Holiday rentals with outdoor seating in Oriole Beach

4.95 out of 5 average rating, 218 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, 158 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!

4.9 out of 5 average rating, 330 reviews

A cozy outdoor space is showcased, featuring a patio with a light pink cottage, surrounded by lush greenery. A grill and seating area invite relaxation, with an umbrella providing shade. A small table stands alongside, enhancing the inviting outdoor setting.

Guest house in Pensacola

Cozy Garden Cottage

Nestled in private quiet garden behind main house. Off street parking and own entrance. Safe and friendly neighborhood of East Hill. Can walk to a bakery and pub. Between downtown Pensacola and airport. 15 minute drive to beaches. Wireless internet strong signal. T.V. with antenna. Amish "fireplace" heater. Kitchenette with medium refrigerator, sink, microwave, toaster oven, George Foreman grill, griddle designed to cook anything, and eating utensils. Grill on patio. Beach gear.

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, 112 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.

Houseboat in Pensacola Beach

An inviting living space is featured with a comfortable sofa adorned in nautical-themed decor. A steering wheel, integral to the houseboat's design, is visible along with a small table and chairs. Soft natural light filters through light blue curtains, enhancing the ambiance.

4.89 out of 5 average rating, 135 reviews

Delightful 1-bedroom houseboat with free parking.

Please read listing carefully. No pets allowed and no smoking. This is where your glamping adventures begin. You won’t forget your time at this peaceful and quiet place. Our houseboat is docked on the canal with a beautiful view. We make every effort to provide a safe and fun experience. Some amenities include a shower, bathroom sink, kitchenette, microwave, fridge, A/C and gas grill. Since this is a green houseboat, a porta-potty is located about 50 ft. from the boat and the private parking.

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, 195 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!

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

A comfortable living area features a brown leather sofa adorned with decorative cushions, positioned in front of a coffee table made of glass and wood. A large artwork adorns the wall, and natural light filters in through the sliding glass doors, complemented by light, flowing curtains.

4.92 out of 5 average rating, 467 reviews

Bay View Condo on Pensacola Beach - Great Location

Welcome to Seashell Suite at Sand Dollar! This lovely 1 bed/1 bath, water view condo is located on Little Sabine Bay in Pensacola Beach, FL! Relax on the patio as you look out at the tranquil water with the salty breeze blowing in your hair. The white sandy beaches of the Gulf of Mexico are right across the street, the nearest public access less than a 5 minute walk away! You can also easily walk/drive to the bustling boardwalk with shopping and plenty of great restaurants.

4.96 out of 5 average rating, 205 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.

The living room features two comfortable leather sofas positioned around a central coffee table. A large wall-mounted television displays a cozy bookshelf scene. A neutral-toned area rug covers the floor, and a floor lamp provides soft lighting. Decorative items add a homey touch.

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, 546 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

4.87 out of 5 average rating, 250 reviews

The spacious sleeping area features a large bed with soft bedding, complemented by a neutral-toned blanket. A comfortable couch is positioned nearby, while sliding glass doors provide natural light and access to the outdoor space.

Guest house in Pensacola

The Carriageway Cottage -Close to Pensacola Beach!

Whether you’re visiting Pensacola for business or pleasure, thank you for your interest in our guest house. We’re located in the heart of East Hill, which is a very charming and established neighborhood. The area is peaceful and quiet, yet only about a 5-10 minute drive downtown Pensacola. We will do everything we can to make your stay great! The guest house is located directly off of our private carriageway behind the house.

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!

4.82 out of 5 average rating, 117 reviews

A light-filled living area is showcased, featuring a pair of white sofas adorned with colorful throw pillows. A glass coffee table is positioned in the center, holding a stack of books and decorative items. A tall green plant stands near a stylish lamp, enhancing the space's ambiance.

Home in Navy Point

Navypoint Beauty 2/2 Whole House Great area

4.98 out of 5 average rating, 119 reviews

A cozy studio space features a spacious bed covered with a light blanket, complemented by decorative pillows. Two floral accent chairs are positioned adjacent to a small table with two stools. Natural light filters through a window, adding warmth to the neutral-colored walls.

