Vacation rentals with a pool in Pensacola Beach

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Top-rated rentals with a pool in Pensacola Beach

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

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Guest favorite

Condo in Mary Esther

4.87 out of 5 average rating, 157 reviews

Waterfront Condo with FREE Kayaks

WATERFRONT CONDO 🤗🏝️ *Two Free Ocean Kayaks for guests. ( a $200/day value). Stay on the water with amazing views of the Santa Rosa sound and Okaloosa island, the pool is 5 steps away. *Large and airy one bedroom, one living room, kitchen and bath, TV in both the bedroom and living room. Endless relaxation days. *Kayaks are free to use, we offer life vests, kayak paddles, beach chairs and beach umbrella. *We are 4 miles to the Gulf beach on Okaloosa Island and 9 miles to Destin Harbor.

Guest favorite

Condo in Orange Beach

4.96 out of 5 average rating, 256 reviews

Phoenix X 1105- 1BR Florabama King Luxury Suite

This meticulously maintained and beautifully furnished Phoenix 10 condo is the epitome of elegance and sophisticated luxury for the discerning couple or small family seeking respite in a beach resort setting. Sip your morning coffee on your private balcony overlooking the beach and Gulf of Mexico. Situated directly on the beach! Parking available in Association lobby for a $60 fee per stay. Linens, towels and complementary starter package (TP/ paper towels, dish detergent and shampoo provided)

Guest favorite

Home in Gulf Beach

4.98 out of 5 average rating, 117 reviews

Come stay at Seas~the~Day!! 6th Floor magic!

Come stay at Seas the Day and relax on your private balcony while taking in breathtaking, 6th floor views of the beautiful Gulf of Mexico. We are located minutes from Pensacola NAS along with lots of other restaurants and shopping venues. We fell in love with this 6th floor, cozy condo with views that connect you to the sugar-white sand beaches and sparkling blue gulf waters. The condo is very quiet and easily accessible to the elevator, pool, ocean, grilling area and parking. HAPPY BEACHING!!

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

Condo in Gulf Shores

4.92 out of 5 average rating, 170 reviews

Beachfront - Amazing location - Breathtaking 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.

Guest favorite

Guest suite in Gulf Breeze

4.95 out of 5 average rating, 119 reviews

Cozy Suite | 2BD/1BA | Private Pool and Backyard

Welcome to Bella Blue! Our beautiful and newly renovated Pool Oasis. Quiet private 2 BR / 1 BA apartment with a private crystal clear pool/ inviting firepit and more. Private fenced spacious backyard for pets. Only 6 Miles from beautiful Navarre beach. Hang out in our family friendly play pool or head to the emerald waters of Navarre beach. Located one mile from the Gulf Breeze Zoo, 15 miles from Pensacola Beach. Conveniently located for shopping /restaurants. We hope you enjoy! - Sonya

Guest favorite

Guesthouse in East Hill

5 out of 5 average rating, 126 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

Condo in Gulf Shores

4.87 out of 5 average rating, 234 reviews

Beachfront Condo/Balcony/Outdoor/Indoor Pool/Sauna

This private beachfront retreat is perfect for couples, families, or those just wanting to relax. Comfortably sleeps 6: queen in bedroom, 2 bunk beds, and queen memory foam mattress sleeper sofa. Setup with washer/dryer, coffee, espresso pods, teas, and everything else to make this the most comfortable stay possible! Note: In the winter outdoor pool / hot tub could be closed for occasional maintenance. The indoor heated salted pool, sauna, and gym will remain open.

Guest favorite

Tiny home in Pensacola

4.96 out of 5 average rating, 114 reviews

Tiny Home Pool view 25 Mins to Beach -Unit A

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.

Guest favorite

Guest suite in Gulf Breeze

4.91 out of 5 average rating, 180 reviews

East Bay Getaway - Studio with Pool & Hot Tub

Welcome to East Bay Getaway, a private studio with modern conveniences you expect. This clean and comfortable room with private entry is an attached MIL suite in a 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 to enjoy, with a large pool and hot tub. A bike/walk path is directly across the street, which goes for miles either direction.

Guest favorite

Guest suite in Pensacola

4.91 out of 5 average rating, 151 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.

Guest favorite

Condo in Pensacola Beach

4.91 out of 5 average rating, 304 reviews

Coastal dream @ Pensacola Beach with heated pool

Stunning beachfront property. The two-story unit with Gulf views, balconies, and amenities like an elevator, pool, and covered parking spaces make it a desirable location. It’s convenient being steps away from the beach and close to attractions like the Pensacola Beach Gulf Pier and Boardwalk. Enjoy the upscale features and the relaxing atmosphere!