Beachfront vacation rentals in Oriole Beach

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Top-rated beachfront rentals in Oriole Beach

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Guest favorite

Apartment in Gulf Breeze

4.97 out of 5 average rating, 144 reviews

Redfish Loft, private waterfront Apt. on East Bay

Light airy open floor plan " pet friendly " 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, quiet neighborhood. Join us @ Fire pit that is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

Dec 5 – 12

ﺩ.ﺇ527 per night

Guest favorite

Condo in Orange Beach

4.97 out of 5 average rating, 362 reviews

Direct Gulf Front Studio on the Beach.

You'll love the DIRECT GULF FRONT view of the beach from the private balcony of this studio! Enjoy a cup of coffee or late night drinks listening to the sound of the waves. Just steps from the sandy white beaches and the clear emerald waters. Newer furnishings and whole unit freshly painted. New dishwasher and counters, ductless AC, queen sized bed and full size pull out sofa, remodeled bathroom with walk-in shower, large flat screen TV, updated full kitchen, washer/dryer in unit and Free WiFi.

Nov 3 – 10

ﺩ.ﺇ605 per night

Guest favorite

Condo in Pensacola Beach

4.97 out of 5 average rating, 132 reviews

The Flamingo Flat @ Villas on the Gulf

🦩Welcome to the Flamingo Flat! PLEASE READ FULL LISTING. This airy, Palm Beach style condo is the perfect place to relax on a quiet stretch of Pensacola Beach. For great shopping, dining and entertainment you can drive ( less than 3 miles West) to the main hub of P’Cola Beach. Trolley service available during summer months. The beautiful Portofino Island Resort is just 1 mile to the East. MUST BE 25 TO RENT. NO CHILDREN UNDER 12. NO PETS. EARLY CHECK IN MAY BE AVAILABLE FOR AN ADDITIONAL $50.

Jan 3 – 10

ﺩ.ﺇ548 per night

Guest favorite

Cabin in Mary Esther

4.89 out of 5 average rating, 162 reviews

Safe Harbor Cottage on Santa Rosa Sound - Pets ok!

Well furnished private one bedroom cottage with sunroom, patio, and carport. Full kitchen with bar counter. Has washer/dryer! There's a fenced yard with small deck, perfect for dog owners. The home is situated under shady oak trees with access to waterfront on Santa Rosa Sound. You can enjoy playing with the pooch, swimming, boating, kayaking, fishing, and viewing beautiful sunsets. It's a perfect location for visits to Hurlburt AFB, or vacationers seeking easy access to Ft. Walton and Navarre.

Sep 14 – 21

ﺩ.ﺇ397 per night

Guest favorite

Condo in Orange Beach

4.91 out of 5 average rating, 274 reviews

PHX 3143 On Beach, Pools and Spas

NOTE>>One Elevator out 11.2023 thru 5.2024. BEACH REFURB PROJECT IS COMPLETE! You’ll love this GULF FACING NEST for your beach stay. 1BR/1BA, King Bed, Queen sofa sleeper, Spa bath, slip covered furniture, 55" Samsung TV with FREE cable, & FREE internet. Amenities include: outdoor and indoor pool, hot tubs, sauna, racquetball and tennis court, shuffle board, fitness center, and arcade. Across from Live Bait - Bar& Live entertainment, Ruby Slipper best brunch place. Parking/ stay is $55.

Nov 29 – Dec 6

ﺩ.ﺇ616 per night

Guest favorite

Condo in Navarre

4.97 out of 5 average rating, 104 reviews

La Playa Esmeralda-Panoramic Sunset Views

Welcome to La Playa Esmeralda, a beautifully renovated 2nd floor studio. Upon entering you'll be greeted by beautiful views of the Sound where the sunsets are unparalleled. This lovely condo includes 2 comfortable beds-1 regular and 1 Murphy bed, along with a coffee bar and fully equipped kitchen. You're just a 5 minute walk to the beach. Enjoy a dip in the pool, grilling in the gazebo and fish all night long on our large, lighted, private fishing pier, where no fishing license is required.

Apr 3 – 10

ﺩ.ﺇ577 per night

Guest favorite

Guest suite in Gulf Breeze

4.96 out of 5 average rating, 137 reviews

Sweet Suite 3.2 Miles to Beach

This suite is just minutes from Pensacola Beach & completely private. Queen memory foam bed, speedy wifi, patio, kitchenette w/microwave, full fridge, Keurig, & work desk. Note: There is no kitchen sink. Bedroom w/Roku TV, full closet, extra pillow & blanket, beach gear for 2 (Chairs, umbrella, & beach towels) You'll also enjoy central air + window unit & wall heater for adjustability. This suite is attached to a larger house and is sealed off with double locked doors that are never used.

Jul 22 – 29

ﺩ.ﺇ579 per night

Guest favorite

Condo in Pensacola Beach

4.93 out of 5 average rating, 117 reviews

Pelican's Perch @ Villas on the Gulf

This renovated 2 bed/1.5 bathroom condo is stocked and ready to go--Just bring your groceries and swimsuits! This quaint little beach condo is the perfect, affordable getaway you are looking for. In less than a two-minute walk from the front door, you can have your toes in the sand, soaking up the sun on the Gulf. It features a carport for private parking, two bedrooms, w/ a King bed in one room, two full beds in the other, a couch in the living area, and a queen air mattress.

Jan 25 – Feb 1

ﺩ.ﺇ587 per night

Guest favorite

Guesthouse in Navarre

4.95 out of 5 average rating, 216 reviews

S.K.I. Beach House (Spending our Kids Inheritance)

One of the new houses on the beach. Where you have beautiful views of the sunrise over the Gulf from your front deck and the sunset over the Santa Rosa Sound from your back deck. You are just a short walk to amazing shelling, swimming, paddle boarding, kayaking, boogie boarding or just plain relaxing on the "Most Relaxing Place in Florida." All on the sugar white sand beaches of the Emerald Coast. During your stay here you will find yourself in a suite full of amenities.

Jan 25 – Feb 1

ﺩ.ﺇ600 per night

Guest favorite

Townhouse in Gulf Breeze

4.95 out of 5 average rating, 111 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 .

Jan 7 – 14

ﺩ.ﺇ608 per night

Guest favorite

Tiny home in Gulf Breeze

4.92 out of 5 average rating, 133 reviews

Water-Front tiny home.

Come experience true tiny house living while enjoying breathtaking, unobstructed views of the Pensacola Bay and Fort Pickens. You will see no hotels as you sit on the front porch, only nature at its best! Half a mile from a boat launch with public pier, nature trail, dog park, kids park and splash pad. If you’re here on a Tues or Wed you may see our Blue Angels flying back home.We are 5 minutes to Pensacola Beach and 10 minutes to historic downtown Pensacola.

Jul 15 – 22

ﺩ.ﺇ886 per night

Guest favorite

Cabin in Gulf Breeze

4.91 out of 5 average rating, 457 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

Sep 19 – 26

ﺩ.ﺇ755 per night