Vacation rentals with a pool in Pensacola

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Top-rated rentals with a pool in Pensacola

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Pensacola Beach

4.95 out of 5 average rating, 122 reviews

$0 clean fee! Beachside/pool view/king bed/jacuzzi

Perfect little place for couples or small families to get some R&R. This condo has a poolside view in a lovely little complex, and is just one building back from the beach - steps from paradise! The Gulf boasts some of the most beautiful beaches in the world, and this is the perfect location tucked away from the busy crowds but still close to restaurants, activities, live music, national parks, and a world class spa. The condo is well-equipped and recently updated in October 2022. Come enjoy!

Guest favorite

Vacation home in Orange Beach

4.94 out of 5 average rating, 103 reviews

Outlet Mall | Christmas Shopping | Pool | Beach

Enjoy a luxurious beach vacation at this newly-built three-bedroom beach house. With ample natural light, modern decor, and comfortable furnishings, this stunning space will make you feel right at home. Relax by your private pool, cook in the full kitchen, enjoy the views and ocean breeze from the patios, and have your toes in the sand within minutes! 3 Min Walk to the Beach 4 Min Drive to Flora-Bama Lounge 5 Min Drive to Adventure Island Experience Orange Beach With Us & Learn More Below!

Guest favorite

Home in Pensacola Beach

4.93 out of 5 average rating, 122 reviews

Backyard Oasis Family friendly Pensacola Beach, FL

Welcome to Paradise w/ POOL. Kid friendly. Now that we have rented out our home there are two main things to note: 1) we live upstairs and you will hear our kids footsteps. (7-8am). No complaints about voices. 2) our pool is Not heated. Enjoy sound side beach access RIGHT across the street! Best sunsets on the beach! Gulf of Mexico is 5 blocks away. Private lanai with grill and pool access. Enter underneath the stairwell into your unique private 2 bedroom 1 bath suite. Keypad on door.

Guest favorite

Home in Pensacola

4.93 out of 5 average rating, 164 reviews

Flamingo On Fisher In The Heart Of Pensacola

Make this home your destination to relax and unwind. The backyard itself will be your special place. The house is perfect for a group to relax and unwind. We are fully equipped with amenities to ensure you feel at home. Centrally located, we are close to everything that makes Pensacola the perfect place to vacation. Pensacola Beach is 9 miles away, 3 miles to the heart of downtown, 3 miles to the airport, 8 miles to NAS Pensacola, 3 to miles Cordova Mall, 2 miles to Pensacola Bay Center.

Guest favorite

Townhouse in Gulf Beach

4.89 out of 5 average rating, 107 reviews

PRIVATE Beach/Club 4 BR (3 Ensuite) Perdido 6611

THIS RESORT VILLA IS a MUST STAY. Located in the coveted golf community of Lost Key Resort Villas on Perdido Key Drive in Pensacola, Florida. Offers the best of FL living, championship golf, white sugar sand beaches and the beautiful blue water of the Gulf of Mexico. You will also find many restaurants, a marina, & pool & fitness center within minutes. This stunning 2128 sf home can accommodate up to 13 people with 4 Bedroom and 4 Bathrooms & 2 car garage. Relaxation at it's best.

Guest favorite

Condo in Pensacola

4.97 out of 5 average rating, 115 reviews

Salt Shack at Purple Parrot Resort, Perdido Key

The Salt Shack is in a prime location within the Purple Parrot Resort, which is about 1/2 mile from the beach! The condo's rear terrace overlooks the resort style pool/hot tub & tiki bar! 🍹 This vacation home has a king suite and set of built-in bunk beds in the living room which allows it to sleep up to 4 guests. Other amenities include an indoor pool/hot tub, fitness center and saunas. You will have 2 unassigned parking spaces inside the gated complex during your stay.

Guest favorite

Guest suite in Gulf Breeze

4.88 out of 5 average rating, 720 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 .

Guest favorite

Home in Pensacola

4.85 out of 5 average rating, 333 reviews

2,000 SF Oasis, Comfy Main House

Welcome to the spacious, beautiful, renovated Pensacola Retreat! You’re in the 2,000 SF LARGE MAIN home in a safe, quiet, prestigious, NE area. You have a king, queen & 2 day beds! NEW vanities and flooring in the baths! There’s a HUGE seasonally-heated pool & new gazebo RESERVED for the main house! There’s a lrg. renovated kitchen, 4 bedrooms & a large living room! It’s like a condo (but w/ MUCH fewer people!); shared pool, game room & laundry. 4 smart TVs!

Guest favorite

Condo in Pensacola

5 out of 5 average rating, 105 reviews

~Seaside Getaway~ Condo in Purple Parrot Resort!

You will enjoy our gated island resort praised for our 5000 sq. ft. outdoor pool with waterfalls and hot tub, a poolside tiki bar with live entertainment. Walk 20 steps out the bedroom door and enter the indoor pool room with hot tub, exercise room and Sauna. A 10 minute walk to the public beach, beautiful emerald coast! Minutes away from Orange Beach, Gulf Shores. Strictly limited to 4 guests. Make some memories at this unique and family-friendly place.

Guest favorite

Rental unit in Pensacola

4.86 out of 5 average rating, 537 reviews

Hermosa Flor apartment( Duplex).

A beautiful water front privet apartment, DUPLEX(studio, open concept ) with a nine feet deep pool available and the beach ( only 3 min away). This apartment is across the canal from a sandy beach which is a great relaxing time for a family or singles to have fun and enjoy activities like fishing, boating, and other fun things on the water. the apartment itself is located in a calm and peaceful area. Pool it is complementary!!!!! Sharebel backyard and pool.

Guest favorite

Condo in Pensacola

4.99 out of 5 average rating, 113 reviews

Immaculately clean beautiful villa@ Purple Parrot

Enjoy poolside relaxation in this gated community. Nearby beaches include Johnson’s national park with miles of pristine white beaches. Condo comes furnished with updated appliances, linens, cookware, margarita maker, extra bedding, beach towels, beach cart and beach chairs. Enjoy indoor or outdoor pool and hot tubs. Outdoor has grotto with waterfall. Located between Gulf Shores Al and Pensacola Beach many activities are available for your entertainment

Guest favorite

Guesthouse in Gulf Breeze

4.99 out of 5 average rating, 102 reviews

Snowbird Paradise

Built in 2020, this guesthouse is located in quite and safe neighborhood. 8 miles to Pensacola beach and 17 miles to Navarre Beach. Completely private with your own driveway and parking area, plus the use of the main house pool, patio and BBQ. Beautiful view of the forest. On a case by case basis we will entertain 6 guest. Please inquire before booking. Please be sure to review the House Rules section.