Holiday rentals with a pool in Pensacola Beach

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Top-rated rentals with a pool in Pensacola Beach

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Guest favourite

Apartment in Pensacola Beach

4.97 out of 5 average rating, 131 reviews

The Flamingo Flat @ Villas on the Gulf

🦩Welcome to the Flamingo Flat! PLEASE READ FULL LISTING. This airy, Palm Beach style condo is the perfect place to relax on a quiet stretch of Pensacola Beach. For great shopping, dining and entertainment you can drive ( less than 3 miles West) to the main hub of P’Cola Beach. Trolley service available during summer months. The beautiful Portofino Island Resort is just 1 mile to the East. MUST BE 25 TO RENT. NO CHILDREN UNDER 12. NO PETS. EARLY CHECK IN MAY BE AVAILABLE FOR AN ADDITIONAL $50.

10–17 Oct

£169 per night

Superhost

Apartment in Orange Beach

4.87 out of 5 average rating, 182 reviews

Phoenix 3 3052-BEACHFRONT, NEWLY REMODELED!

WELCOME TO PARADISE! Located in the center of Orange Beach! A 5th floor BEACHFRONT unit in Phoenix III with a million dollar view of the beach. Decorated beautifully with beach decor and furnishings. Sleeps 5. One bedroom condos are only allowed one parking space. So only one pass at front desk. Wolf Bay restaurant , Doc's Seafood, Live Bait and Ruby Slipper are within walking distance. a zoo, shopping and Owa park near by at Foley. 65+5 star reviews with VRBO, started AIRBNB 8/24/18

18–25 Dec

£127 per night

Guest favourite

Cottage in Pensacola

4.98 out of 5 average rating, 421 reviews

Eclectic Eco- Friendly Luxe City Cottage

New eco chic cottage features high end touches and appliances in a cozy luxe setting. Sitting on the edge of the downtown jurisdiction, you're never too far away from the action on Palafox Street and a quick jaunt over to the beach. A chlorinated, salt water “stock tank pool” awaits you in the back for a quick dip to cool off or relax. Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.

5–12 Dec

£130 per night

Guest favourite

Apartment in Orange Beach

4.91 out of 5 average rating, 274 reviews

PHX 3143 On Beach, Pools and Spas

NOTE>>One Elevator out 11.2023 thru 5.2024. BEACH REFURB PROJECT IS COMPLETE! You’ll love this GULF FACING NEST for your beach stay. 1BR/1BA, King Bed, Queen sofa sleeper, Spa bath, slip covered furniture, 55" Samsung TV with FREE cable, & FREE internet. Amenities include: outdoor and indoor pool, hot tubs, sauna, racquetball and tennis court, shuffle board, fitness center, and arcade. Across from Live Bait - Bar& Live entertainment, Ruby Slipper best brunch place. Parking/ stay is $55.

9–16 Dec

£143 per night

Guest favourite

Apartment in Pensacola

4.99 out of 5 average rating, 116 reviews

MELODY OF THE SEA - ON THE BEACH- INCREDIBLE VIEWS

WHAT A VIEW! DIRECTLY ON THE BEACH...GULF SIDE!!! No roads to cross. Stunning panoramic sunset views! Guests love the option of an indoor heated pool and outdoor pool and hot tub overlooking the ocean. A contemporary electric fireplace in the living room & bedroom is perfect for those cozy mild winters for your stay on the beach. Enjoy a king size bed in the master... nautical bunkbeds with port holes and queen sleeper sofa in the main living areas. Reserve Your Time Away Today!

18–25 Nov

£189 per night

Guest favourite

Apartment in Gulf Breeze

4.96 out of 5 average rating, 137 reviews

Fun Mid-Century Modern Beachside Condo on the Gulf

Experience the most beautiful beaches just steps away from your newly remodeled mid-century modern beach condo. The kids (big ones too) will enjoy the 300 Retro Game Arcade System and the 70" Flat Screen TV. Our fun condo sleeps 6 comfortably with a King in the master bedroom and two queens in the second bedroom. All beds have brand new 5 star Zinus 12" mattresses, so you'll sleep like a baby:) You'll find the kitchen is fully stocked and ready to support all your cooking needs.

