Beachfront vacation rentals in Oriole Beach

4.95 out of 5 average rating, 220 reviews

A peaceful sunset over calm waters creates a vibrant display of orange and purple hues. A wooden dock extends into the water, reflecting the colorful sky, while silhouettes of trees line the distant shore. The scene evokes tranquility and natural beauty.

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.

A cozy bedroom features a spacious bed covered in a light blue quilt. Two matching pillows are positioned at the head of the bed. A large window offers views of the surrounding landscape, with a picture of a coastal scene displayed above the bed.

4.95 out of 5 average rating, 168 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, private fishing pier, no fishing license required. Early check-in avail.

Townhouse in Navarre Beach

A spacious deck overlooks the calm waters of the Sound, framed by a clear blue sky. Two round, textured outdoor poufs are positioned near the railing, inviting relaxation while enjoying scenic views of the shoreline and distant piers.

4.97 out of 5 average rating, 122 reviews

Waterfront, beach, dock - your Salty Air Retreat!

Embrace island living in our little corner of paradise! This beautiful, family friendly home offers you the ultimate getaway with the clear, calm waters of the Sound right outside your door and the emerald green waters of the Gulf across the street. Swim, fish, and paddle board from your own backyard. Or just enjoy the view from your hammock as your kids build sandcastles on the private white sandy beach. Discover for yourself why Navarre Beach has been named "Florida's Most Relaxing Place"!

A vibrant welcome sign featuring a flamingo and pineapples is displayed on the door. Inside, a spacious living area includes a white sofa, two black wire chairs adorned with colorful cushions, and a window dressed with sheer curtains, allowing natural light to fill the space.

4.96 out of 5 average rating, 175 reviews

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.

4.99 out of 5 average rating, 144 reviews

A tranquil sunset illuminates the sky with shades of orange and purple over a calm bay. Silhouetted dock structures gently reflect on the water's surface, enhancing the serene atmosphere of the waterfront setting.

Apartment in Pensacola

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+

The open concept living area features a cream-colored sofa and a round coffee table. A wooden loft area is visible in the background, with warm lighting illuminating the kitchen. A large television hangs on the wall, complementing the bright and welcoming space.

4.92 out of 5 average rating, 235 reviews

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.

Townhouse in Navarre Beach

A balcony view is presented, featuring two light blue chairs positioned against a white railing. The landscape includes grass and shrubbery, leading towards a glimpse of water in the distance. Various structures are visible across the water, set against a clear sky.

4.91 out of 5 average rating, 197 reviews

Large Island Townhouse w/ View of Santa Rosa Sound

This 1500 sq. ft. townhouse is home away from home! On an island, it has access to Santa Rosa Sound & is across the street from Gulf of Mexico. Very comfortable w/ 2 bedrooms & 2.5 baths. It has a fully furnished kitchen & 3 balconies. Enjoy water views from main floor & master bedroom. An on-site swimming pool, pier w/ boat slips & beach frontage will meet water recreation needs. Has Direct TV. If you plan to be messy or not clean up after yourself, please don't rent my beach house.

Townhouse in Pensacola Beach

The exterior of the townhouse is captured, showcasing a bright yellow facade with three balconies. Palm trees are visible in the foreground, and a green lawn is seen at the base of the building. The entrance is located on the lower level, marked by a door.

4.96 out of 5 average rating, 137 reviews

Gulfview Townhouse: Beautiful Breeze

Come enjoy our 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

A light-filled living space features a comfortable couch adorned with soft cushions. A coffee table rests on a textured area rug, complemented by a small plant. The adjacent dining area and kitchen can be seen in the background, adding to the open and inviting layout.

4.94 out of 5 average rating, 162 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

Superhost

A balcony with a circular table surrounded by four plastic chairs features a view of the bay. The scene includes grassy areas and nearby buildings, with palm trees visible in the background under a partly cloudy sky.

4.8 out of 5 average rating, 130 reviews

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.

A balcony overlooks the Gulf of Mexico, featuring two red chairs positioned for seaside relaxation. The horizon reflects sunlight, and sandy beach chairs are visible below along the shoreline, creating a serene oceanfront view.

4.93 out of 5 average rating, 152 reviews

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!

