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, 146 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.

Aug 23 – 30

€ 158 per night

Guest favorite

Condo in Pensacola Beach

4.97 out of 5 average rating, 133 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.

Dec 29 – Jan 5

€ 169 per night

Guest favorite

Townhouse in Pensacola Beach

4.94 out of 5 average rating, 108 reviews

Beautiful Breeze *Newly Built* Gulfview Townhouse

Come enjoy our NEWLY BUILT townhouse located on the gulfside of Pensacola Beach. This 4 br/3 bath, two-story home is steps away from the beautiful sugar white sands. The gulf can be seen from both of the decks. The home is located on the east side of the island in a quiet neighborhood but is only a short trolley/car ride/bike ride away from the boardwalk, restaurants, bars, and shopping. *Please Note* 4 night min May-Aug 2 or 3 night min rest of season Contact owner for possible flexibility

Dec 9 – 16

€ 375 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.

Jun 27 – Jul 4

€ 172 per night

Guest favorite

Condo in Pensacola

4.99 out of 5 average rating, 118 reviews

MELODY OF THE SEA - ON THE BEACH- INCREDIBLE VIEWS

WHAT A VIEW! DIRECTLY ON THE BEACH...GULF SIDE!!! No roads to cross. Stunning panoramic sunset views! Guests love the option of an indoor heated pool and outdoor pool and hot tub overlooking the ocean. A contemporary electric fireplace in the living room & bedroom is perfect for those cozy mild winters for your stay on the beach. Enjoy a king size bed in the master... nautical bunkbeds with port holes and queen sleeper sofa in the main living areas. Reserve Your Time Away Today!

Jan 28 – Feb 4

€ 191 per night

Guest favorite

Condo in Pensacola Beach

4.97 out of 5 average rating, 150 reviews

Beachfront Bliss: Walk to Dine & Play on Sands

**Recently Updated Interior!** Experience the stunning Gulf of Mexico from the comfort of this beachfront 2-King bedroom, 2-bath condo located directly on Pensacola Beach! Nothing separates you from the best white-sand beach on the Gulf Coast. This beach condo boasts a vibrant interior filled with beach-themed accents, a private balcony with sweeping ocean views, and access to 2 pools (1 heated) and a hot tub. Enjoy the best restaurants and shopping on the beach, all within a short walk.

May 26 – Jun 2

€ 573 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

€ 183 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.

Aug 21 – 28

€ 196 per night

Guest favorite

Condo in Navarre

4.86 out of 5 average rating, 279 reviews

The Sandy Secret

Welcome to "The Sandy Secret" one of Navarre's Best Kept Secrets. You will love this newly renovated waterfront beauty. Here you will find the best amenities including: gated pool, private beach, gazebo with grills, gated pier, wifi, cable, elevators, and sooooo much more. The Sandy Secret has everything you are looking for in a vacation spot. Comfort, Style, and Priceless Views. Experience Navarre Beach like never before. See why it was voted The Most Relaxing Beach.

Nov 26 – Dec 3

€ 183 per night

Guest favorite

Townhouse in Gulf Breeze

4.95 out of 5 average rating, 112 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 .

Apr 18 – 25

€ 208 per night

Guest favorite

Tiny home in Gulf Breeze

4.92 out of 5 average rating, 134 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.

Jun 14 – 21

€ 236 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

Aug 26 – Sep 2

€ 228 per night