Holiday rentals in Oriole Beach

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Oriole Beach

  • Total holiday rentals

    Explore 60 holiday rentals in Oriole Beach

  • Nightly prices starting at

    Oriole Beach holiday rentals start at €44 per night before taxes and fees

  • Verified guest reviews

    Over 3,500 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    50 of Oriole Beach holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oriole Beach rentals

  • 4.9 Average rating

    Oriole Beach stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated holiday rentals in Oriole Beach

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Gulf Breeze
4.95 out of 5 average rating, 20 reviews

Gulf Breeze Home Pensacola Bay

Escape to our privately owned 5-bedroom, 3.5-bath bayfront retreat in Gulf Breeze, Florida. Furnished for personal use, this expansive 4,033-square-foot home comfortably accommodates large groups, making it ideal for family gatherings or special events. The spacious living areas feature 25-foot ceilings, and the well-stocked kitchen is equipped to handle all your culinary needs. Outside, the large yard offers ample space for outdoor activities, while the private dock provides direct access to Pe

Top guest favourite
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.
Home in Gulf Breeze
4.91 out of 5 average rating, 43 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!

Top guest favourite
Home in Gulf Breeze
4.95 out of 5 average rating, 44 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 mins to the beach & 28 mins to PNS airport! Positioned on fenced in 1/3 acre with hot tub & large deck space, comfortable bed & linens & the space to kick back and relax! 8 miles 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

Top guest favourite
An inviting living space is featured with a comfortable sofa adorned in nautical-themed decor. A steering wheel, integral to the houseboat's design, is visible along with a small table and chairs. Soft natural light filters through light blue curtains, enhancing the ambiance.
Houseboat in Gulf Breeze
4.91 out of 5 average rating, 166 reviews

Delightful 1-bedroom houseboat with free parking.

Please read listing carefully. No pets allowed and no smoking. This is where your glamping adventures begin. You won’t forget your time at this peaceful and quiet place. Our houseboat is docked on the canal with a beautiful view. We make every effort to provide a safe and fun experience. Some amenities include a shower, bathroom sink, kitchenette, microwave, fridge, A/C and gas grill. Since this is a green houseboat, a porta-potty is located about 50 ft. from the boat and the private parking.

Top guest favourite
A spacious deck is depicted, featuring a round table surrounded by four cushioned chairs and a large umbrella offering shade. Two lounge chairs are positioned nearby, with trees and scenic views of the surrounding landscape visible in the background.
Guest house in Gulf Breeze
5 out of 5 average rating, 58 reviews

Pause, go refreshed! Gulf Breeze

"Pause, go refreshed" is a 1950's Coke slogan that perfectly ties together our bayside paradise with our quirky collection of classic coke memorabilia. "Refreshed" is exactly how we want our guests to feel when they come to visit and relax. Situated in a beautiful neighborhood, just 2 miles from the white sands of Pensacola Beach, our spot provides the perfect place for families to safely swim, sunbathe, and play. This 2 bed/1 bath sleeps up to 4, has a full-size fridge & efficiency kitchen.

Guest favourite
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.
Home in Gulf Breeze
4.95 out of 5 average rating, 21 reviews

Pensacola Backyard Oasis

Enjoy the best of the Emerald Coast from this quaint Gulf Breeze vacation home! 3 bedrooms with ample sleeping arrangements and 2.5 bathrooms, this home is the hub for comfort, relaxation, and fun. Make a splash in the 2026 renovated private pool or spend your days on the white sands of the Gulf Coast. Enjoy nearby beaches Pensacola Beach or Navarre Beach with so much locally to do. Fire up the grill or fire pit under the covered patio while your kids enjoy the private pool under your watch.

