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

Two metal chairs with yellow mesh seating are positioned around a small round table on a wooden deck. The backdrop features a swimming pool surrounded by trees and a privacy fence, creating a serene outdoor space.

Guest suite in Gulf Breeze

4.88 out of 5 average rating, 198 reviews

East Bay Getaway - Studio with Pool & Hot Tub

Welcome to East Bay Getaway, a private studio nestled in the woods. This clean and comfortable room with private entrance is a MIL suite attached to your host's home, on more than an acre. It features a kitchenette (no stove), high-speed WiFi, 32" smart TV, and dedicated HVAC system. Plenty of outdoor space, with a large pool and hot tub in the shared, privacy fenced backyard. A bike/walk path is directly across the street, which goes for miles either direction. 3- burner BBQ grill - NEW for 25!

Top guest favorite

A sparkling pool is depicted surrounded by a wooden deck and lush greenery. The pool features a slide and a clear blue surface reflecting sunlight. Colorful decorations adorn the surrounding fence, enhancing the cheerful outdoor space.

Home in Pensacola

5 out of 5 average rating, 103 reviews

Private Pool-Near NAS- Grills-Arcades-FamilySetUp

This is the home families are loving!! Centrally located for time at Pensacola Beach and Perdido Key Beaches, Johnson Beach, it's all within a very short drive! View the Blue Angels on Tues/Wed, from the house you can see some of the practice in the sky! Great to visit your Military family members at NAS or Corry Station. This Pool house is clean, as shown, stocked with kitchen supplies, beach towels, gas grill is set to go! The guests have had a great time making memories that will last here.

Top guest favorite

A two-story home features a light blue exterior and a symmetrical design, framed by white columns on the porch. The landscaped front yard is neatly manicured, with low shrubbery and a brick pathway leading to the front door.

Home in Downtown Pensacola

4.91 out of 5 average rating, 199 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

The Bayfront Manor brings the best of both worlds to your vacation or business stay in Pensacola. Located 5 min walk from historic downtown, Seville Square, and Palafox Street, the location is ideal for all dining, nightlife, and events. The home is positioned on the corner of Bayfront Dr allowing for great water views of Pensacola Bay. The best beaches on the Gulf are only a 10 min drive. The location is also great for wedding parties as the Barkley House and Christ Church are walkable.

Guest favorite

The living area features a comfortable gray sofa set, a white coffee table, and a ceiling fan. Natural light enters through sliding glass doors leading to a private patio. An open kitchen with wooden cabinetry and a dining area is visible, highlighted by bar stools at the counter.

Condo in Pensacola Beach

4.96 out of 5 average rating, 160 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

Condo in Pensacola

4.96 out of 5 average rating, 171 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!

Guest favorite

A serene outdoor area features a refreshing pool surrounded by a white fence. Lush palm trees and manicured grass provide a natural ambiance. In the background, a calm bay is visible with boats docked along the shore, creating a relaxing waterfront atmosphere.

Condo in Pensacola

4.94 out of 5 average rating, 116 reviews

Sunset on the Bayou near NAS/Downtown Pensacola

If you’re looking for a quiet get-away on the water, you will find it here. Our cozy 2 bed/2 bath condo is like a cottage by the sea in a condo setting. Relaxing coastal decor and a beautiful view from the balcony make our home enjoyable inside and out. Enjoy all the amenities of home, sunbathe by the pool, fish from the dock, relax on the balcony, grill out on the lawn. Its all here. Just a short drive from Pensacola NAS, Pensacola Beach and historic Downtown Pensacola. (No pets allowed)

Guest favorite

A serene backyard space features a clear blue pool surrounded by lush greenery. Sunlight filters through the trees, and a variety of plants decorate the perimeter. Lounge chairs are positioned near the pool, providing a comfortable area to relax and enjoy the outdoors.

Home in Pensacola

4.94 out of 5 average rating, 176 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.

Top guest favorite

A private pool area is surrounded by a wooden fence, featuring clear blue water and colorful floats. A shaded seating area with vibrant umbrellas and lounge chairs is visible nearby, offering options for relaxation. The atmosphere is bright and inviting, with a glimpse of the bungalow in the background.

Guesthouse in East Hill

5 out of 5 average rating, 145 reviews

Funky Flamingo~ Guest House~ Pool & Kitchenette

This charming East Hill bungalow is owner managed/cleaned. Steps from Publix, 1 mile to downtown/Bayfront and just 12 minutes to Beach! Enjoy the private pool & patio. Luxury comforts and amenities, with the highest speed Wi-Fi/streaming services. Casper mattress and pillows with (700 thread count Egyptian Cotton sheets), for an amazing nights rest, Beach chairs, cooler, umbrella and towels provided. Enjoy the new walk-in shower w/ tankless hot water heater. LBGTQIA2S+ friendly!

Guest favorite

Apartment in Pensacola

4.86 out of 5 average rating, 558 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.

Top guest favorite

A spacious outdoor area is enclosed with a framed structure, featuring soft blue and white lighting along the floor. Potted plants add a touch of greenery, while lounge chairs are neatly arranged within the space, providing a relaxing ambiance for outdoor gatherings.

Guest suite in Pensacola

4.97 out of 5 average rating, 148 reviews

Tiny Home Pool View 25 Mins to Beacha

Welcome to our cozy tiny home located in my secured backyard, where a queen-sized bed promises a peaceful night’s sleep and our well-equipped kitchenette simplifies meal preparation. You will have free parking in the backyard located just steps away from the tiny home. Additionally, you’ll have the opportunity to gather around the outdoor fire pit for cozy evenings under the stars. Inside, unwind with a smart TV and stay connected with complimentary Wi-Fi.

Top guest favorite

A serene waterfront scene is captured during sunset, showcasing vibrant clouds in hues of pink and orange. A dock extends into the water, bordered by sandy shores and a row of trees, providing a peaceful natural setting.

Guesthouse in Gulf Breeze

4.98 out of 5 average rating, 422 reviews

Licensed 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. Fully licensed by Santa Rosa County, our property ensures a safe and compliant stay. Guests can enjoy our shared pool, private enough for relaxing after a day at the beach. Two guests ONLY-- ONE vehicle only (No vehicle with loud mufflers!) Age restriction: 21+. No pets/children

Guest favorite

Guest suite in Pensacola

4.92 out of 5 average rating, 155 reviews

Hidden gem with private pool! Centrally located!

The Hideaway is a completely private guest suite, close to Pensacola Beach, downtown Pensacola and Pensacola Airport! There is also a private swimming pool exclusively for guests to use! We can accommodate up to 4 guests! There is one bedroom with a queen size bed and a pull out, queen size sofa bed in the living room. There is also a kitchenette with a mini fridge / freezer, a microwave, and a Keurig coffee maker.