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Family-friendly vacation rentals in Oriole Beach

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Oriole Beach

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A tranquil beach scene features soft white sand and gentle waves lapping at the shore. Weathered wooden fence posts stand in scattered alignment, with seagulls resting on top. The vibrant turquoise water meets a clear blue sky, creating a serene coastal atmosphere.

Guest suite in Gulf Breeze

4.95 out of 5 average rating, 230 reviews

Upscale Peaceful Suite,Nice NBHD,White Sand Beach!

Looking for a spacious, upscale, peaceful guest suite with private bathroom, shower and small kitchenette near beach, you have found the spot. Easily accommodates three guests with private entry. Has AC,TV, high-speed WiFi, queen bed, sofa bed, small kitchenette, separate restroom, outdoor dinning chairs and table…Good for weekend or more extended stay, free off street parking. Next to Naval Oaks National Seashore with trails outside your door. 10 mins to Pcola Beach, 25 mins to Navarre Beach.

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.

Home in Gulf Breeze

4.86 out of 5 average rating, 154 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.

Home in Gulf Breeze

4.86 out of 5 average rating, 107 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.

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.

Houseboat in Gulf Breeze

4.88 out of 5 average rating, 125 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.

A welcoming facade of a brick cottage features light-colored trim and a front porch. Lush greenery and decorative plants are positioned along the pathway, enhancing the entrance's appeal. The house is situated under a cloudy sky, providing a calm atmosphere.

Home in Gulf Breeze

4.95 out of 5 average rating, 128 reviews

Lake Here Beach Near Cottage between 2 beaches!

Relax on a beautiful lake after enjoying your day at the beach. We have outdoor dining available, a gas grill and a fully equipped kitchen, single serve and pot coffee maker, beach towels, beach chairs, smart television sets and wifi. We are following strict cleaning guidelines to ensure a safe stay. This vacation spot is located between Navarre Beach, 15 minutes away, and Pensacola Beach, about 20 minutes away. This is a great location with amazing value. Pack a bag and get away today!

A private pool area features a crystal clear swimming pool surrounded by lounge chairs and a shaded umbrella. A colorful pool float and games are visible, alongside a seating area with a fire pit, all enclosed in a spacious backyard with green landscaping.

Guest suite in Gulf Breeze

4.95 out of 5 average rating, 147 reviews

Cozy Suite w/ Private Pool near Navarre Beach!

Welcome to Bella Blue! Our beautiful and newly renovated Pool Oasis. Quiet private 2 BR / 1 BA apartment with a private crystal clear pool/ inviting firepit and more. Private fenced spacious backyard for pets. Only 6 Miles from beautiful Navarre beach. Hang out in our family friendly play pool or head to the emerald waters of Navarre beach. Located one mile from the Gulf Breeze Zoo, 15 miles from Pensacola Beach. Conveniently located for shopping /restaurants. We hope you enjoy! Sonya

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.

Home in Gulf Breeze

4.88 out of 5 average rating, 121 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!

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

4.91 out of 5 average rating, 533 reviews

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

Top guest favorite

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.

Home in Gulf Breeze

4.99 out of 5 average rating, 121 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.

Top guest favorite

A private pool area is surrounded by white fencing, featuring lounge chairs and shaded seating. The guesthouse is visible in the background, showcasing a patio area with a pergola. Lush greenery adds to the tranquil environment.

Guesthouse in Gulf Breeze

4.99 out of 5 average rating, 111 reviews

The Pool House - Gulf Breeze Hidden Gem

Built in 2020, this guesthouse is located in quite and safe neighborhood. 8 miles to Pensacola beach and 17 miles to Navarre Beach. Completely private with your own driveway and parking area, plus the use of the main house pool, patio and BBQ. Beautiful view of the forest. On a case by case basis we will entertain 6 guest. Please inquire before booking. Please be sure to review the House Rules section.

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.

Camper/RV in Gulf Breeze

4.9 out of 5 average rating, 155 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.

A serene canal view showcases calm waters lined with docks and boats. Lush greenery frames the waterway, and buildings are visible in the distance against a clear blue sky. The scene is tranquil, inviting a sense of peace and relaxation.

Guesthouse in Gulf Breeze

4.95 out of 5 average rating, 187 reviews

Cute Carriage House Apartment with View

Situated just east of Pensacola and just north of Pensacola Beach, our place is located in a quiet neighborhood, just a short drive from amazing restaurants and the most beautiful, snow white beaches in Florida. Our private suite has one bedroom, one bathroom and an open living/kitchen area. Sleep up to four guests with a queen bed in the bedroom and a new queen size pull out sofa in the living area.

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Popular amenities for Oriole Beach family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Pensacola

4.92 out of 5 average rating, 100 reviews

Relaxing Getaway with Pool/Hot Tub Near Downtown

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

4.96 out of 5 average rating, 134 reviews

Summer House - Beach & Downtown

Top guest favorite

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.

Condo in Pensacola Beach

4.98 out of 5 average rating, 201 reviews

Beachfront Bliss: Walk to Dine & Play on Sands

Top guest favorite

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

4.97 out of 5 average rating, 163 reviews

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

Top guest favorite

A serene sunset over Perdido Bay is framed by tall trees and palm foliage. The golden sun descends towards the water, reflecting vibrant hues on the surface. A nearby dock and boathouse are visible, highlighting the peaceful waterfront setting.

Home in Pensacola

4.99 out of 5 average rating, 215 reviews

Waterfront Sunsets

A welcoming living space features a large wall-mounted television displaying aquatic life. Light-colored walls complement the chic decor, including framed art and a decorative plant. A comfortable seating area is arranged with a small accent table and an ottoman, creating an inviting atmosphere for relaxation.