Guest favourite
A spacious living area features a dark gray sectional sofa arranged around a wooden coffee table. A large flat-screen TV is mounted on the wall, while light-colored walls and a patterned area rug add warmth. Natural light filters through large windows adorned with sheer curtains.
Home in Gulf Breeze
4.87 out of 5 average rating, 126 reviews

Beautiful Coastal | 10Min from Pensacola Beach!

Welcome to your Gulf Breeze getaway ! Nestled in a quiet neighborhood, just minutes away from pristine beaches, this villa boasts spacious living areas, 3 Smart Tvs, a fully equipped kitchen, and a coffee bar. With easy access to the beautiful white sands of Pensacola Beach (6 miles) and Navarre Beach (15 miles). Enjoy a peaceful stay with a private fenced backyard with outdoor seating, a firepit and lights designed for summer nights. We look forward to hosting your vacation ! - Sonya

Top guest favourite
A comfortable living area features a plush sofa adorned with decorative pillows, positioned opposite a wall-mounted TV displaying streaming options. A unique coffee table rests in front, while an electric fireplace adds warmth. A round clock and beach-themed artwork complement the decor.
Guest house in Gulf Breeze
4.96 out of 5 average rating, 85 reviews

Charming Guesthouse Close To Beach

Cozy private guesthouse minutes from Pensacola Beach and multiple restaurants where you can dine on fresh seafood. Lots to do on the beach (rent jet skis, play mini golf, parasailing) or do nothing but relax and soak in the warm sun and beautiful water. Bridge toll is $1.00 and beach parking is free. Other sightseeing options - Gulf Breeze Zoo, Fort Pickens, deep sea fishing charters, Blue Angels National Naval Aviation Museum. Check their calendar for practice schedule.

Top guest favourite
A modern retreat is showcased with a striking dark exterior and large glass windows. The wooden deck is complemented by outdoor seating, while lush greenery surrounds the home, creating a serene setting within the pine forest.
Home in Pace
4.94 out of 5 average rating, 220 reviews

The Pine House Pace, FL

Enjoy this UNIQUE retreat! 🌲✨ Located on 3 acres of lush pines, this home is the perfect getaway for you or your family. With the romantic modern vibe of the house, you are sure to feel RELAXED, REJUVENATED and ready for whatever is next. Unwind with a book in our 7 ft sitting window, watch the pines sway through the expansive living room windows, or gather with friends for dinner at the outdoor dining area. No matter the reason, the Pine House is for you!

Top guest favourite
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.
Home in Gulf Breeze
4.89 out of 5 average rating, 139 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!

Guest favourite
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
4.88 out of 5 average rating, 100 reviews

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 favourite
Place to stay in Gulf Breeze
4.82 out of 5 average rating, 89 reviews

Welcome to the Jungle - suite near the beach!

**FRESHLY RENOVATED** Escape to a groovy garage suite in peaceful Gulf Breeze—just minutes from sugar-sand beaches, ocean waves, and vibrant Downtown Pensacola. Surrounded by restaurants and shops, it’s the perfect mix of relaxation and convenience. Enjoy free WiFi, parking, washer/dryer, microwave, coffee pot, and fridge. Whether you’re here to unwind or explore, our top priority is making your stay comfortable, enjoyable, and unforgettable!

Popular amenities for Oriole Beach holiday rentals

When is the best time to visit Oriole Beach?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Oriole Beach?

    Oriole Beach has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Oriole Beach?

    Experience the best of Oriole Beach with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Oriole Beach?

    Four-legged friends are welcome in Oriole Beach. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Oriole Beach?

    Yes! Work meets play with ease at over 40 vacation rentals in Oriole Beach featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Oriole Beach vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Oriole Beach, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Oriole Beach have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Oriole Beach. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oriole Beach have a kitchen?

    Absolutely! We offer over 30 house rentals with a kitchen in Oriole Beach. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oriole Beach have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Oriole Beach. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Oriole Beach have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Oriole Beach. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Oriole Beach?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a kitchen, over 30 homes with wifi, over 30 homes with air conditioning, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.