
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.

Heated Pool + Sunsets | Modern Beach Escape
TWO Gulf-View Balconies | Heated Pool | Gulf & Sound Beach Access | King Primary Suite • Unobstructed Gulf Views from two private balconies • Heated Pool for cool weather swimming • Direct Beach Access – just steps to sugar-white sand • Primary King Suite with spa-like ensuite • Beach Gear Included – chairs, wagon & umbrella • Jacuzzi Tub for ultimate relaxation • Fully Equipped Chef’s Kitchen + Wet Bar with Ice Maker • 65" Smart TV with Sonos Surround Sound • Gated Community with Covered Parki

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
🦩Flamingo Flat: Ask about JAN/FEB longer stay discounts! This airy, Palm Beach style condo is the perfect place to relax on a quiet stretch of Pensacola Beach. For great shopping, dining & 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.

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.

Amazing Condo on Bay, Steps from Gulf of America
Everything included! Recently remodeled waterfront condo with vaulted ceilings located on Little Sabine Bay and steps from the Gulf of America. Enjoy coffee and cocktails on an amazing balcony overlooking the Bay. Walk or bike to shopping, dining, and the Gulfside. 1 bedroom condo with a loft. The open concept living/kitchen has a 7' island. Beds include King in master, queen in the loft and a queen sofa bed. 1 covered parking spot . 2 bikes 2 Inflatable paddle boards also included.

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.

Sea-Esta Beach Front 2 Free Chairs, Umbrella, Pool
Stunning oceanfront condo located directly on Pensacola Beach. Free Beach Chairs and Umbrella. Free WiFi Master bedroom w king bed and Guest bedroom w two double beds. Full bath in the master and beautiful full walk in shower in guest room. Updated fully equipped kitchen w granite countertops and new stainless steel appliances. Start your day watching the sun rises from your balcony over the Gulf of Mexico and end it watching the sun set over another day in Paradise!

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.
Popular amenities for Oriole Beach beachfront rentals
Pet-friendly beachfront home rentals

Cozy Mermaid Cottage on Pensacola Beach

Rainbow Land Carriage House

The Pensacola Retreat-Spacious, pet-friendly home

Beach Therapy on Stunning Navarre Beach ~ Pool

The Purple Sunset-200ft to Beach w Pool

Beach House Quiet Special Vacation - Pets Welcome

Waterfront Escape to Gulf Beach Getaway!

'Lowe Tide' Gulf Front | Hot Tub | Epic Views
Beachfront home rentals with a pool

Salt Air No Care! Gulf Front Condo-Gated-Pool-Spa

Cozy Bay Front | Fire Pit, Kayaks, Sunsets

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

Navarre Beach Gulf front luxury

SUMMERWIND #1102: A RELAXING WATERFRONT RESORT

Pool Private Beach Perfect!

Gulf Side|3 King Bds + Bunk Rm! Fall/Winter Deals!

The Emerald Cove at the Beach
Private beachfront home rentals

Mason Beach Retreat

Super Cozy Townhome w/Pool-close to Navarre Beach

Seville Sunrise - Amazing Bay View - Downtown

Coastal Palms Beach Cottage

Island Life Beach House! 300ft to water!

Regency Towers TOP FLOOR Beachfront, pool Pcola

PrivatePool,SoundViews,Sleeps20

Gulf Portofino PH unit/Jan&Feb open extended stay
Quick stats about beachfront rentals in Oriole Beach

Nightly prices starting at
Oriole Beach vacation rentals start at R4,343 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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