
Vacation 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.

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.

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.

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!~

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.

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 Gulf Breeze rentals with a pool
House rentals with a pool

The Palm Oasis | Heated Pool • Hot Tub • Beach

Casanana Beach Retreat- Beach Only 3 Miles Away!

Gorgeous Waterfront House On The Sound - New Pool

Pensacola Backyard Oasis

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

Private (optional) Heated Pool King Beds-NearBeach

Gulf Breeze Home Away From Home

The Witch & Pirate | Pool | Pub | BBQ | Unwind!
Condo rentals with a pool

Soul Shine - a Water Front Condo

New Santa Rosa Dunes Condo with Waterfront Views

Beachfront ☀️ Waterfront 🌊 180 ° views in 🧡 of OB

Baywatch Retreat 2/2 Beach Condo w/Pool

2BR Condo in Pensacola Beach

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

10thFLOceanFrontFreeChairsUmbrellaHeatedPoolArcade

Beach Front, Low Density Condo in Perdido Key!
Other vacation rentals with a pool

Beautiful and Spacious Home w/Private Heated Pool!

Rainbow Land Carriage House

Florida Blue Dolphin House

Gulf Breeze Bungalow

Gulf Breeze Getaway by the Sea, by community pool

Golf, Sunsets, Beach Great for families, sleeps 10

Coastal Hideaway

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $301 CAD | $305 CAD | $354 CAD | $288 CAD | $308 CAD | $310 CAD | $321 CAD | $323 CAD | $272 CAD | $286 CAD | $321 CAD | $301 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 Gulf Breeze

Total vacation rentals
Explore 90 vacation rentals in Gulf Breeze

Nightly prices starting at
Gulf Breeze vacation rentals start at $137 CAD per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Gulf Breeze vacation rentals include wifi 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
- Rentals with pools Florida
- Rentals with pools United States
- Gulf State Park
- Destin Beach
- Gulf Shores Public Beach
- Crab Island
- Perdido Key Beach
- Destin Harbor Boardwalk
- Alabama Point Beach
- Pensacola Beach
- OWA Parks & Resort
- Opal Beach
- Johnson's Beach, Gulf Islands National Seashore
- Navarre Beach Fishing Pier
- Gulf Breeze Zoo
- Flora-Bama Lounge
- Waterville USA/Escape House
- Henderson Beach State Park
- The Hangout
- Adventure Island
- HarborWalk Village
- Gulfarium Marine Adventure Park
- The Track - Destin
- The Boardwalk on Okaloosa Island
- The Lighthouse Condominiums
- The Wharf Amphitheater




