Vacation 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 favorite

Condo in Orange Beach

4.97 out of 5 average rating, 361 reviews

Direct Gulf Front Studio on the Beach.

You'll love the DIRECT GULF FRONT view of the beach from the private balcony of this studio! Enjoy a cup of coffee or late night drinks listening to the sound of the waves. Just steps from the sandy white beaches and the clear emerald waters. Newer furnishings and whole unit freshly painted. New dishwasher and counters, ductless AC, queen sized bed and full size pull out sofa, remodeled bathroom with walk-in shower, large flat screen TV, updated full kitchen, washer/dryer in unit and Free WiFi.

Nov 25 – Dec 2

G$33,673 GYD per night

Superhost

Condo in Orange Beach

4.88 out of 5 average rating, 181 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

Nov 18 – 25

G$22,332 GYD per night

Guest favorite

Cottage in Pensacola

4.98 out of 5 average rating, 420 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.

Nov 27 – Dec 4

G$30,551 GYD per night

Guest favorite

Condo in Pensacola

4.98 out of 5 average rating, 116 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!

Jan 20 – 27

G$29,224 GYD per night

Guest favorite

Condo in Orange Beach

4.91 out of 5 average rating, 272 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.

Dec 23 – 30

G$34,161 GYD per night

Guest favorite

Condo in Orange Beach

4.96 out of 5 average rating, 191 reviews

Water, Water, Everywhere!

New Amenities include Pickleball Courts, an 18 Hole Putt-Putt Course, a coffee shop, a Tiki Bar, and 5 Cabanas. Spacious and luxurious, 1602 sq.ft., 2 bedroom, 2 bath condo nestled in a serene, 23-acre waterfront environment. The resort borders on one and a half miles of unobstructed shoreline, pristine beaches, protected natural habitat, and memorable sunsets. The kids will love the lazy river at the upper pool and water slides at the lower pool and you can watch the fun from the condo!

Jan 19 – 26

G$28,574 GYD per night

Guest favorite

Condo in Navarre

4.97 out of 5 average rating, 103 reviews

La Playa Esmeralda-Panoramic Sunset Views

Welcome to La Playa Esmeralda, a beautifully renovated 2nd floor studio. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 2 comfortable beds-1 regular and 1 Murphy bed, along with a coffee bar and fully equipped kitchen. You're just a 5 minute walk to the beach. Enjoy a dip in the pool, grilling in the gazebo and fish all night long on our large, lighted, private fishing pier, where no fishing license is required.

Dec 26 – Jan 2

G$27,334 GYD per night

Superhost

Condo in Fort Walton Beach

4.87 out of 5 average rating, 127 reviews

El Matador 622: pool, beach, hottub, fitness, view

Stylish, updated condo just steps away from sugar-white beaches of Okaloosa Island. Breath-taking views from the balcony over the pristine sandy dunes rolling out toward the emerald waters of the Gulf. Perfect for relaxing, sunset-watching or a fun-filled beach vacation. Fully equipped kitchen and ample closet space provide the conveniences of home. Two pools, hot tub, tennis courts, fitness room and lush tropical grounds ensure an unforgettable resort resort experience at El Matador 622.

Jan 30 – Feb 6

G$20,576 GYD per night

Guest favorite

Condo in Orange Beach

4.91 out of 5 average rating, 290 reviews

Beachfront - PENTHOUSE - Breathtaking 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.

Nov 5 – 12

G$31,032 GYD per night

Guest favorite

Condo in Pensacola Beach

4.93 out of 5 average rating, 115 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.

Oct 29 – Nov 5

G$30,365 GYD per night

Guest favorite

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.

Oct 12 – 19

G$37,483 GYD per night

Guest favorite

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 .

Sep 17 – 24

G$20,538 GYD per night