Vacation rentals in Oriole Beach

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Top-rated vacation rentals in Oriole Beach

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

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Top guest favorite
A tranquil beach scene features soft white sand and gentle waves lapping at the shore. Weathered wooden fence posts stand in scattered alignment, with seagulls resting on top. The vibrant turquoise water meets a clear blue sky, creating a serene coastal atmosphere.
Guest suite in Gulf Breeze
4.94 out of 5 average rating, 272 reviews

Upscale Peaceful Suite,Nice NBHD,White Sand Beach!

Looking for a spacious, upscale, peaceful guest suite with private bathroom, shower and small kitchenette near beach, you have found the spot. Easily accommodates three guests with private entry. Has AC,TV, high-speed WiFi, queen bed, sofa bed, small kitchenette, separate restroom, outdoor dinning chairs and table…Good for weekend or more extended stay, free off street parking. Next to Naval Oaks National Seashore with trails outside your door. 10 mins to Pcola Beach, 25 mins to Navarre Beach.

Guest favorite
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.
Home in Gulf Breeze
4.87 out of 5 average rating, 183 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!

Top guest favorite
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
4.9 out of 5 average rating, 154 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.

Guest favorite
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
4.94 out of 5 average rating, 16 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 favorite
A modern living area is presented with a sectional sofa featuring striped accents. A minimalist coffee table sits on a patterned rug. A wall-mounted television is positioned above a sleek electric fireplace, while sliding doors provide access to an outdoor patio, enhancing natural light.
Home in Gulf Breeze
4.94 out of 5 average rating, 180 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

Top guest favorite
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.
Guesthouse in Gulf Breeze
4.96 out of 5 average rating, 79 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 favorite
Home in Gulf Breeze
4.89 out of 5 average rating, 133 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!

Top guest favorite
The cabin is nestled among shady oak trees, featuring a wooden deck with seating and a hammock for relaxation. A charcoal grill is positioned nearby, and the surrounding area showcases a dirt path leading to a natural, serene environment.
Cabin in Gulf Breeze
4.91 out of 5 average rating, 564 reviews

Waterfront tiny Cabin/ Glamping

Quaint waterfront cabin! Peaceful surroundings, shady oak trees, hammock, boat launch, beautiful dock for enjoying the sunrise. Cabin has a loft with Japanese bed, Murphy bed, and futon. Bathroom has a toilet and shower. simple kitchenette with toaster oven, burner, sink, microwave, full fridge, and dishes. Television has DVD player no cable!, no WiFi!. Small dinette table w/4 chairs. A/C; NO PARITIES ALLOWED! Sleeps 4 comfortably

Top guest favorite
The cottage is showcased under a clear blue sky, featuring a front porch with white railings and two ceiling fans. Large windows on either side of the entrance allow natural light to fill the rooms. Lush greenery surrounding the home enhances the tranquil setting.
Home in Gulf Breeze
4.99 out of 5 average rating, 128 reviews

The Cottage By The Bay

Beautiful and underneath live oaks and old magnolias, The Cottage was built in October 2015 in a quiet family neighborhood. The decor is "Southern-Coastal". *We live on the property next door. NO water access. The Cottage is located 5 minutes from putting your toes in the bay at Naval Live Oaks. It is 10 minutes from the gorgeous white sands of Pensacola Beach or eating some of the Gulf Coast most delicious seafood.

Top guest favorite
Home in Gulf Breeze
5 out of 5 average rating, 17 reviews

Coastal Stay ~ hot tub/minutes to beach/bay access

Welcome to your Coastal Stay in Gulf Breeze, FL! Tucked away in a quiet cul-de-sac, this cozy and family-friendly home offers the ideal blend of relaxation and adventure. While just a few miles to the beach or a short walk to the bay, this home also features a hot tub and beautiful back patio for relaxing and creating family memories to last a lifetime! Book now and experience the Florida coast like a local!

Top guest favorite
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.
Guesthouse in Gulf Breeze
4.96 out of 5 average rating, 200 reviews

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.

Top guest favorite
A spacious living area is arranged with a large sectional sofa adorned with colorful cushions. A round coffee table is centered on a patterned area rug. Bright artwork depicting beach scenes is displayed on the wall. A potted palm adds a touch of greenery.
Apartment in Gulf Breeze
4.94 out of 5 average rating, 125 reviews

Stylish Place 7 Miles from the Beach/self-check-in

This home is an entire apartment in a duplex located in a cul-de-sac. UNIT NEXT DOOR IS AVAILABLE TOO. The apartment is recently renovated, clean, and cozy. The neighborhood is very quiet and centrally located to all the local attractions. We are about 7 miles from Pensacola Beach ($1 toll bridge) and beautiful white sand. The location is great between Navarre Beach and Pensacola Beach.

Popular amenities for Oriole Beach vacation rentals

When is the best time to visit Oriole Beach?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR2,141 ZARR1,673 ZARR2,426 ZARR2,175 ZARR2,392 ZARR2,894 ZARR3,011 ZARR2,426 ZARR2,175 ZARR2,108 ZARR2,175 ZARR2,175 ZAR
Avg. temp12°C14°C17°C20°C24°C28°C29°C28°C27°C22°C16°C13°C

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 free parking, over 30 homes with a kitchen, over 30 homes with wifi, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Oriole Beach

  • Total vacation rentals

    Explore 60 vacation rentals in Oriole Beach

  • Nightly prices starting at

    Oriole Beach vacation rentals start at R836 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 3,500 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Oriole Beach vacation rentals include wi-fi 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!