
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!

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.

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.

Best view on the beach! Beach gear included!
Beautiful 1 bedroom, 1.5 bath condo sleeps 6. Bring your swimsuits and get ready to relax! Condo is on 12th floor, tower closest to the pier. - 1 bedroom with king size bed, cozy bunk area for kids, and gel foam mattress on fold-out sofa. (ALL MATRESSES NEW IN SEPTEMBER 2025). - All linens and towels provided, including beach towels! - 2 beach chairs, 2 boogie boards and a beach umbrella included - Washer & dryer - Fully equipped kitchen to enjoy dinner with a view - Wi-Fi & cable

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!~

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!

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. Mural painting on fence surrounding pool Summer-Fall 2026

Pensacola Beach Condo w/ Great Views (F12)
Perfectly situated on the quieter west end of Pensacola Beach this 3rd floor walk-up sits on the Pensacola Bay and is a 5 minute walk to the Gulf of Mexico. It’s our first season of hosting guests and we would love to have you. Our condo is less than 1/2 mile to Peg Leg Pete’s - a Pensacola Beach favorite restaurant. If you want a night-out, the Casino Beach and Boardwalk area has more than 10 restaurants and bars and is less than 2 miles away.
Popular amenities for Gulf Breeze rentals with a pool
House rentals with a pool

Historic Pool Cottage! Dog Friendly

Poolside Family Retreat w/ Hot Tub & Game Room

Casanana Beach Retreat- Beach Only 3 Miles Away!

Coastal Comfort~3BR~Pool~Sleeps 9~Pensacola Beach

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

Vintage Charmer with Tiny Pool Close to Downtown

New~4BDR Home~15 Minutes Navarre Beach, Pool

Good times & tan lines! Only 5 miles to the beach!
Condo rentals with a pool

Condo on Bay, Steps to Gulf

Soul Shine - a Water Front Condo

Welcome To Florida's Hidden Gem!

Stay at Sunshine Daydream on Pensacola Beach

Bayside Retreat-Panoramic Sunset Views

Pensacola Beach, Florida 1BR Amazing View

Beachfront Condo • Pool & Resort Perks

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

Beautiful and Spacious Home w/Private Heated Pool!

Starboard - Pool Home Near Beach & Golf

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

Heated Pool, 7 Mins to the Beach, Game Room

Tranquil and Spacious Condo - PBC 110

Gulf Breeze Bungalow

Pensacola Beach Waterfront Condo

Cozy Suite w/ Private Pool near Navarre Beach!
When is the best time to visit Gulf Breeze?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $278 AUD | $285 AUD | $300 AUD | $301 AUD | $321 AUD | $324 AUD | $335 AUD | $337 AUD | $284 AUD | $298 AUD | $335 AUD | $314 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 $143 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
Destinations to explore
- Atlanta Holiday rentals
- Panama City Beach Holiday rentals
- New Orleans Holiday rentals
- Destin Holiday rentals
- Gulf Shores Holiday rentals
- Orange Beach Holiday rentals
- Miramar Beach Holiday rentals
- Pensacola Holiday rentals
- Santa Rosa Beach Holiday rentals
- Birmingham Holiday rentals
- Gainesville Holiday rentals
- Tallahassee Holiday rentals
- Townhouse rentals Gulf Breeze
- Pet-friendly rentals Gulf Breeze
- Beachfront rentals Gulf Breeze
- Cottage rentals Gulf Breeze
- Rentals with a hot tub Gulf Breeze
- Rentals with an EV charger Gulf Breeze
- Condo rentals Gulf Breeze
- Rentals with outdoor seating Gulf Breeze
- Rentals with a fireplace Gulf Breeze
- Fitness-friendly rentals Gulf Breeze
- Family-friendly rentals Gulf Breeze
- Rentals with a fire pit Gulf Breeze
- Beach condo rentals Gulf Breeze
- Waterfront rentals Gulf Breeze
- Rentals with a patio Gulf Breeze
- Rentals with a washing machine and dryer Gulf Breeze
- Rentals with beach access Gulf Breeze
- House rentals Gulf Breeze
- Apartment rentals Gulf Breeze
- Rentals with pools Santa Rosa County
- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Gulf Shores Public Beach
- Crab Island
- Destin Harbor Boardwalk
- Perdido Key Beach
- Opal Beach
- OWA Parks & Resort
- Henderson Beach State Park
- Navarre Beach Fishing Pier
- Gulf State Park
- Alabama Point Beach
- Johnson's Beach, Gulf Islands National Seashore
- Flora-Bama Lounge
- The Hangout
- Gulf Breeze Zoo
- HarborWalk Village
- The Lighthouse Condominiums
- The Wharf Amphitheater
- Fort Walton Beach Landing
- The Boardwalk on Okaloosa Island
- Jade East Towers
- Pensacola Bay Center
- Gulfarium Marine Adventure Park
- Destiny East