This aerial view showcases the resort's dual swimming pools surrounded by lounge chairs. The heated pool is visibly larger and features curved edges. Beyond the pools, the white sandy beach and emerald waters of the Gulf are in view, with beach umbrellas lining the shore.

4.97 out of 5 average rating, 127 reviews

307 Beach Front View ~ Book Spring Break Mar 11th

Come experience this Beautiful 5 Star Gulf Front Condo, Heated Gulf Side Pool & Hot tub, This Newly Renovated unit offers a Private, Gulf Front Balcony with Amazing Gulf Views, watch Dolphins, Swim in 2 Gulf Side pools, 1 heated, Hot tub on the Gulf. Sleeps 6, Gulf Front Balcony Master on Gulf, 2 BDRM, 2 BA, Master Suite has a luxurious King Size Cloud Lux Tempur-Pedic Bed. Guest Rm 2 has a Euro Top Plush Queen Mattress, LR has a Memory Foam Queen sleeper sofa.

Popular amenities for Oriole Beach beachfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

4.98 out of 5 average rating, 102 reviews

A panoramic view of the waterfront is visible, showcasing a vast expanse of water under a bright blue sky with scattered clouds. A wooden pier extends into the water, leading towards distant city structures, while grassy land and sandy beach area are framed in the foreground.

Home in Navarre

Coastal Retreat |Navarre Beach| Family|PetFriendly

5 out of 5 average rating, 22 reviews

A well-constructed carriage house features a spacious front porch with black railings and rocking chairs. The overhang creates a shaded area, while the driveway leads to the garage beneath. Lush trees surround the house, complementing the gravel pathway and landscaped areas.

Guesthouse in Milton

Rainbow Land Carriage House

Home in Downtown Pensacola

4.95 out of 5 average rating, 43 reviews

The Pensacola Retreat-Luxurious, pet-friendly home

Townhouse in Fort Walton Beach

An open living space features a large flat-screen television mounted on a white wall. A comfortable sectional sofa is positioned around a coffee table, complemented by decorative elements such as a plant and books. A sleek kitchen bar with stools enhances the layout, creating a welcoming atmosphere.

4.94 out of 5 average rating, 198 reviews

Beauty & The Beach near Gulf Beaches & Bay

Condo in Fort Walton Beach

4.89 out of 5 average rating, 160 reviews

Waterfront Paradise•Snowbird Rates Available

Guesthouse in Fort Walton Beach

A spacious outdoor area features a blue umbrella over a dining table, adjacent to a clear swimming pool. Lush greenery surrounds the pool deck, with views of the tranquil water in the background. The scene is complemented by palm trees and a well-maintained lawn.

4.83 out of 5 average rating, 181 reviews

Private Guest House on the Water | Boat Docks!

Vacation home in Navarre Beach

A two-story beach house is showcased with a welcoming entrance featuring white steps leading to a covered porch adorned with flowing curtains. Palm trees and lush greenery frame the property, while a garage is visible underneath the home.

4.96 out of 5 average rating, 138 reviews

The Purple Sunset-200ft to Beach w Pool

4.98 out of 5 average rating, 44 reviews

A waterfront property is set against a vibrant sunset, with the water reflecting shades of orange and purple. Lush trees surround the home, and a spacious deck provides views of the serene landscape and boating dock, creating a peaceful atmosphere.

Guesthouse in Navarre

Beach House Quiet Special Vacation - Pets Welcome

Beachfront home rentals with a pool

Superhost

An expansive private terrace is visible, featuring a round dining table surrounded by outdoor chairs. Clear views of the Gulf of Mexico and the sugar-white sand beaches can be observed, framed by elegant columns and a blue sky with gentle clouds.

4.86 out of 5 average rating, 59 reviews

Personal Paradise: Gulf-Front Luxury Terrace Condo

A modern living area features a sectional sofa, two accent chairs, and a wooden coffee table. Floor-to-ceiling windows offer unobstructed views of the ocean. A large flat-screen TV is mounted on the wall, while a ceiling fan provides airflow. The decor includes framed artwork and soft lighting.

5 out of 5 average rating, 9 reviews

Sleeps 6-Stunning Ocean Front Views-Luxury Resort

The open living and dining area features a rustic wooden table surrounded by black chairs, complemented by a comfortable sectional sofa. Large windows provide unobstructed views of the Gulf, while a ceiling fan and chandelier enhance the space's functionality.

