Holiday rentals in Oriole Beach

4.96 out of 5 average rating, 50 reviews

Charming 4 BDR home-sleeps 10+ mins from beach!

Looking for a home big enough to sleep multi-family/friends? We have a 4 bedroom/5 bed & 2 full bath in Gulf Breeze. Quiet neighborhood, less than 15 min to the beach & 28 min to PNS airport! Positioned on fenced in 1/3 acre with hot tub, grill & large deck space, comfortable bed & linens & the space to kick back and relax! 8 mi away from beaches & .5 walk/bike to the boat ramp + fish or hit the water for the day! 1 min. from playgrounds & Tiger Point Gulf Course. Boat/trailer parking available

Holiday home in Gulf Breeze

A private pool is showcased in the backyard, surrounded by a safety fence. Sunlight reflects off the clear blue water. Lush greenery and palm trees provide a tropical ambiance, while elegant seating is visible in the background, inviting relaxation and enjoyment.

Beautiful and Spacious Home w/Private Heated Pool!

Relax and recharge at this spacious and stylish family friendly vacation home. Great for large families to share as we have TWO primary bedrooms with ensuites. We comfortably sleep 12 in this 5 bed/3 full bath home, with 7 beds. Situated in a quaint and quiet neighborhood less than 10 minutes from Pensacola beach, one mile from public boat dock, and plenty of nearby activities including cinema, mini golf, and the zoo. Enjoy the private pool and bring along fido too! (pending approval/pet fee)

4.93 out of 5 average rating, 102 reviews

The exterior of a single-story home is shown, framed by tall trees and open green spaces. A covered porch with two blue chairs is visible, welcoming guests. Large windows allow natural light to fill the inside. The yard has a simple landscaping design.

4.91 out of 5 average rating, 53 reviews

Cozy Retreat on Spacious Lot

Come visit this amazing location near Pensacola Beach, with an open floor plan and plenty of room to spread out and relax. This home features a large parking lot, exclusive for you, that may accommodate your boat, your jet skis and several vehicles. Situated between Pensacola Bay and Pensacola Beach, and just four blocks from an amazing public boat launch. Launch your craft and you'll be just minutes from either side of the beach (the quiet water Sound) or the Surfside. Super cute zoo nearby!

A welcoming entryway features a decorative round mirror above a console table. A potted plant adds greenery beside the door. A wreath adorns the glass panel of the door, while natural light filters through nearby windows, illuminating the space.

4.87 out of 5 average rating, 204 reviews

Gulf Breeze getaway w/hot tub, minutes to beach

Welcome to your Gulf Breeze getaway! Perfect for a family vacation, this newly furnished bright and cozy home is located in a peaceful neighborhood surrounded by shady trees. This location is a short 9 minute drive to Pensacola Beach! Local convenient stores and restaurants are also minutes from the home. Be sure to include the dreamy white sands and crystal clear waters of Pensacola Beach into your travel plans. You'll also want to soak in the back yard hot tub to relax at the end of the day!

A screened-in pool area features a clear, blue pool surrounded by a spacious deck. Lounge chairs are positioned around the pool for relaxation. Lush palm trees and greenery are visible in the background, offering a glimpse of the outdoor environment.

4.93 out of 5 average rating, 123 reviews

Fun, sun, sand, and rest. Enjoy your stay with us.

When you stay at this centrally-located place, your family will be close to everything. The home is ranch-style and located on the canal in a fast-growing beachy community. Minimum stairs if you walk down to the canal. Take advantage of the local golf course which is minutes from the home. Enjoy the beautiful weather, shopping, and the local beaches (Navarre, Pensacola, and Destin) then come home to relax in your home away from home. We do not host parties or special events. Non smoking home.

A spacious living area features a large sectional sofa facing a wall-mounted television above a modern electric fireplace. Light hardwood flooring complements the soft grey walls and blue accent wall. Natural light filters through the window adorned with sheer curtains, enhancing the inviting ambiance.

4.94 out of 5 average rating, 189 reviews

Stylish Coastal Home | 10min from Pensacola Beach!

Welcome to the Villa ! Modern and newly renovated 2 bed 2 bath (6 guests) Home located in the heart of Gulf Breeze! Centrally located near the beautiful white sands of Pensacola Beach (3 miles) , and shopping of Gulf Breeze. Enjoy a peaceful stay with a private back patio with outdoor seating and lights designed for summer nights. Welcome to our cozy vacation rental featuring brand new kitchen appliances and a fully stocked coffee bar. We look forward to hosting your vacation ! - Sonya

Apartment in Pensacola Beach

A vibrant sunset casts warm hues of orange and gold across the sky, reflecting on the water's surface. The shoreline is framed by gentle waves lapping against the soft, sandy beach. A pier extends into the ocean, while nearby properties provide a coastal backdrop.

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.