Home in Pensacola

Cozy Studio

4.96 out of 5 average rating, 168 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

4.96 out of 5 average rating, 206 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 🏝

4.97 out of 5 average rating, 213 reviews

A bright living area features two orange armchairs and a brown leather couch, arranged around a circular area rug. A blue kitchen with modern appliances is visible in the background, with bar seating for three. Natural light fills the space through large windows.

Home in Pensacola

Casa Catrina-North Downtown with unique art theme!

4.97 out of 5 average rating, 138 reviews

An open living area is presented, featuring a light gray sectional sofa and two vibrant yellow chairs. A large wall-mounted TV is visible, surrounded by neutral tones and modern decor. The kitchen bar with high stools is in the background, beneath modern light fixtures.

Home in Navarre

Luxurious, Modernly decorated home Near the beach

An aerial view of the property reveals a spacious deck with outdoor seating, overlooking sandy terrain and palm trees. The large upper deck includes a dining area and the entrance to a staircase leading to additional outdoor spaces.

4.9 out of 5 average rating, 124 reviews

Hot Tub! Game Room! Balconies Views! Steps 2 Beach

Apartment rentals with outdoor seating

Superhost

A vibrant kitchen area features green walls and a tiled floor. A round table with a menu and brochures is placed next to a window with natural light. A futon can be seen in the background, along with a glimpse of the organized kitchen layout.

Flat in North Hill

4.76 out of 5 average rating, 275 reviews

Shore Break: Downtown Pensacola, North Hill

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.

4.86 out of 5 average rating, 103 reviews

The entrance to a newly constructed room is shown, featuring a white door with a single number '1' displayed. Flanking windows provide natural light, while decorative plants and stones enhance the outdoor area. A covered porch offers shelter, complementing the brick façade.

Flat in Navarre

Navarre Hide-a-Way #1

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

4.91 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!

4.93 out of 5 average rating, 242 reviews

A cozy suite features warm hardwood floors and a charming brick fireplace, serving as a focal point. Natural light filters through the large windows adorned with light drapes. A stylish chair and a small table complement the inviting space.

Flat in Old East Hill

Relaxing Historic Suite Downtown | 12 min to Beach

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 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, 159 reviews

Luxe Downtown Studio Apartment

Apartment rentals with outdoor seating

A serene waterfront view at sunset features a serene bay with multiple sailboats and yachts docked. The sky is painted in soft shades of pink and purple, reflecting on the calm water. A grassy area with kayaks and canoes is visible in the foreground.

4.92 out of 5 average rating, 131 reviews

Sunset on the Bayou near NAS/Downtown Pensacola

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, 209 reviews

Beachfront Bliss: Walk to Dine & Play on Sands

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

Apartment in Orange Beach

A comfortable beige sofa is centered in the living area, adorned with coral-themed throw pillows. Behind, a vibrant artwork of a turtle in shades of blue and green draws attention. Large glass doors provide natural light and open to a private balcony.

4.94 out of 5 average rating, 206 reviews

“The Sea Turtle” at Emerald Skye, on the Gulf!

Apartment in Navarre Beach

An aerial view highlights the first-floor beach condo's location on Navarre Beach. The ocean's turquoise waters stretch below, with white sands and nearby coastal structures visible. The property is surrounded by greenery and showcases a nearby pier, emphasizing its beachside accessibility.

4.91 out of 5 average rating, 205 reviews

Navarre Beach Cute & Cozy FIRST FLOOR condo

Apartment in East Pensacola Heights

A cozy studio living area is displayed, featuring a light gray sectional sofa with decorative cushions. A small dining table with metal chairs is positioned near the entrance. A modern ceiling fan hangs overhead, and a framed artwork adds a touch of character to the wall.

4.98 out of 5 average rating, 121 reviews

Cozy Bayou Villa - just steps from the water

A serene view of the bay is captured from the balcony, showcasing the calm water and sandy beach lined with outdoor furniture. In the distance, a pier extends into the water, while boats can be seen sailing peacefully, framed by the clear blue sky.

4.99 out of 5 average rating, 101 reviews

Pensacola Beach Condo w/ Great Views (F12)

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.