
Beachfront vacation rentals in Oriole Beach
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Top-rated beachfront rentals in Oriole Beach
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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.

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.

Direct Gulf Front Escape
Come enjoy this cozy, colorful and cheerful direct gulf front 2 bedroom 2 bath condominium located on undiscovered Navarre Beach. Decorated by the nationally acclaimed interior design firm, Susan Sargent Interiors, this fully furnished and turn-key unit features tumbled marble floors, high speed internet access, three televisions, Jacuzzi tub and a complex pool. This corner unit with south - west exposure offers full width direct gulf front balcony with the most magnificent water and sunsets.

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

Stay at Sunshine Daydream on Pensacola Beach
Come experience vacation paradise at "Sunshine Daydream" Located in the heart of Pensacola Beach. Perfect beaches, fantastic restaurants/bars, and shopping are only steps away. Enjoy pristine views of Little Sabine Bay from all over this magnificently renovated condo. Unwind on the 300 sq ft covered balcony and watch the sunset from the best location on the island! The complex hosts a large heated swimming pool, private beach, exercise room, dock, elevators, and a full time cleaning staff.

Serenity on the Bay-Waterfront attached studio
If you're looking for a quiet, get-away directly on the water, and convenient to everything, this is your place! Enjoy beautiful sunrises and gorgeous evening colors in this lovely waterfront studio. You will have a private hot tub steps from your room looking out over the bay. Direct access to a private dock along with two fishing poles and paddle boards upon request. Minutes to historic downtown and 20 minutes to the Gulf of Mexico and Pensacola NAS. this is an adult only property, 21+

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.

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.

Bliss on the Bay 2BR 2BA Beach Condo with Pool D7
Relax with family or friends at our cozy condo with amazing views of the bay and the Gulf of Mexico. You are mere steps from the gulf's famous sugar white sandy beaches. Enjoy the complex's amenities- sun at the private beach, swim in the pool (unheated), grill on the BBQ and chill at the fire pit. Rent bikes and explore the miles of beach paths and the Fort at Pickens. You're a short drive to the core of the beach where there's shopping, restaurants, bars and family activities.

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 .

Bay’s Breeze Gulf Front Townhome
Wake up to views of the gulf and the Santa Rosa Sound in this beautiful Pensacola Beach townhome. This spacious four bedroom, three full bath condo is just steps to the Gulf of Mexico. You’ll enjoy over 2,200 sq ft of indoor space and three separate outdoor living spaces. This condo is in the perfect location to access the less crowded beach areas but still be close to parks, shopping, and restaurants. Just step out the back gate to the gulf beach path.

Pensacola Beach Condo w/ Great Views (F12)
Perfectly situated on the quieter west end of Pensacola Beach this 3rd floor walk-up sits on the Pensacola Bay and is a 5 minute walk to the Gulf of Mexico. It’s our first season of hosting guests and we would love to have you. Our condo is less than 1/2 mile to Peg Leg Pete’s - a Pensacola Beach favorite restaurant. If you want a night-out, the Casino Beach and Boardwalk area has more than 10 restaurants and bars and is less than 2 miles away.
Popular amenities for Oriole Beach beachfront rentals
Pet-friendly beachfront home rentals

Rainbow Land Carriage House

The Pensacola Retreat-Spacious, pet-friendly home

Waterfront Paradise•Snowbird Rates Available

Beach Therapy on Stunning Navarre Beach ~ Pool

Beach Retreat 1500sq Luxury Flat Okaloosa Island

The Purple Sunset-200ft to Beach w Pool

Beach House Quiet Special Vacation - Pets Welcome

Waterfront Escape to Gulf Beach Getaway!
Beachfront home rentals with a pool

Heated Pool + Sunsets | Modern Beach Escape

Large Island Townhouse w/ View of Santa Rosa Sound

Waterfront, beach, dock - your Salty Air Retreat!

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

Perdido Skye 34 luxury beach vacation rental

La Playa Esmeralda - Panoramic Sunset Views

5 * Upscale Perdido Key, FL Waterfront Condo

Gorgeous Beach Condo
Private beachfront home rentals

NEW!Steps to Pcola Beach-Bayview Spacious 3BR/3BA

Heron Nest

Island Life Beach House! 300ft to water!

Regency Towers TOP FLOOR Beachfront, pool Pcola

Hot tub-fire pit-2 min walk to beach-NO GUEST FEES

Sleeps 8-Stunning Ocean Front Views-Luxury Resort

The Blue Vu

Sunriser condo at Gulf Winds.
Quick stats about beachfront rentals in Oriole Beach

Nightly prices starting at
Oriole Beach vacation rentals start at R4,298 ZAR per night before taxes and fees

Verified guest reviews
Over 90 verified reviews to help you choose

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!
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