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

Condo in Pensacola Beach

4.97 out of 5 average rating, 132 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.

2–9 Jan

$303 NZD 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

$272 NZD per night

Guest favourite

Condo 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.

24–31 Jan

$299 NZD per night

Guest favourite

Condo in Pensacola

4.98 out of 5 average rating, 117 reviews

This is the one! Perfect Getaway near the beach.

Welcome to a place you will want to return to time and again. Fresh renovations, all the amenities! Steps away from a Tiki bar and huge outdoor pool/hot tub! Live music almost nightly! Parking right out front! Johnson and Orange Beach are minutes away. Our goal is to make sure you have the best possible time! You deserve a break. The couch pulls out to a queen bed. Enjoy full kitchen, large shower, fitness center, indoor and outdoor pool and if something feels like it’s missing, let us know!

13–20 Nov

$315 NZD per night

Guest favourite

Condo 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 Oct

$440 NZD per night

Guest favourite

Condo in Orange Beach

4.95 out of 5 average rating, 128 reviews

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.

31 Jan – 7 Feb

$287 NZD per night

Guest favourite

Condo 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

$333 NZD per night

Superhost

Condo in Orange Beach

4.85 out of 5 average rating, 117 reviews

Phoenix V 1402 BEACHFRONT with Kids Splash Pad!

This unit is in Phoenix V and is a one-bedroom, one-bathroom BEACHFRONT unit. It can sleep up to 5 using the queen size pull out sofa. There is a fully stocked kitchen, living area with flat screen tv and a balcony with a breath taking view of the beach and ocean. Phoenix V offers indoor/out pools & hot tubs. There is a Splash pad & water park for the kiddos. Gazebos, outdoor grills, fitness center, basketball & racquetball courts. IMPORTANT NOTE: RENTERS MUST BE 23 YRS OF AGE

30 Nov – 7 Dec

$251 NZD per night

Guest favourite

Condo in Pensacola Beach

4.95 out of 5 average rating, 207 reviews

Newly renovated condo with amazing water views!

Experience the clear blue water and white sand of Pensacola Beach. Enjoy spectacular views of Pensacola Bay from a private 3rd floor balcony. This newly renovated condo offers a fully stocked kitchen, luxury linens, and calming beach decor. The master has a queen size bed, flat screen TV, and ensuite bathroom. The 2nd bedroom offers 2 full size bunk beds. The main living room has another flat screen TV, comfortable couch and is a perfect place for your group to gather.

16–23 Oct

$358 NZD per night

Guest favourite

Guest suite in Pensacola

4.88 out of 5 average rating, 415 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 Sep

$212 NZD 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 Sep – 2 Oct

$195 NZD per night

Guest favourite

Apartment 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

1–8 Dec

$297 NZD per night