4.99 out of 5 average rating, 226 reviews

Navarre Beach Gulf front luxury

A balcony view overlooks a tranquil sound with soft waves and clouds dotting the sky. Below, a private pool is nestled within a landscaped area, complete with lounge chairs. The beach extends gently along the shoreline, enhancing the relaxed coastal atmosphere.

4.96 out of 5 average rating, 227 reviews

Gulf Getaway+ Waterfront Views *Fully Updated*

A panoramic view of the Gulf of Mexico stretches across the horizon, showcasing clear blue waters meeting a sandy shoreline. Sunlight glistens on the water, creating a serene atmosphere. A few figures can be seen enjoying the beach, enhancing the tranquil coastal scene.

4.79 out of 5 average rating, 215 reviews

Welcome To Florida's Hidden Gem!

A private balcony features two turquoise chairs and a small round table, overlooking the emerald green waters and white sandy beach. The expansive view captures the shoreline under a clear blue sky, providing a serene coastal atmosphere.

4.97 out of 5 average rating, 30 reviews

Regency Towers TOP FLOOR Beachfront, pool Pcola

Apartment in Navarre Beach

A clear view of the tranquil beach is displayed, featuring soft white sands meeting the turquoise waters of the Gulf. The horizon is visible, where the vibrant sea meets the sky, creating a serene and expansive coastal scene.

4.96 out of 5 average rating, 99 reviews

Navarre Beachfront Condo

4.99 out of 5 average rating, 135 reviews

A three-story beach house is set against a clear blue sky, featuring a light-colored exterior and large windows. Palm trees line the entrance, leading to a stairway that connects to the main door. A private beach area is visible in the background.

Home in Navarre Beach

Soundside Paradise

Private beachfront home rentals

A dining area features a dark wood table set for six, with pale plates and decorative bowls. A comfortable living space is visible, furnished with a dark sofa and large windows showcasing ocean views. Light enters through the glass doors, illuminating the modern decor.

4.97 out of 5 average rating, 78 reviews

Newly remodeled 3/2 gulf front; SeaGlass Serenity

4.93 out of 5 average rating, 30 reviews

Two blue kayaks are positioned on a grassy area near calm waters, reflecting the soft colors of the sky. The dock is visible in the background, surrounded by trees, creating a peaceful waterfront scene.

Home in Gulf Breeze

Cozy Bay Front | Fire Pit, Kayaks, Sunsets

Villa in Downtown Pensacola

A spacious living area features a light-colored sectional sofa, complemented by a wooden coffee table. Large windows allow natural light to illuminate the room, with a view of the outdoors visible. Decorative plants and a wall-mounted television enhance the inviting space.

5 out of 5 average rating, 34 reviews

Seville Sunrise - Amazing Bay View - Downtown

A spacious balcony is framed by elegant white columns, offering unobstructed views of the expansive gulf and sandy beach. Two wooden chairs are positioned for relaxation, while the blue sky reflects off the clear waters in the distance.

4.99 out of 5 average rating, 78 reviews

Portofino Tower 1 - 9th-Floor Knockout

A modern living area features a comfortable seating arrangement, including a spacious sofa and ottoman. Natural light floods in through large windows, offering stunning views of the water. A contemporary electric fireplace and shelving with decorative items add character to the space.

4.94 out of 5 average rating, 83 reviews

Pensacola Pearl

4.97 out of 5 average rating, 34 reviews

A waterfront deck provides panoramic views of the Gulf, framed by swaying grasses and sandy dunes. The clear blue sky reflects off the sparkling water, creating a serene coastal scene that invites relaxation.

Home in Navarre Beach

Coastal Palms Beach Cottage

4.94 out of 5 average rating, 96 reviews

A vibrant blue multi-story home is displayed, elevated on stilts with a spacious deck at the top. The property features an American flag flying above and includes parked vehicles beneath the structure. Surrounding greenery complements the coastal aesthetic.

Home in Pensacola Beach

The Blue Vu

A spacious balcony features a glass-top table surrounded by four high-back chairs, offering panoramic views of the Santa Rosa Sound. The ceiling fan enhances comfort while the inviting blue sky and gentle waves create a serene coastal setting.