Holiday rentals with outdoor seating in Oriole Beach

4.95 out of 5 average rating, 219 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 welcoming entryway features a decorative round mirror above a console table. A potted plant adds greenery beside the door. A wreath adorns the glass panel of the door, while natural light filters through nearby windows, illuminating the space.

4.86 out of 5 average rating, 160 reviews

Gulf Breeze getaway w/hot tub, minutes to beach

Welcome to your Gulf Breeze getaway! Perfect for a family vacation, this newly furnished bright and cozy home is located in a peaceful neighborhood surrounded by shady trees. This location is a short 9 minute drive to Pensacola Beach! Local convenient stores and restaurants are also minutes from the home. Be sure to include the dreamy white sands and crystal clear waters of Pensacola Beach into your travel plans. You'll also want to soak in the back yard hot tub to relax at the end of the day!

A well-organized living space features a queen bed set against a neutral wall, with a dining table and two chairs positioned nearby. A television is mounted on the wall, and soft lighting is provided by a ceiling fan. The room is complemented by light wood flooring.

4.85 out of 5 average rating, 113 reviews

The Flamingo - Beautiful Studio Apartment

Enjoy a stylish experience at this centrally-located place. Just 8 miles from Pensacola Beach, 20 from Navarre Beach. Close to stores and restaurants. Enjoy the Emerald Coast w/o spending a fortune on hotel. See our other 1BR listing The Pelican with even more space. Queen bed, refrigerator, microwave, kuerig machine w/ complimentary coffee, driveway parking. Unit is part of a lg house with two other units with their own private, exterior entrances. There are no shared spaces and no stairs.

A screened-in pool area features a clear, blue pool surrounded by a spacious deck. Lounge chairs are positioned around the pool for relaxation. Lush palm trees and greenery are visible in the background, offering a glimpse of the outdoor environment.

4.93 out of 5 average rating, 109 reviews

Fun, sun, sand, and rest. Enjoy your stay with us.

When you stay at this centrally-located place, your family will be close to everything. The home is ranch-style and located on the canal in a fast-growing beachy community. Minimum stairs if you walk down to the canal. Take advantage of the local golf course which is minutes from the home. Enjoy the beautiful weather, shopping, and the local beaches (Navarre, Pensacola, and Destin) then come home to relax in your home away from home. We do not host parties or special events. Non smoking home.

The living area features a comfortable gray sofa set, a white coffee table, and a ceiling fan. Natural light enters through sliding glass doors leading to a private patio. An open kitchen with wooden cabinetry and a dining area is visible, highlighted by bar stools at the counter.

4.96 out of 5 average rating, 198 reviews

$0 clean fee! Beachside/pool view/king bed/jacuzzi

Perfect little place for couples or small families to get some R&R. This condo has a poolside view in a lovely little complex, and is just one building back from the beach - steps from paradise! The Gulf boasts some of the most beautiful beaches in the world, and this is the perfect location tucked away from the busy crowds but still close to restaurants, activities, live music, national parks, and a world class spa. The condo is well-equipped and recently updated in October 2022. Come enjoy!

Guest suite in Pensacola Beach

An outdoor patio area features a wooden pergola overhead, complemented by two blue rocking chairs and a bench. Potted plants provide greenery, and soft lighting fixtures line the concrete flooring, creating a cozy space for relaxation.

4.97 out of 5 average rating, 165 reviews

The Starlight-3mi to Beach

Unique & private suite for two, Pensacola Beach is 8 minutes away. Speedy wifi, fenced patio, grill, & garden. This suite includes a minisplit for air/heat & a tankless water heater. Attached to the brick house, & totally private with a privacy fence, hear the rain drops on the tin roof. Queen memory foam bed, 70" Samsung TV w/Roku, thermal blinds. Must be willing to stay regardless of rain drops on the tin roof, or lightning and torrential rain on a tin roof in a room of glass. Enjoy!

A spacious living area features a large sectional sofa facing a wall-mounted television above a modern electric fireplace. Light hardwood flooring complements the soft grey walls and blue accent wall. Natural light filters through the window adorned with sheer curtains, enhancing the inviting ambiance.

4.94 out of 5 average rating, 154 reviews

Stylish Coastal Home | 10min from Pensacola Beach!

Welcome to the Villa ! Modern and newly renovated 2 bed 2 bath (6 guests) Home located in the heart of Gulf Breeze! Centrally located near the beautiful white sands of Pensacola Beach (3 miles) , and shopping of Gulf Breeze. Enjoy a peaceful stay with a private back patio with outdoor seating and lights designed for summer nights. Welcome to our cozy vacation rental featuring brand new kitchen appliances and a fully stocked coffee bar. We look forward to hosting your vacation ! - Sonya

4.96 out of 5 average rating, 207 reviews

The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.

