Holiday rentals with outdoor seating in Oriole Beach

4.95 out of 5 average rating, 221 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.

4.87 out of 5 average rating, 168 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, 334 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.

4.83 out of 5 average rating, 118 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, 141 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.

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, 174 reviews

Luxe Downtown Studio Apartment

Curated style within walking distance to bars and restaurants downtown, and only a 15 minute drive to Pensacola Beach! This apartment features a a fully equipped kitchen, separate private entrance, fast high speed internet, in unit washer and dryer, a heated bathroom floor, and commercially rated sound proof insulation. The apartment boasts 11ft ceilings, 100%cotton luxury bedding and pillows, rain shower, and a private dedicated parking space just steps from the entrance.

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, 128 reviews

307 Beach Front Views ~ Book Mar 11 Super Special

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.

4.92 out of 5 average rating, 154 reviews

A modern studio features a light grey sectional sofa facing a television mounted on the wall. Large glass doors lead to a private outdoor area. Blue curtains frame the windows, while decorative mirrors adorn the wall above the sofa, enhancing the overall ambiance.

Guest house in Pensacola

Studio 54 - a modern beach-town studio

You’ll love this modern, stylish studio (open floorplan), completely separate from main house, in a quiet neighborhood, with: -private entrance - private patio -double driveway 4 blocks from the water (Bayou Chico) & a big park w/ frisbee golf. Close to everything Pensacola and Perdido Key have to offer: -Airport (PNS) - 8miles -Downtown Pensacola - 3mi -Beaches: -Bruce Beach: 3mi -Pensacola - 12mi -Perdido Keys - 12mi -Naval Air Station (NAS) - 4mi

The kitchen showcases an open layout with wooden cabinets and a large island featuring a cooktop and bar seating for four. Natural light brightens the space, where stainless steel appliances complement the modern design. A decorative piece is displayed on the wall.

4.77 out of 5 average rating, 132 reviews

Exclusive Grand Canal home near Pensacola Beach

Exquisite home w/ private dock on the canal - snowbirds welcome! This exquisite three-bedroom Gulf Breeze vacation rental is luxury at its finest with a 25-foot dock and loft! The home is just steps from a lovely canal that feeds into the Santa Rosa Sound along the Gulf of Mexico. This fabulous hideaway is 2 miles from the Naval Life Oaks Reservation (part of the Gulf Islands National Seashore) and 4 miles from fresh seafood, shopping, and nightlife in town!

4.88 out of 5 average rating, 127 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, 293 reviews

Beach Barn | 5min to Pcola Beach • Full Kitchen

Relax and Enjoy our charming Beach Barn home in Gulf Breeze, Florida; the perfect vacation base for Pensacola area exploration! You'll have the entire home to yourselves, which can comfortably accommodate up to 4 adults. This is the perfect spot to access everything the area offers; near famous beaches, parks, shopping, & eating. It's sparkling clean and super cute! Perfect for families or friends who want all the amenities: where Life's a Breeze!

Camper van/Motorhome in Pensacola Beach

A vintage 16' camper with a light blue exterior sits amidst a lush forest, surrounded by tall trees. A small patio area features a circular table with two chairs and a fire pit, creating an inviting outdoor space for relaxation.

4.89 out of 5 average rating, 171 reviews

Gypsy Rose near the beaches

Reconnect with nature in our very private backyard. 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.

Popular amenities for outdoor seating rentals in Oriole Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.99 out of 5 average rating, 126 reviews

A spacious living area is seen, featuring a large sectional couch arranged around a central coffee table. Accent lighting highlights the ceiling details, while potted plants add a touch of greenery. A dining area with a table for eight is positioned nearby, creating an inviting open space.

Home in Navarre

Comfort, minutes from the Beach

Home in Downtown Pensacola

A modern exterior view of the white one-story building is presented, featuring large windows framed by minimalistic planters. A pathway leads from the road to the entrance, and a wooden fence provides privacy, complemented by surrounding green landscaping.

