Holiday rentals in Oriole Beach

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Top-rated holiday rentals in Oriole Beach

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

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Guest favourite
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 Pensacola Beach
4.94 out of 5 average rating, 241 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 favourite
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 Pensacola Beach
4.86 out of 5 average rating, 158 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!

Guest favourite
A well-organized living space features a queen bed set against a neutral wall, with a dining table and two chairs positioned nearby. A television is mounted on the wall, and soft lighting is provided by a ceiling fan. The room is complemented by light wood flooring.
Home in Pensacola Beach
4.85 out of 5 average rating, 112 reviews

The Flamingo - Beautiful Studio Apartment

Enjoy a stylish experience at this centrally-located place. Just 8 miles from Pensacola Beach, 20 from Navarre Beach. Close to stores and restaurants. Enjoy the Emerald Coast w/o spending a fortune on hotel. See our other 1BR listing The Pelican with even more space. Queen bed, refrigerator, microwave, kuerig machine w/ complimentary coffee, driveway parking. Unit is part of a lg house with two other units with their own private, exterior entrances. There are no shared spaces and no stairs.

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 Pensacola Beach
4.89 out of 5 average rating, 132 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
The living area features a comfortable gray sofa set, a white coffee table, and a ceiling fan. Natural light enters through sliding glass doors leading to a private patio. An open kitchen with wooden cabinetry and a dining area is visible, highlighted by bar stools at the counter.
Apartment in Pensacola Beach
4.96 out of 5 average rating, 193 reviews

$0 clean fee! Beachside/pool view/king bed/jacuzzi

Perfect little place for couples or small families to get some R&R. This condo has a poolside view in a lovely little complex, and is just one building back from the beach - steps from paradise! The Gulf boasts some of the most beautiful beaches in the world, and this is the perfect location tucked away from the busy crowds but still close to restaurants, activities, live music, national parks, and a world class spa. The condo is well-equipped and recently updated in October 2022. Come enjoy!

Top guest favourite
A comfortable sitting area features a navy blue sofa adorned with colorful cushions. A decorative table covered with a light-colored cloth sits in front, complemented by a floral area rug. Natural light filters through the window, dressed with rich maroon curtains.
Guest suite in Gulf Breeze
4.91 out of 5 average rating, 116 reviews

Cozy private studio suite close to beach.

Your private suite perfectly situated between 2 beautiful beaches (11 miles to Navarre Beach or 13 miles to Pensacola Beach). PLEASE READ DESCRIPTION FULLY BEFORE BOOKING. This suite is the upstairs portion of our home. It is not the entire house. There is a shared front entrance seperated from main living area by a privacy screen. The entire upstairs is yours. The suite consists of a king bed, bathroom and sitting area that includes a microwave, mini refrigerator and keurig coffe maker.

Superhost
A serene waterfront view is presented, with several docks extending into calm waters. Surrounding trees add a natural touch, and various homes line the shore, showcasing their outdoor spaces and inviting atmosphere.
Townhouse in Pensacola Beach
4.92 out of 5 average rating, 146 reviews

Gulf Breeze Your own private resort on the bay!

Best sunset's in Pensacola area. A place where you can watch for dolphins, fish off the dock, pull your boat up, take the kayak out. lay under your own pergola with lounge chair's. Listen to the waves while lying in the hammock watch the pelicans crash land in the bay. grill on the deck . have a picnic. swim off the dock , lay in a raft. Fire Pit , corn hole game in garage,1400 square feet with accommodations for 6. 3 bd/ 2.5 bath 3 mile's to Pensacola beach .

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 Pensacola Beach
4.88 out of 5 average rating, 126 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
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, 545 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 favourite
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 Pensacola Beach
4.99 out of 5 average rating, 125 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.

Guest favourite
A colorful vintage camper is nestled in a lush wooded setting, surrounded by tall trees and scattered foliage. A hammock is suspended between two trees, inviting relaxation. Soft lights adorn the camper, adding a gentle glow to the tranquil atmosphere.
Campervan/Motorhome in Pensacola Beach
4.9 out of 5 average rating, 161 reviews

Gypsy Rose near the beaches

Reconnect with nature at this unforgettable escape. Looking for a chill vibe? This is your place. Gypsy Rose is centrally located in Gulf Breeze, FL. Only 6 miles to Pensacola Beach, 10 miles to downtown Pensacola, and 17 miles to Navarre Beach. Gypsy Rose is nestled in a tropical forest setting. Our quiet neighborhood is just minutes to shops, restaurants, parks, the zoo and our beautiful Emerald Coast.

Guest favourite
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.
Guest house in Pensacola Beach
4.95 out of 5 average rating, 192 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.

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.

  • Do house rentals in Oriole Beach have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Oriole Beach. Enjoy a tailored experience with all the comforts you desire.

  • 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 $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Oriole Beach have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Oriole Beach. Enjoy a tailored experience with all the comforts you desire.

  • 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.

  • Do house rentals in Oriole Beach have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Oriole Beach. Enjoy a tailored experience with all the comforts you desire.

  • 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!

  • 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 40 homes with a kitchen, over 40 homes with air conditioning, over 40 homes with wifi, over 40 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Oriole Beach have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Oriole Beach. Enjoy a tailored experience with all the comforts you desire.

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

    Yes! Work meets play with ease at over 50 vacation rentals in Oriole Beach featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about holiday rentals in Oriole Beach

  • Total holiday rentals

    Explore 70 holiday rentals in Oriole Beach

  • Nightly prices starting at

    Oriole Beach holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 3,550 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

    50 properties have a dedicated workspace

  • Wifi availability

    60 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!