Home in Milton

Waterfront with kayaks* Blackwater River Shanty

Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.

4.88 out of 5 average rating, 126 reviews

Great Gulf Breeze Getaway Near Pensacola Beach

Welcome to Gulf Breeze, Florida! Look forward to a relaxing vacation in this private rental with 3 bedrooms and 2 bathrooms. Relax in your home-away-from-home fully equipped with all your desired amenities. Walk the scenic, sandy beaches of Pensacola, just 15 minutes away. Or, pack your fishing gear and bring home the catch of the day at the many ports and shores that the city of Pensacola boasts. Bring your friends & family to enjoy the Gulf Breeze Getaway!

4.91 out of 5 average rating, 548 reviews

The cabin is nestled among shady oak trees, featuring a wooden deck with seating and a hammock for relaxation. A charcoal grill is positioned nearby, and the surrounding area showcases a dirt path leading to a natural, serene environment.

Cabin in Gulf Breeze

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

Campervan/Motorhome in Pensacola Beach

A colorful vintage camper is nestled in a lush wooded setting, surrounded by tall trees and scattered foliage. A hammock is suspended between two trees, inviting relaxation. Soft lights adorn the camper, adding a gentle glow to the tranquil atmosphere.

4.9 out of 5 average rating, 163 reviews

Gypsy Rose near the beaches

Reconnect with nature at this unforgettable escape. Looking for a chill vibe? This is your place. Gypsy Rose is centrally located in Gulf Breeze, FL. Only 6 miles to Pensacola Beach, 10 miles to downtown Pensacola, and 17 miles to Navarre Beach. Gypsy Rose is nestled in a tropical forest setting. Our quiet neighborhood is just minutes to shops, restaurants, parks, the zoo and our beautiful Emerald Coast.

4.93 out of 5 average rating, 258 reviews

The image depicts a wooden dock extending over a calm, dark canal. Tall grass borders the water, and several boats are visible on the dock. Lush green trees provide a natural backdrop, enhancing the serene atmosphere of the outdoor space.

Home in Gulf Breeze

Canal Home in Gulf Breeze

This canal home is located in the wonderful city of Gulf Breeze in an established neighborhood located on the Pensacola Bay! Awesome location to Pensacola Beach, downtown Pensacola & Navarre. Very clean, well-maintained ranch home features simple beach decor and is located on a canal, so you can bring your boat & fish! All tile and no carpet! Strictly NO PETS allowed because of owner allergies!

Popular amenities for outdoor seating rentals in Oriole Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

Superhost

A wooden dock stretches out into calm waters, surrounded by lush greenery. White caps mark the edges, providing a safe boundary. In the background, a spacious home with a dark roof is visible, along with a small boat and kayak nearby.

Home in Milton

4.79 out of 5 average rating, 210 reviews

*Waterfront Home w/Boat Dock, & Kayaks!

4.94 out of 5 average rating, 210 reviews

Home in Pace

The Pine House Pace, FL

4.96 out of 5 average rating, 171 reviews

A charming cottage is set within a lush yard, featuring a welcoming front porch adorned with potted plants. A brick pathway leads to the entrance, framed by vibrant greenery and shaded by mature trees in the background.

Home in Pensacola

Walk To Downtown, Fenced Yard, Games, Fire Pit

A spacious living area is shown with a comfortable sectional sofa adorned with decorative cushions. A round wooden coffee table sits at the center, featuring a decorative bowl. The open floor plan is visible, leading to the dining area and kitchen in the background.

4.96 out of 5 average rating, 48 reviews

Sea Le Vie Cottage By The Beach!

A welcoming one-story brick home is set within a lush green lawn, framed by palm trees. The entrance, featuring a white door and large windows, provides ample natural light. A concrete driveway leads to a shaded carport on the right.

4.91 out of 5 average rating, 169 reviews

Life's a Beach | 3BR 5min to Pcola Beach

4.96 out of 5 average rating, 207 reviews

A spacious living room is presented with a light-colored sofa and two blue armchairs. A coffee table sits in the center, while a ceiling fan provides airflow. Large windows allow natural light to brighten the space, and bar seating is visible in the background.

Home in Navarre

🏝 The Beach Roost-Navarre's Best Kept Secret 🏝

Home in East Pensacola Heights

A spacious backyard features a stone fire pit surrounded by a paved area. A porch swing is positioned nearby, complemented by lush green grass and a tall tree. The guest house is set against a backdrop of a wooden privacy fence, creating a peaceful outdoor space.

4.99 out of 5 average rating, 175 reviews

East Pensacola Heights Casita

An inviting living area features white, comfortable sofas with decorative cushions. A bright dining space with a wooden table accommodates six, and a well-equipped kitchen is visible with modern appliances. Natural light filters through the windows, enhancing the warm atmosphere.

