House holiday rentals in Oriole Beach

The living area features a light-colored sofa and two armchairs, complemented by decorative pillows. A coffee table is centrally placed, with a woven tray on top. Soft lighting is provided by multiple lamps, and large windows are adorned with sheer curtains, allowing natural light to enter.

4.96 out of 5 average rating, 114 reviews

Midtown Luxury Stay w/Courtyard

Centrally located in Pensacola's thriving shopping district, your home base is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Full Kitchen, Washer & Dryer, Gas Grill, Garage, and Private Parking. Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. Enjoy your stay in America's first settlement and be sure to check out the VisitPensacola website for events while you're here!

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!

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.

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, 108 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.

4.94 out of 5 average rating, 122 reviews

Family Beach Retreat! Game Rm, Big Porch, Sleep 11

Perfect family holiday getaway! Cute and cozy 3 bedroom 2 bath bungalow for large families in a peaceful and quiet neighborhood, just one walkable block from the Santa Rosa Sound waterfront and Boat Ramp, conveniently located between Pensacola and Navarre Beaches. Come enjoy the nearby white sugar sand and crystal clear emerald gulf coast waters a few miles by car, the spectacular year-round fishing, the Gulf Breeze Zoo (5 minute drive!) and endless other entertainment options in the area

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.

4.93 out of 5 average rating, 152 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

5 out of 5 average rating, 101 reviews

An open living space features a comfortable sofa, complemented by a cozy throw blanket and cushions. Large windows allow natural light to fill the room, which includes a kitchen area with modern appliances. A soft area rug anchors the space, creating a welcoming ambiance.

Home in Milton

Blackwater Bay Mae's Cottage

Mae's Cottage is a peaceful little bay house located right off of Interstate 10 in Milton (< 1 mile) and is within steps to the beautiful Blackwater River and Bay. It is approximately 100 yards from water access where you can enjoy fishing, boating, kayaking or just watching the sun set. There is a public boat launch so bring your boat/jet skis/kayaks and fishing gear and head out to the beautiful waters of Blackwater Bay. Relax with the whole family at this peaceful little bungalow.

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!

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.

4.97 out of 5 average rating, 213 reviews

Casa Catrina-North Downtown with unique art theme!

Beautiful, themed artist home located just 7 minutes from Downtown Palafox. 20 minutes from NAS Pensacola, quick access to the route to Pensacola Beach. This property is located in an old, diverse downtown neighborhood that is rapidly changing with new homes and remodeled ones appearing everywhere. This is a clean and comfortable, pet friendly house with fully equipped kitchen, WIFI, smart TVs with Netflix, Amazon, and commercial free YouTube, and more.

A quaint exterior of a beach-style home is showcased, featuring a welcoming porch with two chairs and potted plants. The building is painted white with a sloped roof and a large central window. Lush greenery surrounds the entryway, adding a refreshing touch.

4.91 out of 5 average rating, 292 reviews

The Beach Barn | 5min to Pcola Beach & WIFI

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!

A cozy bedroom features a wooden four-poster bed adorned with a patterned quilt in calming tones. Illuminated by natural light from a nearby window, a small bedside lamp provides additional lighting. Art with motivational phrases decorates the walls, enhancing the room's inviting feel.

4.9 out of 5 average rating, 125 reviews

Tom and Nancy's Nut n Fancy

Keep it simple at this peaceful and centrally-located home. We are central to many, many Beaches. Pensacola beach is 12 minutes average from the airbnb, to our east is Navarre Beach, opal Beach, Fort Walton Beach, Destin Beach and many more depending on how far you wish to go. west of us is orange beach which is in Alabama approximately 30 minutes away but definitely worth the travel time. we are surrounded by beaches. Beach Heaven!!

The cottage is showcased under a clear blue sky, featuring a front porch with white railings and two ceiling fans. Large windows on either side of the entrance allow natural light to fill the rooms. Lush greenery surrounding the home enhances the tranquil setting.

4.99 out of 5 average rating, 125 reviews

The Cottage By The Bay

Beautiful and underneath live oaks and old magnolias, The Cottage was built in October 2015 in a quiet family neighborhood. The decor is "Southern-Coastal". *We live on the property next door. NO water access. The Cottage is located 5 minutes from putting your toes in the bay at Naval Live Oaks. It is 10 minutes from the gorgeous white sands of Pensacola Beach or eating some of the Gulf Coast most delicious seafood.

Popular amenities for Oriole Beach house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.91 out of 5 average rating, 117 reviews

A community pool area features a rectangular swimming pool surrounded by a spacious deck. Lounge chairs are arranged neatly along the edge, and two pavilions with covered seating are visible. Lush greenery and a clear blue sky create a serene setting.

Home in Perdido Key

Beautiful Paradise Home - 1 Mile From Beach - POOL

4.97 out of 5 average rating, 169 reviews

A wooden dock extends into calm waters, flanked by two covered structures in the distance. The scene is under a bright blue sky, adorned with fluffy white clouds, creating a serene atmosphere for fishing or relaxation.

Home in Navarre

East Bay Hideaway - Sun. Swim. Sunset. Stargaze.

Home in Downtown Pensacola

A two-story home features a light blue exterior and a symmetrical design, framed by white columns on the porch. The landscaped front yard is neatly manicured, with low shrubbery and a brick pathway leading to the front door.

4.91 out of 5 average rating, 212 reviews

Historic Downtown Bayfront Home Pool Mins to Beach

A serene backyard space features a clear blue pool surrounded by lush greenery. Sunlight filters through the trees, and a variety of plants decorate the perimeter. Lounge chairs are positioned near the pool, providing a comfortable area to relax and enjoy the outdoors.