Home in Pensacola

4.91 out of 5 average rating, 129 reviews

'Coral Reef Cottage' 3BR/2BA w/ Hot Tub!

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.

Condo in Pensacola Beach

4.93 out of 5 average rating, 130 reviews

Gulf front ~Pensacola Beach~. Popular Emerald Isle

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.

Home in Pensacola

4.94 out of 5 average rating, 191 reviews

Flamingo On Fisher In The Heart Of Pensacola

Family- and pet-friendly home rentals

A bright and inviting room features orange walls and ample natural light from multiple windows. A large table is centrally positioned, adorned with a colorful tablecloth. A ceiling fan and wooden flooring add to the cozy environment, with a bookshelf displaying various items in one corner.

Home in Pensacola

4.83 out of 5 average rating, 169 reviews

Flamingo Pad: Dog Friendly, Downtown, Pensacola Be

A modern black house stands amidst tall pine trees, featuring large glass doors that create a connection with the outside. A wooden deck offers space for outdoor relaxation, with stylish seating positioned nearby. Two individuals share a moment on the deck.

4.94 out of 5 average rating, 205 reviews

THE PINE HOUSE Luxury, Romantic, Unique Retreat.

Top guest favorite

A welcoming living space showcases a comfortable brown leather sofa, paired with an ottoman on a patterned rug. Bright light floods in through windows, while a small dining area with two stools and a kitchen bar completes the cozy atmosphere.

Condo in Pensacola

4.98 out of 5 average rating, 168 reviews

Cozy Bayou Bungalow - just steps from the water

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.

Home in Gulf Breeze

4.89 out of 5 average rating, 232 reviews

Charming home, 10 min drive to Pensacola Beach

Top guest favorite

The bedroom features a spacious bed adorned with a vibrant bedspread and decorative pillows. A dresser is positioned against the wall, and a mirror reflects the calm ambiance. Soft lighting from bedside lamps complements the overall warm feel of the room.

Guest suite in Cantonment

5 out of 5 average rating, 454 reviews

Quiet Delight! Just N of Pensacola near I-10/Rt 29

Top guest favorite

The exterior view of the beach cabin displays a wraparound porch adorned with string lights. Rocking chairs are positioned invitingly along the porch, with a spacious yard featuring decorative landscaping, providing a welcoming entryway to the cabin.

Cabin in Navarre

4.96 out of 5 average rating, 141 reviews

Beach Cabin located 3 miles from Navarre Beach

An outdoor patio area features four adirondack chairs arranged around a small table, set on a stone pathway. The modern exterior of the tiny house is visible, with large windows allowing natural light. A grassy area surrounds the patio, enhancing the tranquil environment.

Tiny home in Pensacola

4.97 out of 5 average rating, 351 reviews

🌟Luxurious new build minutes from beach+downtown

A single-story brick home is shown, featuring light blue shutters and a welcoming front porch. A well-maintained lawn extends in front, with a driveway leading to a garage on the left. A fence surrounds the backyard, enhancing privacy and space.

4.9 out of 5 average rating, 150 reviews

Large Family Home | Close to Beach

Family-friendly home rentals with a pool

Top guest favorite

A private pool is showcased in the backyard, surrounded by a safety fence. Sunlight reflects off the clear blue water. Lush greenery and palm trees provide a tropical ambiance, while elegant seating is visible in the background, inviting relaxation and enjoyment.

Vacation home in Gulf Breeze

4.95 out of 5 average rating, 79 reviews

Beautiful and Spacious Home w/Private Heated Pool!

The outdoor pool area features a clear, inviting pool surrounded by chaise lounges and umbrellas. The surrounding buildings create a relaxed atmosphere, with one high-rise in the distance. Lush plants and vibrant flowers add color to the space, contributing to a tranquil environment.

Condo in Pensacola Beach

4.91 out of 5 average rating, 116 reviews

Soul Shine - a Water Front Condo

A vibrant living area features a comfortable sofa adorned with pillows in various shades of blue. A wall mural with tropical leaves and a sun motif adds a lively touch. The open layout provides a view of the modern kitchen in the background.

Home in Gulf Breeze

4.92 out of 5 average rating, 13 reviews

Pensacola Backyard Oasis

Vibrantly colored pink flowers are foregrounded along the edge of a concrete pool deck. In the background, the sparkling blue water reflects the warm glow of a sunset, with glimpses of a screened area and lush greenery visible beyond the pool.

Home in Gulf Breeze

5 out of 5 average rating, 7 reviews

Gulf Breeze Getaway(15 min to the beach)

Home in Gulf Breeze

4.87 out of 5 average rating, 95 reviews

Private (optional) Heated Pool King Beds-NearBeach

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.

Home in Gulf Breeze

4.95 out of 5 average rating, 65 reviews

Emerald Waves Hideaway - Free Heated Pool & Games

An enclosed heated saltwater pool is seen surrounded by a screened structure, providing a safe and serene space for relaxation. Sunlight filters through the surrounding trees, casting a gentle glow on the water's surface, while a black gate secures access to the pool area.

Home in Gulf Breeze

4.94 out of 5 average rating, 80 reviews

Heated saltwater pool | Pet Friendly | Family home

A clear swimming pool is seen surrounded by a concrete deck and a white fence. Colorful buildings are visible in the background under a blue sky adorned with white clouds. Adjacent seating areas are arranged to provide space for relaxation.

Condo in Pensacola Beach

4.93 out of 5 average rating, 186 reviews

Fun Mid-Century Modern Beachside Condo on the Gulf

Quick stats about vacation rentals that are family-friendly in Oriole Beach

Total rentals
40 properties
Nightly prices starting at
R1,765 ZAR before taxes and fees
Total number of reviews
1.9K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Destinations to explore