
Holiday 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.

Beachfront Bliss: Walk to Dine & Play on Sands
**Recently Updated Interior!** Experience the stunning Gulf of America from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach, named America’s Best Beach by the Condé Nast Traveler Readers’ Choice Awards! 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.

Spacious Townhome for Families w/ Beach+Bay Access
Come enjoy the very best of beach life! This Boardwalk townhome is steps from the famous white sand of the Gulf while also offering community pool access & a private, sandy beach on the calmer waters of the bay that is perfect for children to enjoy. This spacious 2 bed/2.5 bath unit (King in master!) has an open layout with beautiful furnishings & outdoor living space on all 3 levels. Plenty of natural light & some Gulf views from each of the balconies you can access from every room in the home.

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 for a $60 fee per stay. Linens, towels and complementary starter package (TP/ paper towels, dish detergent and shampoo provided). Min age to book 25

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.

Waterfront, beach, dock - your Salty Air Retreat!
Embrace island living in our little corner of paradise! This beautiful, family friendly home offers you the ultimate getaway with the clear, calm waters of the Sound right outside your door and the emerald green waters of the Gulf across the street. Swim, fish, and paddle board from your own backyard. Or just enjoy the view from your hammock as your kids build sandcastles on the private white sandy beach. Discover for yourself why Navarre Beach has been named "Florida's Most Relaxing Place"!

$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!

Stay at Sunshine Daydream on Pensacola Beach
Come experience vacation paradise at "Sunshine Daydream" Located in the heart of Pensacola Beach. Perfect beaches, fantastic restaurants/bars, and shopping are only steps away. Enjoy pristine views of Little Sabine Bay from all over this magnificently renovated condo. Unwind on the 300 sq ft covered balcony and watch the sunset from the best location on the island! The complex hosts a large heated swimming pool, private beach, exercise room, dock, elevators, and a full time cleaning staff.

The Flamingo Flat @ Villas on the Gulf
🦩Flamingo Flat: This airy, Palm Beach style condo is the perfect place to relax on a quiet stretch of Pensacola Beach that was voted BEST BEACH IN THE US! For great shopping, dining & 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.

Beachfront Condo • Pool & Resort Perks
Welcome to Pensacola Perch, an 8th‑floor beachfront condo offering expansive views of Pensacola Beach—perfect for dolphin watching and catching the Blue Angels airshow. This modern 2BR/2BA condo sits in the highly sought‑after Emerald Isle gated resort, where guests enjoy premium amenities including direct beach access, two swimming pools, a hot tub, sauna, and a beachfront fitness center. From March–October, enjoy complimentary beach chairs and an umbrella from La Dolce Vita.

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 barrier 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 a restaurant and pool and private beachfront access!

Sea-Esta Beach Front 2 Free Chairs, Umbrella, Pool
Stunning oceanfront condo located directly on Pensacola Beach. Free Beach Chairs and Umbrella. Free WiFi Master bedroom w king bed and Guest bedroom w two double beds. Full bath in the master and beautiful full walk in shower in guest room. Updated fully equipped kitchen w granite countertops and new stainless steel appliances. Start your day watching the sun rises from your balcony over the Gulf of Mexico and end it watching the sun set over another day in Paradise!

Navarre Beachfront Condo
The VIEWS!! With no high-rises for 1/2 a mile to the west and none for miles to the east, Sundunes literally has the best views in Navarre. Our 5th floor east-corner unit offers unobstructed views of the Sound and the Gulf all from the private balcony. Enjoy all the benefits of a low-density condo with private pool, picnic tables, and barbecue grills. Best of all, relax on the snow-white sand and crystal-clear turquoise waters with NO crowds! Ask about SNOWBIRD discounts!!
Popular amenities for Pensacola Beach rentals with a pool
House rentals with a pool

Beautiful Paradise Home - 1 Mile From Beach - POOL

Historic Pool Cottage! Dog Friendly

Heated Pool-Fire Pit-Sun room -Near the Beach

East Bay Hideaway — A Private Waterfront Escape

Pensacola Blue Angel Pool House

Private Pool-Near NAS- Grills-Arcades-FamilySetUp

Historic Downtown Bayfront Home Pool Mins to Beach

Condo on Pensacola Beach
Apartment rentals with a pool

Waterfront Studio • Santa Rosa Sound • Sunsets

Beachfront Gulf View Oasis

Beautiful Gulf View Waterfront Condo

Perdido Sun 706-Beach Front!

Perdido Skye 34 luxury beach vacation rental

Pensacola Beach, Florida 1BR Amazing View

Salty Breezes

Beachfront Luxury Condo with Stunning Views
Other holiday rentals with a pool

Beachfront Paradise Perdido Key

Cozy Bay Front | Fire Pit, Kayaks, Sunsets

Sandy Toes and Tiki Flows

Heated Pool, Direct Beach Access, Beach Gear

Navarre Studio Condo

The Rosales serenity suite

A Peace of Paradise | 2 Primary Suites + Wet Bar

Pensacola Beach Waterfront Condo
When is the best time to visit Pensacola Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $230 SGD | $226 SGD | $296 SGD | $273 SGD | $341 SGD | $432 SGD | $479 SGD | $328 SGD | $273 SGD | $277 SGD | $253 SGD | $249 SGD |
| 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 holiday rentals with a pool in Pensacola Beach

Total holiday rentals
Explore 2,090 holiday rentals in Pensacola Beach

Nightly prices starting at
Pensacola Beach holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 47,100 verified reviews to help you choose

Family-friendly holiday rentals
1,860 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 200 rentals that welcome pets

Rentals with dedicated workspaces
1,050 properties have a dedicated workspace

Wifi availability
2,080 of Pensacola Beach holiday 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!
Destinations to explore
- Waterfront rentals Pensacola Beach
- Rentals with lake access Pensacola Beach
- Townhouse rentals Pensacola Beach
- Rentals with outdoor seating Pensacola Beach
- Beach apartment rentals Pensacola Beach
- Guest house rentals Pensacola Beach
- Cottage rentals Pensacola Beach
- Family-friendly rentals Pensacola Beach
- Rentals with breakfast Pensacola Beach
- Rentals with a fireplace Pensacola Beach
- Villa rentals Pensacola Beach
- Apartment rentals Pensacola Beach
- Rentals with a kayak Pensacola Beach
- Beach house rentals Pensacola Beach
- Flat rentals Pensacola Beach
- Pet-friendly rentals Pensacola Beach
- Fitness-friendly rentals Pensacola Beach
- Rentals with beach access Pensacola Beach
- Rentals with a washing machine and dryer Pensacola Beach
- Private suite rentals Pensacola Beach
- Rentals with a firepit Pensacola Beach
- House rentals Pensacola Beach
- Rentals with a patio Pensacola Beach
- Rentals with a sauna Pensacola Beach
- Beachfront rentals Pensacola Beach
- Rentals with an EV charger Pensacola Beach
- Rentals with a cinema Pensacola Beach
- Rentals with a hot tub Pensacola Beach
- Rentals with pools Escambia County
- Rentals with pools Florida
- Rentals with pools United States
- Gulf Shores Public Beach
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- OWA Parks & Resort
- Opal Beach
- Pensacola Beach
- Perdido Key Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Gulf State Park
- Waterville USA/Escape House
- Gulf Breeze Zoo
- Alabama Point Beach
- Gulfarium Marine Adventure Park
- Adventure Island
- The Track - Destin
- Village of Baytowne Wharf
- The Hangout
- Henderson Beach State Park
- Flora-Bama Lounge
- Alabama Gulf Coast Zoo
- The Boardwalk on Okaloosa Island
- Johnson Beach




