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

4.98 out of 5 average rating, 105 reviews

Romantic Fall Getaway ~Stunning Views!

Stunning Beachfront View~Beautiful Interior Design~Beach Equipment~Chef's Kitchen~Ice Machine~Pool Experience the breathtaking beauty of Pensacola Beach with "Idle Wave," where you'll be enchanted by the stunning vistas of sugar-white dunes and the crystal-clear emerald waters of the Gulf. This inviting, family-friendly condo spans three floors, offering the ultimate escape for your upcoming vacation. Nestled on the serene side of the island, "Idle Wave" provides a peaceful oasis. With conveni

Guest favorite

Condo in Pensacola Beach

4.97 out of 5 average rating, 151 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.

Guest favorite

Condo in Navarre

4.9 out of 5 average rating, 154 reviews

Steps to the Beach / Sleeps 4 w/ King BR & 2 BA

Renter must be 25 years or older & residing in the unit for the entire length of the reservation. Add'l guest of all ages welcome No local rentals (<75 miles). MON & FRI check in/out 1st Floor/ King & twin bunks / Sleeps 4 Main bedroom w/ensuite bath/Full bath in hall Crib available w/request 2 Wall mounted TVs Fully equipped kitchen & washer/dryer Towels & sheeted beds. 4 beach towels & cooler Steps from the Santa Rosa Sound & Gulf/affordable vacation w/ pool (not heated), gas grills

Guest favorite

Condo in Pensacola Beach

4.96 out of 5 average rating, 120 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 Beach

4.98 out of 5 average rating, 172 reviews

Beachfront Bliss: Walk to Dine & Play on Sands

**Recently Updated Interior!** Experience the stunning Gulf of Mexico from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach! Nothing separates you from the best white-sand beach on the Gulf Coast. This beach condo boasts a vibrant interior filled with beach-themed accents, a private balcony with sweeping ocean views, and access to 2 pools (1 heated) and a hot tub. Enjoy the best restaurants and shopping on the beach, all within a short walk.

Guest favorite

Guest suite in Gulf Breeze

4.95 out of 5 average rating, 118 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 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

Tiny home in Pensacola

4.97 out of 5 average rating, 112 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.

Superhost

Condo in Orange Beach

4.9 out of 5 average rating, 307 reviews

PHX 3143 On Beach, Pools and Spas

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 Ruby Slipper voted best brunch place. Parking/ stay is $55 paid to the homeowners association. No pets allowed.

Guest favorite

Guest suite in Gulf Breeze

4.91 out of 5 average rating, 179 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, 146 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.