4.93 out of 5 average rating, 167 reviews

Charming Beachside Home, The Perfect Beach Getaway

Apartment rentals with outdoor seating

4.97 out of 5 average rating, 162 reviews

An inviting entryway is seen, featuring a brick facade and large glass doors. A welcome sign is prominently displayed next to the entrance. The surrounding outdoor area includes a well-maintained garden and trees, providing a serene atmosphere.

Flat in Pensacola

Entire studio space is private, clean & relaxing.

4.91 out of 5 average rating, 113 reviews

A wooden deck is featured in the backyard, furnished with four blue Adirondack chairs and a small table. A potted plant adds a touch of greenery, while a BBQ grill is positioned to the side. The fenced area provides a sense of privacy.

Flat in Pensacola

East Hill Nest~Private apt close to it all!

4.98 out of 5 average rating, 112 reviews

A cozy living area is furnished with a gray couch and a white coffee table. Two plants are positioned in black planters beside a set of windows that allow natural light. Decorative surfboards are displayed on the wall, and a door leads to the outside patio.

Flat in East Hill

Completely Private Suite - No Cleaning Fee

4.94 out of 5 average rating, 118 reviews

A spacious living area is arranged with a large sectional sofa adorned with colorful cushions. A round coffee table is centered on a patterned area rug. Bright artwork depicting beach scenes is displayed on the wall. A potted palm adds a touch of greenery.

Flat in Pensacola Beach

Stylish Place 7 Miles from the Beach/self-check-in

Flat in Fort Walton Beach

An open living area features a yellow sofa and a light blue armchair positioned around a wooden coffee table. A round mirror hangs on the wall opposite the seating. Natural light filters through the window, which is dressed in light curtains, illuminating the space.

4.89 out of 5 average rating, 125 reviews

The Sand Dollar Stay!

4.91 out of 5 average rating, 155 reviews

A spacious living area is visible through an open doorway, highlighted by large windows allowing natural light. A decorative mask adorns the wall beside a minimalist coffee table, while two white chairs complemented by colorful pillows offer seating amidst potted plants.

Flat in Pensacola Beach

Mid-Century Breeze

Flat in Fort Walton Beach

The living area features a navy blue sleeper sofa adorned with teal accent pillows. A small white dining table with two chairs sits nearby, while a vibrant piece of wall art adds a pop of color. Natural light enters through the window, enhancing the space.

4.87 out of 5 average rating, 147 reviews

*Perfect location | Charming beach retreat*

Flat in Downtown Pensacola

A well-equipped kitchen features green cabinetry and a modern stainless steel refrigerator. A wooden countertop provides ample space for meal preparation, complemented by a dark stool. Brick accents add texture, while natural light enters through the window, enhancing the warm ambiance.

4.99 out of 5 average rating, 162 reviews

Luxe Downtown Studio Apartment

Apartment rentals with outdoor seating

A private balcony offers sweeping views of the Gulf of Mexico, showcasing the clear blue waters and soft sandy beach below. The horizon merges sky and sea, creating a serene coastal scene. Beach chairs and umbrellas are positioned along the shoreline, inviting relaxation.

4.98 out of 5 average rating, 210 reviews

Beachfront Bliss: Walk to Dine & Play on Sands

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, 144 reviews

Stay at Sunshine Daydream on Pensacola Beach

The living room features a cozy arrangement with a dark sofa and loveseat, complemented by a light coffee table. A wall-mounted TV is visible, alongside a sliding glass door that provides access to the private balcony. Tropical foliage can be seen through the glass doors.

4.88 out of 5 average rating, 140 reviews

Sugar Sand Beach Retreat at Villas on the Gulf

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

Apartment in Fort Walton Beach

A balcony features a dining table set with two glasses and a bottle, overlooking the beach. Lounge chairs and umbrellas are visible on the sandy shore, with the Gulf of Mexico's turquoise waters in the background, highlighting direct beach access.

4.95 out of 5 average rating, 138 reviews

Lovely beach-front condo with free beach setup.

A dining area features a round table surrounded by six white, wooden chairs. The kitchen, equipped with updated stainless steel appliances, is visible in the background. Natural light enters through large windows, illuminating the space and enhancing the clean, modern design.

4.98 out of 5 average rating, 100 reviews

Book now for fall/Snowbird! Beautiful sound views!

An aerial view showcases the townhome situated along the coastline, with the Gulf's waves gently breaking in the background. The neatly arranged buildings reflect a clean layout, while palm trees and a parking area are visible below, highlighting the nearby beach setting.

4.99 out of 5 average rating, 114 reviews

Spacious Townhome for Families w/ Beach+Bay Access

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.