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 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.

Nov 6 – 13

ﺩ.ﺇ536 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

ﺩ.ﺇ392 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.

Dec 9 – 16

ﺩ.ﺇ537 per night

Superhost

Condo in Gulf Shores

4.88 out of 5 average rating, 242 reviews

Beachfront - Amazing Location - Spectacular Views!

In the heart of Gulf Shores is this DIRECT beachfront condo with great views in every direction of the sugar white beaches & emerald waters. From the balcony you can watch the majestic sun rise & the sunset or marvel at the dolphins playing. Directly to the East is the public beach with many amenities for the whole family including restaurants, shopping & a playground. After a fun day prepare to make dinner in the well appointed kitchen, relax with the cheerful decor & comfortable sitting.

Jan 28 – Feb 4

ﺩ.ﺇ437 per night

Guest favorite

Condo in Pensacola

4.98 out of 5 average rating, 115 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 18 – 25

ﺩ.ﺇ523 per night

Guest favorite

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!

Dec 16 – 23

ﺩ.ﺇ591 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

ﺩ.ﺇ534 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.

Nov 7 – 14

ﺩ.ﺇ647 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 .

Aug 4 – 11

ﺩ.ﺇ361 per night

Guest favorite

Condo in Pensacola

4.95 out of 5 average rating, 172 reviews

Updated Coastal Chic Villa @ Purple Parrot Resort

Relax and enjoy your stay in this newly renovated 1BR/1BH, decorated with a bright color scheme and located in an island paradise. The Purple Parrot is a gated vacation resort that embodies the care-free lifestyle of the islands. The resort is just minutes away from the beaches, marinas and restaurants that make this barrier island a must visit! Our unit is just a few steps from the giant outdoor pool, complete with a grotto waterfall and an island hot tub.

Dec 16 – 23

ﺩ.ﺇ544 per night

Guest favorite

Condo in Fort Walton Beach

4.97 out of 5 average rating, 148 reviews

Perfect View! Waterfront, Marina, and 2 Pools!

Enjoy beautiful blue skies and gorgeous sunsets over the Santa Rosa Sound, while looking out over the marina from your very own private deck! This gorgeous studio unit has one of the best views in the entire 120 room complex! Located in the preferred A building, this Non-Smoking, NO PETS ALLOWED, sparkling clean top floor unit has a beautiful bathroom with full size tile shower and newer plumbing fixtures.

Dec 9 – 16

ﺩ.ﺇ319 per night

Guest favorite

Condo in Pensacola

4.96 out of 5 average rating, 102 reviews

Perdido Skye 34 luxury beach vacation rental

Perdido Skye condo is located directly on the beach with breathtaking views from your balcony of the emerald green ocean, white sandy beach as well as this 4th floor unit overlooks the pool. Condo was extensively renovated throughout. Condo is decorated with bright beach decor and colors.

Dec 7 – 14

ﺩ.ﺇ537 per night