Beachfront holiday rentals in Oriole Beach

4.96 out of 5 average rating, 303 reviews

A modern dining area features a round table with light-colored tableware, surrounded by four white upholstered chairs. Behind the table, a stylish shelving unit displays decorative items against a marbled wall. Expansive glass doors provide a view of the ocean and allow natural light to flood the space.

Apartment in Perdido Key

Phoenix X 1105- 1BR Florabama Beach Luxury Suite

This meticulously maintained and beautifully furnished Phoenix 10 condo is the epitome of elegance and sophisticated luxury for the discerning couple or small family seeking respite in a beach resort setting. Sip your morning coffee on your private balcony overlooking the beach and Gulf of Mexico. Situated directly on the beach! Parking available in Association lobby for a $60 fee per stay. Linens, towels and complementary starter package (TP/ paper towels, dish detergent and shampoo provided)

4.95 out of 5 average rating, 216 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.

Flat 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 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

🦩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.

4.99 out of 5 average rating, 155 reviews

A bright living area features a spacious white sectional sofa adjacent to a light wood coffee table. Floor-to-ceiling glass doors offer expansive views of the ocean and sky, enhancing the openness of the space. A dining set is visible on the balcony.

Apartment in Perdido Key

MELODY OF THE SEA - ON THE BEACH- INCREDIBLE VIEWS

WHAT A VIEW! DIRECTLY ON THE BEACH...GULF SIDE!!! Beautifully remodeled and updated! This retreat has the rare double windows to enjoy stunning panoramic sunset views! On the beach (No roads to cross)! Resort has indoor heated pool & outdoor pool & hot tub overlooking the ocean. 2 fireplaces in the living room bedroom for those cozy mild winters. King size bed in the master... nautical bunkbeds with port holes & queen sleeper sofa in the main living areas. Reserve Your Time Away Today

4.9 out of 5 average rating, 131 reviews

A modern living area features a light gray couch accented with decorative pillows, a white coffee table, and a patterned area rug. The open layout connects to a well-equipped kitchen, with bright cabinetry and dining area visible in the background.

Home in Pensacola

Summer House! Beach & Downtown!

Welcome to Henry’s Hideaway! Whether your visit is to enjoy the beaches or downtown Pensacola, we want to welcome you and ensure you have a fantastic stay with us. The home is a 3 bed, 2.5 bath and beautifully decorated. The home is only about a 15 minute drive to the sugar sand beaches in Pensacola, 2 minutes to get onto I-110, and 5 minutes from vibrant downtown Pensacola where you can enjoy amazing restaurants and local shops! The house is fully equipped, so please make yourselves at home

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, 119 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 bright waterfront scene is captured, featuring Little Sabine Bay with reflections shimmering on the water's surface. The view includes marinas with sailboats and yachts, framed by palm trees and gardens, with a pool visible in the foreground.

5 out of 5 average rating, 143 reviews

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.

Apartment in Navarre Beach

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.

4.94 out of 5 average rating, 161 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.

4.99 out of 5 average rating, 140 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.

Flat 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, 232 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.

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, 128 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 spacious living room is illuminated by natural light streaming through large windows, offering a view of the Gulf of Mexico. Comfortable sofas are arranged around a central coffee table, while a ceiling fan provides a cooling breeze. A flat-screen television rests on a wooden console.

4.93 out of 5 average rating, 134 reviews

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

Welcome to The Diving Dolphin... a 2 bedroom/ 2 bathroom condo located in Emerald Isle Condominium complex~ Directly on Pensacola Beach! This beautiful condo is located on the 5th floor and overlooks the stunning waters of the Gulf of Mexico! Come on in and relax- this condo has it all! The condo has a capacity to comfortably sleep 6. We will send you a welcome packet with details about the complex, unit and area! ~COMPLIMENTARY BEACH CHAIR SET UP MARCH - OCTOBER!~

Popular amenities for beachfront rentals in Oriole Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

Cottage in Pensacola Beach

The exterior of the house is adorned with a vibrant mural depicting dolphins and coastal scenery, enhancing the tropical atmosphere. Two windows are visible, providing natural light. The entrance area features latticework, and the surrounding ground is covered in gravel and sand.

4.9 out of 5 average rating, 151 reviews

Cozy Mermaid Cottage on Pensacola Beach

5 out of 5 average rating, 19 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.

Guest house in Milton

Rainbow Land Carriage House

Home in Downtown Pensacola

A two-story house with a light blue facade is depicted, featuring a covered porch with white railings on the upper level. Lush green grass is present in the front yard, complemented by small shrubs along the pathway. A pebble driveway leads to the entrance.

4.95 out of 5 average rating, 39 reviews

The Pensacola Retreat-Spacious, pet-friendly home

4.88 out of 5 average rating, 155 reviews

Waterfront Paradise•Snowbird Rates Available

4.71 out of 5 average rating, 17 reviews

A serene beachfront scene captures silhouettes of people walking and playing along the shoreline. The sun sets on the horizon, casting warm orange and pink hues across the sky and reflecting on the gentle waves. Soft white sand borders the water's edge.