4.99 out of 5 average rating, 224 reviews

✨Olivia Downtown✨ Industrial chic/ Sleeps 4

Superhost

Home in East Pensacola Heights

4.83 out of 5 average rating, 175 reviews

Flamingo Pad: Dog Friendly, Downtown, Pensacola Be

4.96 out of 5 average rating, 179 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

4.97 out of 5 average rating, 154 reviews

An outdoor patio area is showcased with a spacious dining set and two lounge chairs, all positioned on a paved surface. A large striped umbrella provides shade, while the fenced backyard features green grass and palm trees, creating a suitable environment for relaxation.

Home in Pensacola

Summer House - Beach & Downtown

An outdoor deck is featured with a spacious dining area, black chairs arranged around a large table, and a built-in grill nearby. Lush plants add greenery, and an area rug provides warmth. Solar panels are visible on the roof, enhancing sustainability.

4.9 out of 5 average rating, 251 reviews

Charming home, 10 min drive to Pensacola Beach

4.97 out of 5 average rating, 222 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 • A Vibrant Mexican Art Retreat!

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.

4.91 out of 5 average rating, 132 reviews

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

Apartment rentals with outdoor seating

4.89 out of 5 average rating, 179 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!

4.97 out of 5 average rating, 341 reviews

The bedroom features a spacious bed with a decorative headboard, topped with plush pillows and a patterned throw blanket. Two bedside tables with soft lamps provide warm lighting, and natural light streams through sheer curtains, enhancing the inviting atmosphere.

Flat in East Hill

Luxurious apartment walk to the Bay-2m to downtown

4.91 out of 5 average rating, 115 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, 113 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

4.93 out of 5 average rating, 252 reviews

A cozy living area is highlighted by a rustic brick fireplace and a stylish chandelier. Comfortable seating is arranged around a coffee table with decorative items, while a warm rug covers the hardwood floor. Natural light fills the space through tall windows with soft curtains.

Flat in Old East Hill

The Kelley House | Suite 1 - 1st Floor

4.99 out of 5 average rating, 102 reviews

The historic SR Moreno House displays a charming pastel exterior, featuring white railings and a welcoming front porch with rocking chairs. An American flag is prominently displayed, adding to the house's character. Lush greenery and decorative stones frame the entrance, enhancing the inviting look.

Flat in North Hill

Historic SR Moreno House • Walk to Downtown

Flat in Downtown Pensacola

A cozy studio apartment features wooden ceiling beams and polished hardwood floors. A queen-size bed with a decorative headboard is positioned beside a wooden coffee table. A comfortable chair is situated nearby, with a decorative rug and wall clock completing the inviting ambiance of the space.

4.91 out of 5 average rating, 230 reviews

Downtown Studio w/Free Parking

Apartment rentals with outdoor seating

4.99 out of 5 average rating, 102 reviews

Two wooden lounge chairs are positioned on the sandy beach, facing the serene Gulf waters. Light fluffy clouds scatter across the clear blue sky, while gentle waves lap at the shore, creating a peaceful coastal scene.

Apartment in Perdido Key

Marisol del Cielo/Sea Sun Of The Sky-On The Beach

A bright living area offers views of the Gulf through expansive glass doors. The space features comfortable seating, including wicker chairs and a cozy sofa. A telescope stands nearby for observing the shoreline, while a balcony with seating is visible beyond.

4.99 out of 5 average rating, 141 reviews

Stunning Gulf Views, Relaxing Family Beach Retreat

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, 215 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 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

A vibrant sunset casts warm hues of orange and gold across the sky, reflecting on the water's surface. The shoreline is framed by gentle waves lapping against the soft, sandy beach. A pier extends into the ocean, while nearby properties provide a coastal backdrop.

4.99 out of 5 average rating, 133 reviews

Beachfront Condo With Pool & Resort Amenities

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, 109 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.