
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.

Phoenix X 1105- 1BR Florabama Beach 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)

Pensacola Beach, Florida 1BR Amazing View
The one-bedroom condo is located on Pensacola Beach in Tristan Towers. (The second bedroom is not accessible due to storage use.) Has an incredible view of the Gulf of Mexico and Pensacola Bay (wrap-around balcony). Located on the bay side, a short walk across the street allows easy access to white sand beaches and Gulf waters. The property has tennis courts, a swimming pool, and a pier. Shops, restaurants, and activities are nearby. Free trolley service runs from Memorial Day to Labor Day.

La Playa Esmeralda - Panoramic Sunset Views
Welcome to La Playa Esmeralda, a beautifully renovated 2nd floor studio. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 2 comfortable beds-1 regular and 1 Murphy bed, along with a coffee bar and fully equipped kitchen. You're just a 5 minute walk to the beach. Enjoy a dip in the pool, grilling in the gazebo and fish all night long on our large, private fishing pier, no fishing license required. Early check-in avail.

MELODY OF THE SEA - ON THE BEACH- INCREDIBLE VIEWS
WHAT A VIEW! DIRECTLY ON THE BEACH...GULF SIDE!!! Beautifully remodeled and updated! This retreat has the rare double windows to enjoy stunning panoramic sunset views! On the beach (No roads to cross)! Resort has indoor heated pool & outdoor pool & hot tub overlooking the ocean. 2 fireplaces in the living room bedroom for those cozy mild winters. King size bed in the master... nautical bunkbeds with port holes & queen sleeper sofa in the main living areas. Reserve Your Time Away Today

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.

Beachfront Condo With Pool & Resort Amenities
Welcome to Pensacola Perch, an 8th floor beachfront condo where you will enjoy expansive views of Pensacola Beach–– a perfect vantage point for dolphin sightings & the Blue Angels Air Show. This 2BR/2BA condo is in the sought after Emerald Isle gated resort where guests can enjoy resort amenities such as direct beach access, 2 swimming pools, a hot tub, sauna, & beachfront fitness center. There’s also complimentary use of 2 chairs & an umbrella from La Dolce Vita all through March to October.

$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!

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.

Bliss on the Bay 2BR 2BA Beach Condo with Pool D7
Relax with family or friends at our cozy condo with amazing views of the bay and the Gulf of Mexico. You are mere steps from the gulf's famous sugar white sandy beaches. Enjoy the complex's amenities- sun at the private beach, swim in the pool (unheated), grill on the BBQ and chill at the fire pit. Rent bikes and explore the miles of beach paths and the Fort at Pickens. You're a short drive to the core of the beach where there's shopping, restaurants, bars and family activities.

Lost Key Paradise - Luxe Cottage with Gulf View
Stunning spacious townhome, just a short walk to the soft and white sandy beach and emerald green waters of the Perdido Key island. It's located in the Lost Key Golf and Beach Resort. This is a hidden gem of the Florida panhandle for a serene beach getaway with best amenities, a Championship 18-hole Arnold Palmer golf course, lighted tennis courts, two resort style pools, hot spa, fitness center, and a Beach Club with complimentary beach chairs and private beachfront access!

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.

Soundside Paradise
Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!
Popular amenities for Pensacola Beach rentals with a pool
House rentals with a pool

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

Beautiful Paradise Home - 1 Mile From Beach - POOL

Poolside Family Retreat w/ Hot Tub & Game Room

BlueMarlin-PoolHeatFreeTilMar1-FreeGolfCartNBikes

Lagoon & Beach! Private Pool, Sleeps 12, Location

The Pine House Pace, FL

White Pearl

Private Pool - Golf Cart - Block to Beach - Destin
Condo rentals with a pool

Beach Paradise - Ocean View - Bonus Beach Service

Heron Nest

Beachfront Panoramic Views Balcony Heated Pool

Welcome To Florida's Hidden Gem!

Stay at Sunshine Daydream on Pensacola Beach

10thFLOceanFrontFreeChairsUmbrellaHeatedPoolArcade

*Beach Condo | Gulf Views | Family Favorite

The Beach Couldn't Be Any Closer!
Other vacation rentals with a pool

Heated Pool, Family Haven, Beach Gear, Pet Welcome

Private Heated Pool | Spa Bath | Walk to Beach

Ocean Breeze East 802

Rainbow Land Carriage House

Paradise on Pensacola Beach

P3-0509 Sunrise Views @ Portofino

Gulf Breeze Bungalow

Beachfront - “Weekend At Benny’s”
When is the best time to visit Pensacola Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $248 CAD | $244 CAD | $319 CAD | $295 CAD | $368 CAD | $465 CAD | $516 CAD | $354 CAD | $295 CAD | $292 CAD | $264 CAD | $246 CAD |
| Avg. temp | 12 °C | 14 °C | 17 °C | 20 °C | 24 °C | 28 °C | 29 °C | 28 °C | 27 °C | 22 °C | 16 °C | 13 °C |
Quick stats about vacation rentals with a pool in Pensacola Beach

Total vacation rentals
Explore 2,100 vacation rentals in Pensacola Beach

Nightly prices starting at
Pensacola Beach vacation rentals start at $55 CAD per night before taxes and fees

Verified guest reviews
Over 46,380 verified reviews to help you choose

Family-friendly vacation rentals
1,860 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 200 rentals that welcome pets

Rentals with dedicated workspaces
1,040 properties have a dedicated workspace

Wifi availability
2,090 of Pensacola Beach vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pensacola Beach rentals

4.8 Average rating
Pensacola Beach stays are highly rated by guests—averaging 4.8 out of 5!
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- Gulf Shores Public Beach
- Crab Island
- Destin Harbor Boardwalk
- Opal Beach
- OWA Parks & Resort
- Princess Beach
- Navarre Beach Fishing Pier
- James Lee Beach
- Perdido Key Beach
- Johnson's Beach, Gulf Islands National Seashore
- Gulf State Park
- Gulf Shores Shrimp Fest
- Steelwood Country Club
- Waterville USA/Escape House
- Tiger Point Golf Club
- Surfside Shores Beach
- Branyon Beach
- Pensacola Beach Crosswalk
- Gulfarium Marine Adventure Park
- Alabama Point Beach
- Eglin Beach Park
- Fort Walton Beach Golf Course
- Raven Golf Club
- The Track - Destin




