjoy this UNIQUE retreat! Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Cool the day off in our backyard SITTING POOL, or read a book in our 7 ft SITTING WINDOW. Watch the pines sway through our living room observing windows or have friends over for dinner at our outdoor dining area! No matter the reason, the Pine House is for you!

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.

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

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

Pet Friendly, Pool, Hot Tub, Fenced yard.
This cozy one bedroom one bathroom guest house is waiting for you! The guest house is tucked away in a quiet neighborhood in our backyard and includes a kitchenette with washer and dryer. Stay a little while or a while! We have a big fenced in backyard for your pet to play in, a pool to swim in, a grill to cook on, a hot tub to soak in, a firepit to sit by and a hammock to nap in. It's time to Relax! We are just a 16 mile drive to the beach. We would love for you to come and visit!

Sunny Large Two Bedroom Townhouse - Pool
Relax with our thorough cleaning, prioritizing your comfort. In a tranquil subdivision, Brookside offers a sunlit pool and tennis courts. The cozy living area guarantees a comfortable stay. 🌞 Pet-friendly with pre-approval, we welcome your furry friends. Only a 27-minute drive to white sandy beaches, enjoy a scenic 14-mile journey to Pensacola Beach or reach NAS Pensacola in 30 minutes. Don’t miss the breathtaking Blues fly every Sunday evening. Your ideal getaway awaits!

Tiny Home Pool View 25 Mins to Beachb
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 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.

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.

Blue Angels Haven | Central Pensacola Pool Home!
Discover this inviting 3BR, 2BA family-friendly retreat in beautiful Pensacola, designed for up to 6 guests. Relax in your own private pool oasis, enjoy the spacious interior, and cook with ease in the fully equipped kitchen. Located only minutes from Pensacola Beach, local attractions, and Navy bases, it’s the perfect spot to unwind and explore. Join the 100+ guests who left 5-star reviews—they love the peaceful vibe and unbeatable convenience!
Popular amenities for Ensley rentals with a pool
House rentals with a pool

Peaceful Heated Pool Oasis

East Bay Hideaway - Sun. Swim. Sunset. Stargaze.

Peaceful Pensacola Paradise

‘Cola Cabana-Boho Dog Friendly Pool Home Snowbirds

Adventures at Gypsy Mermaid

The Fitch House - Pool & Proximity

Brand new Pensacola townhome

Jan's Oasis Family Retreat Pool, Bar, Games & Fun!
Apartment rentals with a pool

Sunset on the Bayou near NAS/Downtown Pensacola

Heated Pool + Sunsets | Modern Beach Escape

Beachfront Bliss: Walk to Dine & Play on Sands

~Seaside Getaway~ Condo in Purple Parrot Resort!

Gulf Getaway+ Waterfront Views *Fully Updated*

Perdido Skye 34 luxury beach vacation rental

Prime Beachfront Condo w/ Pool & Resort Amenities

This is the one! Perfect Getaway near the beach.
Other holiday rentals with a pool

Newly Remodeled 1 BR/1BA with Private Entrance

Minutes from white sand and blue seas! 3BR/2.5BA

Rainbow Land Carriage House

Gulf Breeze Bungalow

Private Suite with Saltwater pool

Comfy Chic Condo with Parking

Lux 2BR 2BA mins from the water

Elegant townhome + oversized luxury pool
When is the best time to visit Ensley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $137 SGD | $137 SGD | $168 SGD | $155 SGD | $178 SGD | $198 SGD | $208 SGD | $177 SGD | $165 SGD | $142 SGD | $156 SGD | $189 SGD |
| 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 $52 SGD per night before taxes and fees

Verified guest reviews
Over 1,400 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

4.8 Average rating
Ensley stays are highly rated by guests – averaging 4.8 out of 5!
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- Gulf Shores Public Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- OWA Parks & Resort
- Princess Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Perdido Key Beach
- Gulf State Park
- Gulf Shores Shrimp Fest
- USS Alabama Battleship Memorial Park
- Waterville USA/Escape House
- Tiger Point Golf Club
- Steelwood Country Club
- Surfside Shores Beach
- Branyon Beach
- Alabama Point Beach
- Fort Conde
- Eglin Beach Park
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Fort Walton Beach Golf Course
- Adventure Island




