Vacation rentals in Oriole Beach

4.95 out of 5 average rating, 199 reviews

A person holds a sizable redfish in both hands while standing on a wooden dock at night. The fish exhibits a light grayish body with darker spots, and the calm water reflects faint lights in the background.

Apartment in Gulf Breeze

Redfish Loft, private waterfront Apt. on East Bay

Light airy open floor plan " pet friendly with fee " loft style apartment with private bedroom. Watch the blue herons & dolphins, sit on one of two private decks sipping coffee as you watch the sunrise on the Bay. Paddle the clear waters in our kayaks or bring your SUP. Cook your fresh catch on your private grill or visit a local seafood restaurant. Private, secluded, neighborhood. Join us @ Fire pit ..is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

4.94 out of 5 average rating, 32 reviews

Heron Breeze House

Fun with the whole family at this Gulf Breeze FL home. Comfortably sleeps 6. ONLY 3/4 mile from intercoastal boat launch and pier. Walking distance Swanson Park, opened in 2024. Playground, Tennis & Basketball Courts. Picnic Pavilion. 12 min. from beautiful white sands Pensacola Beach. 2 electric fireplaces. Fully stocked kitchen for cooking and baking. Gas grill. Washer & Dryer. 6 Beach chairs, towels & unbrella. 1,950 sq. ft. 4 lg TV's Netflix, YoutubeTV, WiFi. En suite primary BR

Guest suite in Gulf Breeze

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.

4.94 out of 5 average rating, 211 reviews

Upscale Peaceful Suite,PVT Entry,Nice NBHD&Beaches

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.

4.9 out of 5 average rating, 116 reviews

A vibrant hanging chair is nestled among smooth river stones and lush plants, offering a comfortable space for relaxation. A kayak is positioned nearby, suggesting opportunities for outdoor activities. The surrounding area features sunlight and shadows cast by the palm foliage.

Houseboat in Gulf Breeze

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 in 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.

A modern kitchen features light-colored cabinets and a granite countertop. Stainless steel appliances are arranged alongside a coffee bar. Large windows with sheer curtains provide natural light, while a sliding door opens to a private outdoor space, enhancing the inviting atmosphere.

4.93 out of 5 average rating, 118 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

Guest suite in Gulf Breeze

A wooden pier extends into clear water, leading to a colorful amusement area featuring slides and play structures. The sandy beach is visible, with a thatched-roof building positioned at the center. Bright blue skies provide a clear backdrop to the vibrant scene.

4.95 out of 5 average rating, 177 reviews

Sweet Suite 3 mi-Pensacola Bch

This suite is just minutes from Pensacola Beach & just 2 lots from the water. You'll catch a glimpse of Pensacola Bay from your private entrance on the end of the house. Queen memory foam bed, fast wifi, patio, kitchenette, micro, fridge, Keurig, desk. Note: There is no kitchen sink, the bathrm has a tall faucet. Bedroom w/Roku TV, closet, beach gear for 2, central air + mini-split. This suite is sealed off with double locked doors & has a 3rd door between the bedroom & bathrm.

The kitchen and dining area are designed in an open layout, showcasing polished granite surfaces and stainless steel appliances. A glass dining table for six is surrounded by stylish chairs, and a decorative pendant light hangs above, illuminating the space.

4.76 out of 5 average rating, 126 reviews

Perfect Executive Getaway! Bring Your Boat!

Exquisite home w/ private dock on the canal - snowbirds welcome! This exquisite three-bedroom Gulf Breeze vacation rental is luxury at its finest with a 25-foot dock and loft! The home is just steps from a lovely canal that feeds into the Santa Rosa Sound along the Gulf of Mexico. This fabulous hideaway is 2 miles from the Naval Life Oaks Reservation (part of the Gulf Islands National Seashore) and 4 miles from fresh seafood, shopping, and nightlife in town!

4.86 out of 5 average rating, 109 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, 166 reviews

A light blue bathroom features a white vanity with a marble countertop and three drawer fronts. A round mirror is mounted above the sink, and bright lights illuminate the space. A shower/tub combination is visible, along with a toilet and a small decorative plant.

Condo in Gulf Breeze

Beachy-N-B Getaway | close to Pensacola Beach

Enjoy a cozy getaway in a private 2nd floor apartment 10 minutes from Pensacola beach. Light, airy, beach-themed decor gives you the feeling of being on island time. Fully stocked kitchen with quartz countertops provide an at-home experience while away on vacation! Private bedroom with queen sized bed, and a full size pull out couch. Close to shopping, dining, and more! We are a pet-free home. Enjoy a quiet vacation at our beachy-n-b :)

4.92 out of 5 average rating, 131 reviews

Waves gently roll onto a calm sandy beach, with soft white foam cresting at the shoreline. The ocean water displays various shades of aqua and teal, while a cloudy sky adds depth to the serene coastal scene.

