
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.

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.

$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.

Backyard Oasis Family friendly Pensacola Beach, FL
Welcome to Paradise w/ POOL. Kid friendly. Now that we have rented out our home there are two main things to note: 1) we live upstairs and you will hear our kids footsteps. (7-8am). No complaints about voices. 2) our pool is Not heated. Enjoy sound side beach access RIGHT across the street! Best sunsets on the beach! Gulf of Mexico is 5 blocks away. Private lanai with grill and pool access. Enter underneath the stairwell into your unique private 2 bedroom 1 bath suite. Keypad on door.

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!

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.

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

Relaxing Gulf View Getaway
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.
Popular amenities for Gulf Breeze rentals with a pool
House rentals with a pool

Poolside Family Retreat w/ Hot Tub & Game Room

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

Casa Tranquilo Heated Pool and Sauna!

Heated Pool, 7 Mins to the Beach, Game Room

1.5 mi to Beach-New Pool! Smart home-Modern Decor!

Private (optional) Heated Pool King Beds-NearBeach

Flamingo On Fisher In The Heart Of Pensacola

Vintage Charmer with Tiny Pool Close to Downtown
Condo rentals with a pool

Soul Shine - a Water Front Condo

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

Baywatch Retreat 2/2 Beach Condo w/Pool

Melody of the Sea - On the Beach - Incredible View

Tranquil and Spacious Condo - PBC 110

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

Mermaid Manor

Bliss on the Bay 2BR 2BA Beach Condo with Pool D7
Other holiday rentals with a pool

Beautiful and Spacious Home w/Private Heated Pool!

Balinese Beach House w/ Pool, Huge Hot Tub & Sauna

Private Pool, Steps to the beach, Golf cart

Pensacola Backyard Oasis

Gulf Breeze Bungalow

Golf, Sunsets, Beach Great for families, sleeps 10

Villa Rosa: Modern Oasis Retreat

New~4BDR Home~15 Minutes Navarre Beach, Pool
When is the best time to visit Gulf Breeze?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $333 NZD | $341 NZD | $358 NZD | $360 NZD | $384 NZD | $387 NZD | $401 NZD | $403 NZD | $339 NZD | $357 NZD | $401 NZD | $375 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 Gulf Breeze

Total holiday rentals
Explore 90 holiday rentals in Gulf Breeze

Nightly prices starting at
Gulf Breeze holiday rentals start at $171 NZD 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 Pensacola Museum of Art, Palafox Market, and Bruce Beach
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- 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
- Gulf State Park
- Flora-Bama Lounge
- Gulf Breeze Zoo
- The Hangout
- HarborWalk Village
- Henderson Beach State Park
- Fort Walton Beach Landing
- Waterville USA/Escape House
- The Boardwalk on Okaloosa Island
- Gulfarium Marine Adventure Park
- Adventure Island
- The Track - Destin
- The Lighthouse Condominiums





