
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.

Melody of the Sea - On the Beach - Incredible View
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

$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.

Condo on Pensacola Beach
Enjoy a fun, carefree family vacation at Baywatch. Baywatch is a 3 story, 87-unit. THIS IS A WALK-UP UNIT, NO ELEVATOR. Family-oriented condominium complex located on beautiful Santa Rosa Island. A free Trolley ( runs during Summer time only). There is a walking/biking paved path. 5 minute walk to the beach. 1.5 mile to the main business area. This unit is comfortable for 4 adults, any extra (adult) person needs to be approved upon reservation. Again THIS IS A WALK-UP UNIT, NO ELEVATOR.

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p
Welcome to The Diving Dolphin... a 2 bedroom/ 2 bathroom condo located in Emerald Isle Condominium complex~ Directly on Pensacola Beach! This beautiful condo is located on the 5th floor and overlooks the stunning waters of the Gulf of Mexico! Come on in and relax- this condo has it all! The condo has a capacity to comfortably sleep 6. We will send you a welcome packet with details about the complex, unit and area! ~COMPLIMENTARY BEACH CHAIR & UMBRELLA SET UP MARCH - OCTOBER!~

Pelican's Perch @ Villas on the Gulf
This renovated 2 bed/1.5 bathroom condo is stocked and ready to go--Just bring your groceries and swimsuits! This quaint little beach condo is the perfect, affordable getaway you are looking for. In less than a two-minute walk from the front door, you can have your toes in the sand, soaking up the sun on the Gulf. It features a carport for private parking, two bedrooms, w/ a King bed in one room, two full beds in the other, a couch in the living area, and a queen air mattress.

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.

307 Gulf Beach Front View ~ Special ~ Book June 6
Come experience this Beautiful 5 Star Gulf Front Condo, Heated Gulf Side Pool & Hot tub, This Newly Renovated unit offers a Private, Gulf Front Balcony with Amazing Gulf Views, watch Dolphins, Swim in 2 Gulf Side pools, 1 heated, Hot tub on the Gulf. Sleeps 6, Gulf Front Balcony Master on Gulf, 2 BDRM, 2 BA, Master Suite has a luxurious King Size Cloud Lux Tempur-Pedic Bed. Guest Rm 2 has a Euro Top Plush Queen Mattress, LR has a Memory Foam Queen sleeper sofa.

Condo on Bay, Steps to Gulf
TWO Gulf-View Balconies • Heated Pool • Gulf & Sound Access • King Suite • Family-Friendly Escape to our spacious 3-level Pensacola Beach condo for 8! Enjoy Gulf views from two private balconies, direct beachfront access, and a heated community pool. This waterfront retreat features a chef's kitchen, a primary suite with a Jacuzzi, and a fun bunk room. Perfect for families seeking a serene coastal getaway with modern comforts and a prime location near Fort Pickens.

Poolside Family Retreat w/ Hot Tub & Game Room
PLEASE READ entire description to ensure accurate expectations. Relax while the kids play! Enjoy a private pool (seasonally heated), bubbling hot tub, and A/C game room packed with fun. Parents can unwind in the new massage chair or simply enjoy the peaceful backyard oasis. Centrally located—just 10 min to Downtown, 20 to Perdido Key, and 30 to Pensacola Beach—this family retreat blends relaxation, comfort, and connection for your perfect getaway!
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

East Bay Hideaway — A Private Waterfront Escape

Casa Verde: Heated Pool +JET SKI & Pontoon rental

Heated saltwater pool | Pet Friendly | Family home

Portofino Island Escape

Pool House Hidden Gem! Airbnb's FAV Home! TOP 5%!

Huge Private Pool! Steps 2 Beach + Pet Friendly
Condo rentals with a pool

Penthouse @ Sabine Yacht & Racquet Club

Sophisticated Condo with Unbeatable Gulf Views!

Portofino Tower 1 - 9th-Floor Knockout

Beach Club 1906 - 𝑷𝒂𝒓𝒂𝒅𝒊𝒔𝒆 𝑭𝒐𝒖𝒏𝒅

A STEP ABOVE ! Stunning views on the 19th floor !

Ocean view. Steps to beach & pool! Sleeps 7+

Pensacola Beach Condo w/ Great Views (F12)

Mermaid Manor
Other holiday rentals with a pool

The Oasis 1506 | Lazy River, Poolside Grill!

Pensacola’s Paradise | Pool + Jacuzzi + Game Room

Casa Tranquilo Heated Pool and Sauna!

Baywatch Retreat 2/2 Beach Condo w/Pool

Beachfront Balcony Views | Resort Pool | Sleeps 8

Gulf Front Getaway

Beach Front in Perdido Key, Pool, Hot tub, Balcony

Beachfront - "Weekend At Benny's"
When is the best time to visit Pensacola Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $320 NZD | $318 NZD | $390 NZD | $360 NZD | $449 NZD | $569 NZD | $631 NZD | $432 NZD | $360 NZD | $365 NZD | $333 NZD | $328 NZD |
| 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 2,210 holiday rentals in Pensacola Beach

Nightly prices starting at
Pensacola Beach holiday rentals start at $118 NZD per night before taxes and fees

Verified guest reviews
Over 45,510 verified reviews to help you choose

Family-friendly holiday rentals
1,950 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 200 rentals that welcome pets

Rentals with dedicated workspaces
1,150 properties have a dedicated workspace

Wi-Fi availability
2,180 of Pensacola Beach holiday rentals include Wi-Fi 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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- Rentals with pools Escambia County
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- Gulf State Park
- Destin Beach
- Gulf Shores Public Beach
- Perdido Key Beach
- Crab Island
- Pensacola Beach
- Destin Harbor Boardwalk
- Alabama Point Beach
- OWA Parks & Resort
- Opal Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Village of Baytowne Wharf
- Flora-Bama Lounge
- Gulf Breeze Zoo
- The Hangout
- HarborWalk Village
- Fort Walton Beach Landing
- Henderson Beach State Park
- The Boardwalk on Okaloosa Island
- Waterville USA/Escape House
- Gulfarium Marine Adventure Park
- Adventure Island
- The Track - Destin