Camper/RV in Gulf Breeze

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.

Guesthouse in Gulf Breeze

An outdoor staircase features wooden steps and white railings, leading downward. The shadows cast by the railing create a patterned effect on the steps, and greenery can be seen in the background, providing a natural contrast to the structure.

4.96 out of 5 average rating, 179 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.

Two lounge chairs are positioned on a sandy beach, accompanied by a colorful striped umbrella. Gentle waves roll onto the shore, with a gradient of blue and green visible in the ocean water. Fluffy clouds drift across a bright sky.

4.87 out of 5 average rating, 287 reviews

Heart of Gulf Breeze only minutes to Pcola beach!

Your family will be close to everything when you stay at this centrally-located home. Private unit in a duplex located about 15 minutes to Pensacola beach, and 20 minutes to Navarre beach (all depending on traffic of course) Large fenced in back yard with table and chairs on patio. Wifi is available along with fire sticks to watch movies and TV shows. Full kitchen and coffee maker at your disposal!

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Popular amenities for Oriole Beach vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Oriole Beach

4.92 out of 5 average rating, 26 reviews

A rustic bathroom features a unique stone sink, set on a wooden countertop. A mirror framed in black hangs above the sink, reflecting the warm wood paneled walls. Natural light enters through a small window, complemented by woven bamboo shades.

Cabin in Foley

Cuddle-Up Cabin

MatthewRating, 5 stars2 weeks ago

Peaceful location, very clean and cozy. Would definitely recommend.

4.84 out of 5 average rating, 58 reviews

Home in Pensacola

Stillwaters- Pool, Great for Families!

JoyceRating, 5 stars8 months ago

I have stay at close to over 30 airbnbs. This home is my absolute favorite place so far. First of all, the minute you walk in it smells so fresh and the home is so nice and clean. The decor is gorgeous. It’s not too much or too little it’s just right. You feel instantly at home. The kitchen is equipped with Everything you need. The pool and the living area outside is perfect. There is not one thing I would change. We were here for a wedding. It accommodated 10 of us comfortably. We made memories. There is a sign outside to the fact that those who enter may be blessed and that’s exactly how we felt, BLESSED! Thank for your hospitality!!

Superhost

Home in Pensacola

4.82 out of 5 average rating, 68 reviews

D's Florida/Alabama Vacation Home

ShawandakaRating, 5 stars2 weeks ago

Everything was nice and beautiful, my kids felt like they was at home . And didn’t wanted to leave . I wouldn’t mind coming back again to stay if we visit pensacola again.

A functional laundry room is equipped with modern washing and drying appliances. A shelf above holds various cleaning supplies and laundry essentials. A door leads outside, while light-colored walls create a bright atmosphere.

4.88 out of 5 average rating, 16 reviews

Gulf Breeze Seaside Haven

ThomasRating, 5 stars2 months ago

let's just start by saying walking into this house was a surprise, it's amazing. the layout and design is perfect. Johnny responses quickly if needed, great location 20/30 mins to either Pensacola beach or Navarre beach. Definitely marked as a favorite for returning fishing trips! Thanks again Johnny

4.97 out of 5 average rating, 123 reviews

Outdoor dining is observed along a vibrant downtown street, featuring several tables with patrons enjoying their meals. The storefronts display a charming mix of signage and decorations, with colorful hanging plants adding to the inviting atmosphere.

Home in Pensacola

Summer House - Beach & Downtown

AshleeRating, 5 stars3 weeks ago

Our stay was wonderful. My daughter still keeps asking if we’re going back to “my pink house.” It was clean, stylish, and in a great location. Lauren was also incredibly responsive on several questions we asked her. No complaints and can’t wait to book again!

4.75 out of 5 average rating, 119 reviews

Home in Pensacola Beach

The Sandcastle/Tammy Howell

BrandonRating, 5 stars10 months ago

I recently had the pleasure of staying at this wonderful property in Pensacola, and I couldn't be more satisfied with my experience. The house is beautifully designed with impressively high ceilings, creating a spacious and airy atmosphere. It was impeccably clean upon arrival, which immediately made me feel comfortable and at home. All the appliances were in perfect working order, adding to the convenience and ease of our stay. The location is another standout feature, with the beach and numerous restaurants just a short distance away. This made exploring the area and enjoying local attractions incredibly convenient. Overall, this property is in an excellent location and offers everything needed for a comfortable and enjoyable stay. I highly recommend it to anyone looking for a great place to stay in Pensacola.