We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Vacation rentals with a pool in Pensacola Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Pensacola Beach

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

0 of 0 items showing

1 of 3 pages

Home in Pensacola

4.86 out of 5 average rating, 134 reviews

Blue Heaven: Wonderful Waterfront Unit with Kayaks

Welcome to Blue Heaven! This lovely waterfront home sits directly on a calm, shallow cove of Perdido Bay, providing GORGEOUS views & the perfect place for families to relax, swim, & paddle safely, all directly behind the house. This 2 bed/2.5 bath sleeps up to 6 & includes a full kitchen, laundry, 2 kayaks, a paddle board, a water mat, & more! Spend all day enjoying the onsite beach, heated community pool, kayaking, swimming, etc, or take a quick drive to Perdido Key Beaches, dining, and more!

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!

Condo in Pensacola

4.96 out of 5 average rating, 150 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 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

Condo in Orange Beach

4.91 out of 5 average rating, 328 reviews

Beachfront - PENTHOUSE - Breathtaking Views!

In the heart of Orange Beach is this luxury condo with gorgeous views of the sugar white beaches & emerald waters. From the balcony you can watch the majestic sunrise or marvel at the dolphins playing. When a break from the beach is needed you can enjoy the many amenities onsite. Orange Beach offers activities for the whole family including restaurants & shopping. After a fun day prepare to make dinner in the well appointed kitchen, relax with the cheerful decor & comfortable sitting.

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!

Condo in Pensacola Beach

4.94 out of 5 average rating, 231 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.

Condo in Gulf Beach

4.93 out of 5 average rating, 159 reviews

Serving Vitamin SEA! Ground floor BEACHFRONT views

Welcome to Perdido Skye!! Our property location is 13785 Perdido Key Dr. Pensacola, FL, 32507. Unit G1. We fell in love with this ground floor, cozy condo with views that connect you to the sugar-white sand beaches and sparkling blue gulf waters. Our corner unit fills the rooms with sunshine and lots of Vitamin SEA and is very accessible to the pool, ocean, grilling area and parking. No hassle or waiting for elevators. HAPPY BEACHING!! Sincerely, Steven and Rebekah

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.

Condo in Destin

4.97 out of 5 average rating, 317 reviews

Dog Friendly, 1 Bdr 1 Bath, Private Beach & Pool

Less than a five-minute walk to a private beach in Destin, Florida! This Gulf paradise ground floor condo is DOG FRIENDLY. Located in the Chateau La Mer resort complex guests have access to a private parking space, heated pool, tennis courts, and private beach access. There is not an ocean view with this condo. This condo is 850 sq ft. It works well for a couple with up to two children. We do not recommend more than three adults staying at one time.

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!

Condo in Navarre

4.93 out of 5 average rating, 181 reviews

Ocean, Sound & Pool views! 2min walk to the beach!

Sunset Beach is on Santa Rosa Island, Navarre Beach. Condo is in a relaxed condo community with all new quality furnishings and upgraded technology to make your stay comfortable and enjoyable. The condo is private on the third floor directly overlooking Gulf Blvd with unobstructed 180 views of the Gulf, Santa Rosa Sound and down Gulf Blvd!

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Villas

Luxurious estates for the ultimate escape

Popular amenities for Pensacola Beach rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Pensacola

4.85 out of 5 average rating, 333 reviews

2,000 SF Oasis, Comfy Main House

Home in Pace

4.92 out of 5 average rating, 168 reviews

THE PINE HOUSE Luxury, Romantic, Unique Retreat.

Home in Pensacola Beach

5 out of 5 average rating, 9 reviews

Beach Bungalow, Steps from Pensacola Beach & Sound

Home in Navarre

4.96 out of 5 average rating, 138 reviews

East Bay Hideaway - Sun. Swim. Sunset. Stargaze.

Home in Miramar Beach

4.96 out of 5 average rating, 226 reviews

Destin Miramar Walk To Beach Pet Friendly

Home in Destin

4.83 out of 5 average rating, 127 reviews

Cap’s Cottage14B • Beachwalk • Pool • Beach Setups

Home in Downtown Pensacola

4.91 out of 5 average rating, 183 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

Home in Pensacola

4.93 out of 5 average rating, 163 reviews

Flamingo On Fisher In The Heart Of Pensacola

Condo rentals with a pool

Condo in Destin

4.96 out of 5 average rating, 169 reviews

The Merry Whale on The Emerald Coast

Condo in Fort Walton Beach

4.97 out of 5 average rating, 274 reviews

Just For You In Fort Walton Beach

Condo in Fort Walton Beach

4.93 out of 5 average rating, 152 reviews

Sea Shell at Sunset Cottages on Okaloosa Island

Condo in Destin

4.87 out of 5 average rating, 116 reviews

An Ocean Breeze Puts the Mind at Ease! Heated pool

Condo in Gulf Shores

4.88 out of 5 average rating, 306 reviews

WESTWIND CONDO ON BEACH, DIRECT VIEW, SLEEPS 6

Condo in Fort Walton Beach

4.91 out of 5 average rating, 383 reviews

Relaxing Soundside Condo - WataView!

Condo in Pensacola

4.97 out of 5 average rating, 115 reviews

Salt Shack at Purple Parrot Resort, Perdido Key

Condo in Fort Walton Beach

4.87 out of 5 average rating, 151 reviews

El Matador 622: pool, beach, hottub, fitness, view

Home rentals with a private pool

Home in Miramar Beach

4.9 out of 5 average rating, 10 reviews

5 King Brs! Near Beach, Pool, No Chore Checkout

Home in Navarre

5 out of 5 average rating, 3 reviews

Bayou Breeze

Home in Miramar Beach

4.9 out of 5 average rating, 20 reviews

Fully Stocked Home W/ Pool, Hot Tub, Walk to Beach

Home in Destin

4.95 out of 5 average rating, 21 reviews

Near Beach W/ Pool, Hot Tub & Chef's Kitchen

Home in Destin

5 out of 5 average rating, 17 reviews

Fully Stocked Villa Near Beach with Pool

Home in Miramar Beach

5 out of 5 average rating, 6 reviews

New! Luxury Villa, Private Pool, Steps to Beach!

Quick stats about vacation rentals with a pool in Pensacola Beach

Total rentals
1.9K properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
39K reviews
Family-friendly rentals
1.6K properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with dedicated workspaces
1K properties have a dedicated workspace

Destinations to explore