Home in Okaloosa Island

Beach Retreat 1500sq Luxury Flat Okaloosa Island

Holiday 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.

4.97 out of 5 average rating, 130 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.

Guest house in Navarre

Beach House Quiet Special Vacation - Pets Welcome

A pair of flip-flops rests atop soft, white sand, framed by delicate sea oats and bright sunflowers. A large sea shell is positioned nearby, with the gentle waves of the Gulf visible in the background under a clear blue sky.

4.86 out of 5 average rating, 117 reviews

“Sandy Thongs” Beachfront Oasis Amazing Gulf View

Beachfront home rentals with a pool

4.89 out of 5 average rating, 176 reviews

A serene beach scene captures gentle waves lapping at a soft, sandy shore. The sky is painted with hues of orange and purple as the sun sets on the horizon, creating a tranquil atmosphere over the water.

Flat in Navarre Beach

Top Floor With Amazing Gulf View!

A wide view of the calm ocean is captured, showcasing gentle waves lapping at the sugar white sands. The horizon displays a gradient of warm colors from oranges to pinks, signaling dawn or dusk. The serene atmosphere offers a sense of tranquility.

4.9 out of 5 average rating, 52 reviews

Heron Nest

Apartment in Navarre Beach

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, 220 reviews

Navarre Beach Gulf front luxury

Apartment in Orange Beach

A spacious living room is visible, featuring a light-colored sofa set and a wooden coffee table atop a textured area rug. Large windows amplify natural light, showcasing ocean views. A ceiling fan adds a functional touch to the airy space.

4.88 out of 5 average rating, 116 reviews

Phoenix X #1402-Endless Fun & Ideal Location!

Apartment in Navarre Beach

A panoramic view of the Gulf of Mexico is captured from the balcony, showcasing a sandy beach leading to a long fishing pier. The water shimmers in shades of blue, with gentle waves meeting the shoreline under a clear blue sky.

4.96 out of 5 average rating, 262 reviews

10thFLOceanFrontFreeChairsUmbrellaHeatedPoolArcade

A spacious wrap-around balcony is presented, featuring a grill and comfortable seating. Panoramic views of the crystal blue ocean extend beyond the railing, showcasing soft sandy shores beneath a clear sky. The sleek tile flooring adds a modern touch to the outdoor living space.

5 out of 5 average rating, 11 reviews

Sleeps 8-Stunning Ocean Front Views-Luxury Resort

A bright kitchen features modern stainless steel appliances and quartz countertops, with soft-close cabinets providing ample storage. The cozy living area includes a comfortable sofa and colorful decor, while the serene beachfront is visible through the window, where gentle ocean waves meet a colorful sky.

4.94 out of 5 average rating, 182 reviews

Beautiful Emerald Beach Condo

A balcony features two high-back chairs, facing the beach and ocean. Soft waves roll onto the sandy shore, with beach chairs and umbrellas visible in the distance. The clear blue sky and gentle clouds create a serene backdrop.

4.82 out of 5 average rating, 118 reviews

Beachfront! Sand-Sun-Surf on Fort Walton Beach FL

Private beachfront home rentals

4.92 out of 5 average rating, 26 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

5 out of 5 average rating, 42 reviews

A spacious living area is highlighted by a leather sectional sofa adorned with patterned cushions. Two round wooden coffee tables are positioned on a vibrant area rug. Natural light filters through two large windows, complemented by stylish drapes that frame a view of the greenery outside.

Townhouse in Navarre

Super Cozy Townhome w/Pool-close to Navarre Beach

A bright living area features a cozy sofa and a stylish coffee table, with a modern fireplace and a large wall-mounted TV displaying a serene beach scene. Light blue walls enhance the open and airy feel, complemented by a dining area in the background.

4.86 out of 5 average rating, 7 reviews

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

4.99 out of 5 average rating, 88 reviews

A modern kitchen area features white cabinetry with a spacious island, complemented by bar stools. Large windows allow natural light to fill the space while offering views of the surroundings. Outside, a wooden staircase leads to an elevated entryway, illuminated softly at night.

Home in Pensacola Beach

Island Life Beach House! 300ft to water!

4.82 out of 5 average rating, 45 reviews

A two-story blue building features a white deck with seating, elevated above a grassy area. Access stairs lead to multiple entrances. Surrounding palm trees provide a coastal vibe, while nearby structures can be seen in the background.

Home in Pensacola Beach

Pool Private Beach Perfect!

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

A view from the balcony showcases sandy shores leading to the Gulf of Mexico, where the turquoise waters meet a clear blue sky. Sunbathers are positioned on beach towels, while umbrellas dot the shoreline. Grassy dunes are visible in the foreground, with a wooden fence marking the beach access.

4.81 out of 5 average rating, 64 reviews

Sunriser condo at Gulf Winds.