4.99 out of 5 average rating, 156 reviews

The living room features two comfortable leather sofas positioned around a central coffee table. A large wall-mounted television displays a cozy bookshelf scene. A neutral-toned area rug covers the floor, and a floor lamp provides soft lighting. Decorative items add a homey touch.

4.88 out of 5 average rating, 152 reviews

Great Gulf Breeze Getaway Near Pensacola Beach

Welcome to Gulf Breeze, Florida! Look forward to a relaxing vacation in this private rental with 3 bedrooms and 2 bathrooms. Relax in your home-away-from-home fully equipped with all your desired amenities. Walk the scenic, sandy beaches of Pensacola, just 15 minutes away. Or, pack your fishing gear and bring home the catch of the day at the many ports and shores that the city of Pensacola boasts. Bring your friends & family to enjoy the Gulf Breeze Getaway!

4.9 out of 5 average rating, 121 reviews

A rustic patio space is designed with wooden walls and a comfortable seating area, featuring a chair and a loveseat. A hanging plant adds greenery, while stone-paved paths and decorative plants enhance the natural setting. Sunlight filters through the trees, creating a warm ambiance.

Tiny home in Gulf Breeze

The Backyard Cottage

Escape to our cozy, one-of-a kind rustic cottage at the Gulf of Mexico! Centrally located, we are just 6 miles from Pensacola Beach, 17 miles from Navarre Beach, and 10 miles from Downtown Pensacola. We offer a quiet, chill environment while being just minutes from shops, restaurants, beaches, nature trails and the zoo. The Backyard Cottage is lovingly placed in our shared yard, so please be respectful of our space that we have chosen to share.

Guest house in Gulf Breeze

A serene canal view showcases calm waters lined with docks and boats. Lush greenery frames the waterway, and buildings are visible in the distance against a clear blue sky. The scene is tranquil, inviting a sense of peace and relaxation.

Cute Carriage House Apartment with View

Situated just east of Pensacola and just north of Pensacola Beach, our place is located in a quiet neighborhood, just a short drive from amazing restaurants and the most beautiful, snow white beaches in Florida. Our private suite has one bedroom, one bathroom and an open living/kitchen area. Sleep up to four guests with a queen bed in the bedroom and a new queen size pull out sofa in the living area.

4.96 out of 5 average rating, 213 reviews

Guest house in Gulf Breeze

A cozy living room features a comfortable grey sofa adorned with decorative pillows. A recliner chair is positioned nearby, and a small ottoman rests on a patterned rug. Natural light pours in through two large windows, enhancing the room's welcoming ambiance.

Hummingbird Cottage

10 minutes to beautiful Pensacola Beach, next to the Gulf Islands National Seashore, Naval Live Oaks and close to downtown Pensacola! Enjoy our quiet family neighborhood with tree lined streets. Our charming little hummingbird cottage will give you needed privacy to enjoy your stay. Included is a private patio where you can just chill with a refreshing beverage or grill yourself a nice dinner.

5.0 out of 5 average rating, 85 reviews

4.87 out of 5 average rating, 118 reviews

Sleeps 9 • 3 Kings • Pool • Pets • 7mi Beach

Ready for a fun, quick escape? Our stylish Gulf Breeze retreat is your private getaway, just 7 miles from Pensacola Beach and 12 miles from Navarre. Enjoy your morning coffee by the pool while the kids splash around, explore nearby shops and restaurants, and stay connected with reliable Wi-Fi. Pack your bags—come be our guest, we can't wait to host you!

Popular amenities for Oriole Beach holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Oriole Beach

4.95 out of 5 average rating, 37 reviews

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4.92 out of 5 average rating, 25 reviews

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Superhost

4.5 out of 5 average rating, 6 reviews

Gulf Breeze Pet Friendly Recently Updated Home -

A vibrant living area features a comfortable sofa adorned with pillows in various shades of blue. A wall mural with tropical leaves and a sun motif adds a lively touch. The open layout provides a view of the modern kitchen in the background.

4.96 out of 5 average rating, 28 reviews

Pensacola Backyard Oasis

A single-story home is situated within a spacious front yard, featuring manicured green grass and decorative palm trees. The light blue front door stands out against the white exterior. A smooth driveway curves toward the house, offering easy access.

5.0 out of 5 average rating, 95 reviews

Gulf Breeze Getaway - 7 miles from the beach

4.97 out of 5 average rating, 37 reviews

Live Oak Hideaway-Beach-Families

4.92 out of 5 average rating, 85 reviews

A cozy bedroom features a wooden bed frame with an ornate headboard and a blue quilt draped over it. Two decorative pillows rest against the headboard. A framed artwork depicting a sailboat hangs above the bed, accompanied by a wall mirror and a bedside lamp.

Apartment in Gulf Breeze

Salty Getaway has parking for toys

The exterior of a single-story red brick house is surrounded by a manicured lawn and vibrant landscaping. Palm trees frame the entrance, while seasonal flowers add color to the garden beds. A driveway is visible, accommodating vehicles parked next to the house.