7–14 Dec

£128 per night

Guest favourite

Apartment in Pensacola Beach

4.93 out of 5 average rating, 117 reviews

Pelican's Perch @ Villas on the Gulf

This renovated 2 bed/1.5 bathroom condo is stocked and ready to go--Just bring your groceries and swimsuits! This quaint little beach condo is the perfect, affordable getaway you are looking for. In less than a two-minute walk from the front door, you can have your toes in the sand, soaking up the sun on the Gulf. It features a carport for private parking, two bedrooms, w/ a King bed in one room, two full beds in the other, a couch in the living area, and a queen air mattress.

25 Jan – 1 Feb

£161 per night

Guest favourite

Guest suite in Pensacola

4.88 out of 5 average rating, 414 reviews

Pelican Nest Oasis-Heated Pool/Jacuzzi Tub

Welcome to the beautiful Pelican Nest! Fully-furnished, gorgeous one bedroom apartment in a prime, safe, quiet location in a cul-de-sac; on-site laundry facilities; Private balcony views of the beautiful pool; fabulous park 2 doors away; fully-equipped kitchen, inner-spring, memory foam futon, walk-in closet, dedicated office space; high-speed internet/streaming services! There’s plenty of storage; a fabulous whirlpool tub; bikes and a game room! It's set up like condos.

11–18 Sept

£102 per night

Guest favourite

Apartment in Pensacola

4.93 out of 5 average rating, 138 reviews

Serving Vitamin SEA! Ground floor BEACHFRONT views

Welcome to Perdido Skye!! Our property location is 13785 Perdido Key Dr. Pensacola, FL, 32507. Unit G1. We fell in love with this ground floor, cozy condo with views that connect you to the sugar-white sand beaches and sparkling blue gulf waters. Our corner unit fills the rooms with sunshine and lots of Vitamin SEA and is very accessible to the pool, ocean, grilling area and parking. No hassle or waiting for elevators. HAPPY BEACHING!! Sincerely, Steven and Rebekah

14–21 Nov

£153 per night

Guest favourite

Guest suite in Gulf Breeze

4.88 out of 5 average rating, 681 reviews

Sunny Studio 3 miles to beach

Calming, sunny, fully-furnished attached studio with private entrance, recently updated kitchenette, & pool. Covid cleaning compliant. Good WIFI. Perfectly located 3.2 miles to Casino Beach, & Shoreline Park trails that take you straight to the Pier. Great for biking, walking or jogging! Fully stocked with beach chairs, indoor/outdoor towels, boogie boards, coolers etc. The backyard is beautiful & there's a private pool must be 18 to use.Assigned driveway parking .

25 Sept – 2 Oct

£92 per night

Superhost

Flat in Pensacola

4.81 out of 5 average rating, 144 reviews

Caribbean Blue steps from the beach

The condo is located only 200ft from the unspoiled sugar-white beach of Perdido Key. You'll feel right at home the moment you step inside its beautiful interior, boasting unique teak furniture, original artwork by owner, nautical touches, and calming colors. This is NOT a beachfront property. The condo overlooks a swimming pool. No sea view. Sleeps 4 plus an infant. No unaccompanied guests under 25.

21–28 Aug

£118 per night

Guest favourite

Flat in Gulf Breeze

4.98 out of 5 average rating, 365 reviews

Private cozy guest house mins from beach

Annexed to our main home this private and cozy one bedroom guest house is located in a quiet neighborhood, just a few minutes' drive from Pensacola Beach. Our shared pool is heated upon request only, private enough for our guests to relax after a day at the beach. Bikes and kayak are also available upon request. Two guests ONLY Age restriction: 21+. No pets/children

17–24 Sept

£143 per night