
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.

Seas the Day, Perdido Key, Florida, Purple Parrot
SNOWBIRD SPECIAL! 50% off 30 days or more Dec, Jan, Feb ,Mar! Kick back and relax in Paradise. Seas the Day is located in the gated Purple Parrot Resort. Totally updated , upscale, immaculate villa is less than 1/4 mile to the white sands of the Gulf. It's perfect for couples, solo adventurers and active military. The tropical pool and hot tub feature a rock waterfall. A new king bed in master and queen sofa sleeper in living area waits your arrival. New and updated kitchen is magazine worthy!

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!

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!

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

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.

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.

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

Open Concept Coastal 5 Bed Heated* Pool/ Game Room

Private Getaway: Expansive, Heated, Screened Pool!

Peaceful Heated Pool Oasis

Peaceful Pensacola Paradise

The Carriage House: relaxing stay with pool

‘Cola Cabana-Boho Dog Friendly Pool Home Snowbirds

Adventures at Gypsy Mermaid

The Fitch House - Pool & Proximity
Apartment rentals with a pool

Heated Pool + Sunsets | Modern Beach Escape

Summerchase beachfront condo best beach views!

Perdido Skye 34 luxury beach vacation rental

Pensacola Beach, Florida 1BR Amazing View

Prime Beachfront Condo w/ Pool & Resort Amenities

Upstairs Terrace near beach @ Purple Parrot Resort

Fun Mid-Century Modern Beachside Condo on the Gulf

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

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

Newly Remodeled 1 BR/1BA with Private Entrance

Rainbow Land Carriage House

Relax and enjoy this charming vintage bungalow

Pensacola Pistachio Pool Paradise

Private Suite with Saltwater pool

Comfy Chic Condo with Parking

Family home w/ Lg Salt Water Pool (not heated)
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!
Destinations to explore
- Florida Panhandle Holiday rentals
- Atlanta Holiday rentals
- New Orleans Holiday rentals
- Panama City Beach Holiday rentals
- Destin Holiday rentals
- Gulf Shores Holiday rentals
- Orange Beach Holiday rentals
- Miramar Beach Holiday rentals
- Santa Rosa Island Holiday rentals
- Birmingham Holiday rentals
- Pensacola Holiday rentals
- Tallahassee Holiday rentals
- House rentals Ensley
- Pet-friendly rentals Ensley
- Rentals with a fireplace Ensley
- Family-friendly rentals Ensley
- Rentals with outdoor seating Ensley
- Rentals with a washing machine and dryer Ensley
- Rentals with a patio Ensley
- Rentals with a firepit Ensley
- Townhouse rentals Ensley
- Rentals with pools Escambia County
- Rentals with pools Florida
- Rentals with pools United States
- 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