4.95 out of 5 average rating, 203 reviews

Flamingo On Fisher In The Heart Of Pensacola

Home in East Pensacola Heights

A heated saltwater pool is showcased in a private outdoor space, surrounded by a wooden privacy fence. The pool is framed by paved stones, with a comfortable seating area partially visible in the background, creating an inviting setting for relaxation.

4.82 out of 5 average rating, 144 reviews

Saltwater Pool! Cottage-Mins to Downtown & Beaches

A sandy path leads through tall grass dunes toward the shimmering turquoise water of the Gulf. The bright sky overhead is dotted with light clouds, and a wooden sign stands at the entrance, indicating the path to the beach.

4.95 out of 5 average rating, 337 reviews

Quiet With views and a Gulf breeze

4.93 out of 5 average rating, 219 reviews

A private backyard features a heated pool surrounded by landscaped areas with palm trees and flowers. A covered porch provides shaded seating options, while lounge chairs invite relaxation by the water. A securely fenced area enhances safety and privacy.

Home in Navarre

Good times & tan lines! Only 5 miles to the beach!

An aerial view captures a family-friendly home nestled in a spacious yard with lush greenery. A private, crystal-clear pool is seen in the backyard, surrounded by patio space. The property is bordered by a fenced area, providing a sense of seclusion and tranquility.

5 out of 5 average rating, 117 reviews

Blue Angels Haven | Central Pensacola Pool Retreat

Weekly house rentals

A bright entryway features light-colored tiled flooring and a white console table with decorative items. A small lamp and a mirror with a blue frame are positioned on the table. The door is partially open, allowing natural light to fill the space.

4.97 out of 5 average rating, 61 reviews

Gulf Breeze Beach Retreat

A screened pool area features a curved swimming pool and a separate hot tub with blue tile accents. Surrounding spaces include lounge chairs and a barrel sauna. Lush greenery and a wooden fence are visible in the background, creating a secluded atmosphere.

4.86 out of 5 average rating, 51 reviews

Casa Tranquilo Heated Pool and Sauna!

5 out of 5 average rating, 17 reviews

The spacious living room features a cozy arrangement of seating, with a plush sofa and stylish armchairs. A large flat-screen TV is positioned across from the seating area, while natural light is welcomed through multiple windows. A decorative painting adds a vibrant touch to the wall.

Home in Navarre

Beach gear,whole house in Navarre-family friendly

The exterior of the home is showcased with a welcoming front porch, featuring two rocking chairs and hanging planters. Lush green grass surrounds the pathway leading to the entrance, bordered by neatly trimmed shrubs and a colorful flower bed in the foreground.

5 out of 5 average rating, 15 reviews

Shadow's Retreat - Boat Dock on Canal, Pet allowed

The exterior of a single-story home is shown, framed by tall trees and open green spaces. A covered porch with two blue chairs is visible, welcoming guests. Large windows allow natural light to fill the inside. The yard has a simple landscaping design.

4.9 out of 5 average rating, 30 reviews

Cozy Retreat on Spacious Lot

A modern living area features a stone fireplace with a light gray facade. A window with vertical blinds offers a view of greenery, while a white console table holds decorative items and a glass bowl. Potted plants add a touch of nature to the space.

5 out of 5 average rating, 19 reviews

Gulf Breeze enchanting home

An aerial view showcases a private home with a black metal roof, surrounding a tranquil pool and landscaped yard. A dock extends over the canal, providing easy water access. Two kayaks sit beside the pool area, offering recreational options for guests.

4.95 out of 5 average rating, 41 reviews

Close to Beach Pool with Canal View

A single-story cottage presents a light exterior adorned with coral accents. Bright blue window shutters frame large windows, allowing natural light to enter. The well-maintained front yard features various shrubs and plants, contributing to the inviting atmosphere of the home.

4.98 out of 5 average rating, 41 reviews

Cheery Woodlawn Beach cottage W/ Boat Parking

Private house rentals

A newly built townhome exterior displays a light blue façade, featuring a welcoming front door with a round sign. Two garage doors are visible, and a small decorative chair is placed at the entrance, surrounded by white gravel.

4.85 out of 5 average rating, 13 reviews

Sandy Toes- - -3 Bdrm 2.5 bath near beaches & zoo!

The exterior of a single-story red brick house is surrounded by a manicured lawn and vibrant landscaping. Palm trees frame the entrance, while seasonal flowers add color to the garden beds. A driveway is visible, accommodating vehicles parked next to the house.

4.83 out of 5 average rating, 23 reviews

Gulf Breeze Seaside Haven

A charming single-story home is framed by lush greenery and a spacious lawn. Large trees offer shade to the exterior, while a set of steps leads to the welcoming front porch. A separate structure can be seen in the background, providing additional space.

5 out of 5 average rating, 12 reviews

The Blue Heron

A two-story, bright yellow house exudes a cheerful vibe, framed by lush greenery. The front porch is screened in and provides shaded access to the entrance. Windows are arranged symmetrically on both levels, offering a welcoming aspect to the home.

4.84 out of 5 average rating, 68 reviews

The Gulf Coast Sunflower House steps from the

5 out of 5 average rating, 24 reviews

Hot tub 6 mi to beach BBall Hoop Pool Paddle Brds

4.91 out of 5 average rating, 11 reviews

Gulf Breeze Home Pensacola Bay

A spacious screened-in heated pool area is highlighted, featuring clear blue water under a partly cloudy sky. Two lounge chairs with rolled towels rest at the pool's edge, accompanied by drinks on coasters. The surrounding yard is visible beyond the pool's deck.

4.95 out of 5 average rating, 66 reviews

Emerald Waves Hideaway - Free Heated Pool & Games

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.