
Holiday rentals with a pool in Gulf Breeze
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Gulf Breeze
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.

East Bay Getaway - Studio with Pool & Hot Tub
Welcome to East Bay Getaway, a private studio nestled in the woods. This clean and comfortable room with private entrance is a MIL suite attached to your host's 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, with a large pool and hot tub in the shared, privacy fenced backyard. A bike/walk path is directly across the street, which goes for miles either direction. 3- burner BBQ grill - NEW for 25!

Ocean Tranquility label by guest“Heaven on Earth”.
Relax with the family at this restful retreat “Heaven on Earth” as one reviewer described. This is our home away from home and is owner managed. Owner management. We offer more personal touches. (hand picked towels bedding and a coffee bar), but more importantly is our exceptional housekeeper. She has over 20 years of experience and over 100 5 star reviews for cleanliness. Memorial Day thru Labor Day we offer free umbrella and two beach chairs. The booker must list names of guests & ages.

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.

East Bay Hideaway — A Private Waterfront Escape
Nestled between the world's most beautiful beaches, this bayfront retreat has it all. Enjoy captivating views from the kitchen, living & den spaces. Views continue as you step out on the screened lanai w/room for all to gather poolside. Need a warmer, invigorating quiet time? Stroll across the patio & find a privately situated hot tub. Finally, wander down the dock to fish, swim, connect or star gaze over the glassy waters of East Bay. Unbelievable sunsets await, book before this seasons fills.

1.5 mi to Beach-New Pool! Smart home-Modern Decor!
Joey’s place is a beautiful home in Navarre, Florida, less than 1.5 miles to the beach with a newly added pool (not heated) in June 2024! You'll have the home to yourselves (office & master closet locked). Close to restaurants and shopping, modern décor, smart home, garage parking. Pool added in June 2024. Extended Patio added in September 2024, 8 ft privacy fence added in December 2024. Landscaping being added Spring into Summer 2025. Mural painting on fence surrounding pool Summer-Fall 2025

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.

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 solid surface floors throughout, a fully stocked kitchen 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.

Heated saltwater pool | Pet Friendly | Family home
Welcome to Whispering Sands, your ideal retreat for family relaxation. This centrally located Gulf Breeze oasis offers proximity to shopping, dining, the Gulf Islands National Seashore, and Pensacola Beach's pristine shores, all within a 10-minute drive. Step into a rejuvenated space adorned with new furnishings, flooring, and a fresh paint scheme. Bask in the serenity of the enclosed outdoor seating area or take a refreshing dip in the heated saltwater pool. Your tranquil escape awaits!

Beachfront Luxury Condo with Stunning 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.

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.

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 Gulf Breeze rentals with a pool
House rentals with a pool

Historic Pool Cottage! Dog Friendly

Casanana Beach Retreat- Beach Only 3 Miles Away!

Florida Blue Dolphin House

Casa Tranquilo Heated Pool and Sauna!

Cozy Ranch House/Screened in Pool/ 3BD

Gulf Breeze Oasis-Pool, Hot tub, BBQ, nearby beach

Private (optional) Heated Pool King Beds-NearBeach

Gulf Breeze Home Away From Home
Condo rentals with a pool

Beach Retreat with personality

Sea-Sun's Greetings • Pensacola Beach • 2BR Condo

Beachfront ☀️ Waterfront 🌊 180 ° views in 🧡 of OB

Baywatch Retreat 2/2 Beach Condo w/Pool

Portofino 3BED ~ Perfect For Large Families

Gulf & Bay View- King Bed - Beach Chairs+Wagon

Pensacola Beach Relaxing Condo Waterfront

Pelican's Perch @ Villas on the Gulf
Other holiday rentals with a pool

King Bed Paradise | Outdoor Theatre | Paddleboards

Glamping Yurt at Sandy Creek Resort - Juniper

Beautiful and Spacious Home w/Private Heated Pool!

Rainbow Land Carriage House

Palm Beach Oasis - Waterfront and Quiet

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

Gulf Breeze Bungalow

Gulf Breeze Getaway by the Sea, by community pool
When is the best time to visit Gulf Breeze?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $271 AUD | $278 AUD | $292 AUD | $293 AUD | $312 AUD | $315 AUD | $326 AUD | $328 AUD | $276 AUD | $290 AUD | $326 AUD | $305 AUD |
| 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 Gulf Breeze

Total holiday rentals
Explore 90 holiday rentals in Gulf Breeze

Nightly prices starting at
Gulf Breeze holiday rentals start at $139 AUD per night before taxes and fees

Verified guest reviews
Over 2,400 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 of Gulf Breeze holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Gulf Breeze rentals

4.9 Average rating
Gulf Breeze stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Gulf Breeze's top spots, include Palafox Market, Pensacola Museum of Art, and Bruce Beach
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- Rentals with pools Santa Rosa County
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- Gulf State Park
- Destin Beach
- Gulf Shores Public Beach
- Perdido Key Beach
- Crab Island
- Destin Harbor Boardwalk
- Pensacola Beach
- Alabama Point Beach
- OWA Parks & Resort
- Opal Beach
- Navarre Beach Fishing Pier
- Johnson's Beach, Gulf Islands National Seashore
- Flora-Bama Lounge
- Gulf Breeze Zoo
- The Hangout
- Henderson Beach State Park
- HarborWalk Village
- Waterville USA/Escape House
- Adventure Island
- Gulfarium Marine Adventure Park
- The Boardwalk on Okaloosa Island
- The Track - Destin
- Fort Walton Beach Landing
- The Lighthouse Condominiums





