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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Guest favourite
The living area features a navy blue sleeper sofa adorned with teal accent pillows. A small white dining table with two chairs sits nearby, while a vibrant piece of wall art adds a pop of color. Natural light enters through the window, enhancing the space.
Apartment in Fort Walton Beach
4.87 out of 5 average rating, 147 reviews

*Perfect location | Charming beach retreat*

Located a short three minute drive to the beautiful white sand beaches of the emerald coast, and only two minutes from downtown. This bright and well kept condo is the perfect escape that you've been waiting for! Fully stocked with extra towels, beach chairs, and all the standard cookware for your family beach getaway. Our condo was created for your relaxation, enjoyment, and affordability being our highest priorities. Extended stay guests are welcome with huge weekly discounts. No pets policy.

Top 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, 242 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, 134 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 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, 121 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.

Top guest favourite
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.
Home in Pensacola Beach
4.93 out of 5 average rating, 152 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 favourite
A comfortable living area features a brown leather sofa adorned with decorative cushions, positioned in front of a coffee table made of glass and wood. A large artwork adorns the wall, and natural light filters in through the sliding glass doors, complemented by light, flowing curtains.
Condo in Pensacola Beach
4.92 out of 5 average rating, 466 reviews

Bay View Condo on Pensacola Beach - Great Location

Welcome to Seashell Suite at Sand Dollar! This lovely 1 bed/1 bath, water view condo is located on Little Sabine Bay in Pensacola Beach, FL! Relax on the patio as you look out at the tranquil water with the salty breeze blowing in your hair. The white sandy beaches of the Gulf of Mexico are right across the street, the nearest public access less than a 5 minute walk away! You can also easily walk/drive to the bustling boardwalk with shopping and plenty of great restaurants.

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, 546 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

Guest favourite
The spacious sleeping area features a large bed with soft bedding, complemented by a neutral-toned blanket. A comfortable couch is positioned nearby, while sliding glass doors provide natural light and access to the outdoor space.
Guesthouse in Pensacola
4.87 out of 5 average rating, 250 reviews

The Carriageway Cottage -Close to Pensacola Beach!

Whether you’re visiting Pensacola for business or pleasure, thank you for your interest in our guest house. We’re located in the heart of East Hill, which is a very charming and established neighborhood. The area is peaceful and quiet, yet only about a 5-10 minute drive downtown Pensacola. We will do everything we can to make your stay great! The guest house is located directly off of our private carriageway behind the house.

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.
Camper/RV 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.

Popular amenities for Oriole Beach vacation rentals

When is the best time to visit Oriole Beach?

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Avg. price$158 CAD$148 CAD$183 CAD$183 CAD$202 CAD$244 CAD$254 CAD$204 CAD$183 CAD$176 CAD$175 CAD$168 CAD
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.

  • 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 vacation rentals in Oriole Beach

  • Total vacation rentals

    Explore 70 vacation rentals in Oriole Beach

  • Nightly prices starting at

    Oriole Beach vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,550 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space and 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

    50 properties have a dedicated workspace

  • Wifi availability

    60 of Oriole Beach vacation 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!