
Holiday rentals with a pool in Escambia County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Escambia County
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 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.

Caribe Resort on the Bay-Lazy River/Cabanas! B208
Newly decorated Caribe condo is a dream! This condo is in building B on the 2nd floor (3rd because parking is below) & sleeps 8 comfortably. The new 65 inch tv is loaded with all the apps such as ESPN and Netflix. This kitchen has a new refrigerator and all the appliances and cookware needed! The resort has tennis courts, pools, hot tubs, arcade, golf, a marina and a lazy river and cabanas. This is a boaters paradise! This unit also comes with 2 parking passes and additional parking if needed.

Quiet Pool Home Oasis! Airbnb's Favorite! TOP 1%
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.

Beachfront Luxury Condo with Stunning Views
In the heart of Orange Beach is this luxury condo with gorgeous views of the sugar white beaches & emerald waters. From the balcony you can watch the majestic sunrise or marvel at the dolphins playing. When a break from the beach is needed you can enjoy the many amenities onsite. Orange Beach offers activities for the whole family including restaurants & shopping. After a fun day prepare to make dinner in the well appointed kitchen, relax with the cheerful decor & comfortable sitting.

Lost Key Paradise - Luxe Cottage with Gulf View
Stunning spacious townhome, just a short walk to the soft and white sandy beach and emerald green waters of the Perdido Key barrier island. It's located in the Lost Key Golf and Beach Resort. This is a hidden gem of the Florida panhandle for a serene beach getaway with best amenities, a Championship 18-hole Arnold Palmer golf course, lighted tennis courts, two resort style pools, hot spa, fitness center, and a Beach Club with a restaurant and pool and private beachfront access!

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!

Poolside Retreat, Hot Tub, 5 min to beach
Looking for the perfect place to stay for your beach vacation? Look no further! Our beautiful, newly furnished home has everything you need for the perfect vacation including your own private pool and hot tub!!! The pool is in a screened in enclosure (bye bye bugs) and surrounded by a covered patio with comfy seating, a sit up bar w/beverage fridge, outdoor TV and a dining table for six. Or kick back and relax poolside in our hammock.

Stunning Beach View! Heated Pools! Family Friendly
DIRECT GULF FRONT! STUNNING VIEWS! Beachfront Harbour Place 412 is direct gulf front and perfect for families. 74 steps from the elevator to toes in the sand. Awesome heated indoor/outdoor pass-through pool & hot tub. Near shopping, restaurants, & attractions. Next to the Gulf State park. Spacious 2 bedroom 2 bath with everything guests may need: Loads of beach gear including beach chairs, Umbrellas, toys, & beach towels.

PX 1105 Next to Florabama, Beachfront Luxury Suite
This meticulously maintained and beautifully furnished Phoenix 10 condo is the epitome of elegance and sophisticated luxury for the discerning couple or small family seeking respite in a beach resort setting. Situated directly on the beach! Parking available from HOA for $70 fee. Linens, towels and complementary starter package (TP/ paper towels, dish detergent and shampoo provided). Min age to book 25

Beautiful 1-bedroom cottage with pool
This rental is located near Navy Point - minutes to NAS, Boating Marinas, and Downtown Pensacola and only a short 20 minute drive to the white sand beaches of Pensacola or Perdido Key. This home features an above ground pool, screened in porch, patio and grill. This rental is the perfect place to relax and unwind after a day at the beach or exploring Pensacola and it's surroundings.

Resort Living! 2 BD Townhome Perdido Key
Enjoy your stay in Perdido Key's Exclusive Lost Key Golf and Beach Club Resort Community which is nestled between Lost Key Golf Course and the Gulf of Mexico. Take advantage of the free beach shuttle service to the white sandy beaches and the private beach club. Gone Coastal Perdido provides the picture-perfect beach vacation where you will create a lifetime of memories...
Popular amenities for Escambia County rentals with a pool
House rentals with a pool

Vintage Charmer with Tiny Pool Close to Downtown

Fam Fun-Spacious Home-BOHO Vibes-Game Room & Pool

Historic Pool Cottage! Dog Friendly

Poolside Family Retreat w/ Hot Tub & Game Room

Private Pool / Two living rooms /Downtown

Bayou Breeze - Pool, Views & 8 Min to Downtown

Golf Course House w/ Pool, Near Pensacola Beach

Coastal Family Retreat | Pool, Fire Pit & Playset
Apartment rentals with a pool

Fall Specials, Book Now-Renovated Beachfront Condo

Pelican's Perch @ Villas on the Gulf

Sunset on the Bayou near NAS/Downtown Pensacola

Bluewater 306 Direct Gulf Front, HUGE Wrap Balcony

Beachfront Condo • Pool & Resort Perks

Spacious Townhome for Families w/ Beach+Bay Access

Stay at Sunshine Daydream on Pensacola Beach

Beachfront Bliss: Walk to Dine & Play on Sands
Other holiday rentals with a pool

Luxury Waterfront Home+Private Beach+Infinity Pool

Elegant townhome + oversized luxury pool

Luxury Gulf View Condo • Insta-worthy• Beachfront

The Intendencia Country Club

Sunset Social @ The Boardwalk Condo

Phoenix on the Bay, Condo on Orange Beach 1416

Glamping Yurt at Sandy Creek Resort - Juniper

Sandy Beach Days + Saltwater Poolside Nights
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- Gulf Shores Public Beach
- Perdido Key Beach
- Opal Beach
- OWA Parks & Resort
- Gulf State Park
- Flora-Bama Lounge
- Navarre Beach Fishing Pier
- Alabama Point Beach
- Johnson's Beach, Gulf Islands National Seashore
- The Hangout
- Gulf Breeze Zoo
- The Lighthouse Condominiums
- The Wharf Amphitheater
- Fort Walton Beach Landing
- The Boardwalk on Okaloosa Island
- USS Alabama Battleship Memorial Park
- Pensacola Bay Center
- Adventure Island
- Waterville USA/Escape House
- The Track
- Bellingrath Gardens and Home
- Lost Key Golf Club
- Phoenix 5 Vacation Rental Condominiums
- Johnson Beach





