Family-friendly vacation rentals in Oriole Beach

Guest suite in Gulf Breeze

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.

4.95 out of 5 average rating, 277 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.

4.87 out of 5 average rating, 186 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!

4.96 out of 5 average rating, 226 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.

Apartment in Gulf Breeze

Redfish Loft, private waterfront Apt. on East Bay

Boat lift available-extra daily fee- 12k lb " pet friendly with fee " loft 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 private grill or visit a local seafood restaurant. Secluded, neighborhood. Join us @ Fire pit ..is usually going on the weekends. East Bay is known for it's Red fish and calm waters.

4.91 out of 5 average rating, 165 reviews

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

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.

4.92 out of 5 average rating, 116 reviews

Heated saltwater pool | Pet Friendly | Family home

Welcome to Whispering Sands, your ideal retreat for family relaxation. This centrally located Gulf Breeze oasis offers proximity to shopping, dining, the Gulf Islands National Seashore, and Pensacola Beach's pristine shores, all within a 10-minute drive. Step into a rejuvenated space adorned with new furnishings, flooring, and a fresh paint scheme. Bask in the serenity of the enclosed outdoor seating area or take a refreshing dip in the heated saltwater pool. Your tranquil escape awaits!

A spacious living area features a dark gray sectional sofa arranged around a wooden coffee table. A large flat-screen TV is mounted on the wall, while light-colored walls and a patterned area rug add warmth. Natural light filters through large windows adorned with sheer curtains.

4.86 out of 5 average rating, 124 reviews

Beautiful Coastal | 10Min from Pensacola Beach!

Welcome to your Gulf Breeze getaway ! Nestled in a quiet neighborhood, just minutes away from pristine beaches, this villa boasts spacious living areas, 3 Smart Tvs, a fully equipped kitchen, and a coffee bar. With easy access to the beautiful white sands of Pensacola Beach (6 miles) and Navarre Beach (15 miles). Enjoy a peaceful stay with a private fenced backyard with outdoor seating, a firepit and lights designed for summer nights. We look forward to hosting your vacation ! - Sonya

4.95 out of 5 average rating, 244 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.

4.89 out of 5 average rating, 135 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, 312 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!

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, 133 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.

Guest suite in Gulf Breeze

Two beach chairs are positioned under a large blue and white umbrella, facing the calm water of the beach. Soft, white sand surrounds the chairs, with gentle waves lapping at the shore in the background. A person can be seen enjoying the water nearby.

4.96 out of 5 average rating, 193 reviews

Sweet Suite 3mi-Pcola Beach

This suite is just minutes from Pensacola Beach & just 2 lots from the water. You'll catch a glimpse of Pensacola Bay from your private entrance on the end of the house. Queen memory foam bed, fast wifi, patio, kitchenette, micro, fridge, Keurig, desk. Note: There is no kitchen sink, the bathroom has a tall faucet. Bedroom w/Roku TV, closet, beach gear, mini-split. This suite is sealed off with double locked doors.

Guesthouse in Gulf Breeze

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.

4.96 out of 5 average rating, 205 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.

Popular amenities for Oriole Beach family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 65 reviews

A spacious yurt is illuminated under the night sky, featuring warm yellow fabric and soft lighting. Surrounded by trees, the rustic outdoor area includes scattered lights, providing a serene ambiance amidst the natural setting.

Yurt in Elberta

Glamping Yurt at Sandy Creek Resort - Juniper

4.94 out of 5 average rating, 134 reviews

Home in Pensacola

Poolside Family Retreat w/ Hot Tub & Game Room

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.

4.97 out of 5 average rating, 231 reviews

Beachfront Bliss: Walk to Dine & Play on Sands

4.98 out of 5 average rating, 254 reviews

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

Waterfront Sunsets

4.92 out of 5 average rating, 146 reviews

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

A panoramic view of the Gulf of Mexico is captured from the balcony, showcasing a sandy beach leading to a long fishing pier. The water shimmers in shades of blue, with gentle waves meeting the shoreline under a clear blue sky.

4.96 out of 5 average rating, 278 reviews

10thFLOceanFrontFreeChairsUmbrellaHeatedPoolArcade

5 out of 5 average rating, 19 reviews

Coastal Stay ~ hot tub/minutes to beach/bay access

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, 145 reviews

Beachfront Condo • Pool & Resort Perks

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 105 reviews

The image captures a vibrant sunset over calm waters with streaks of pink and orange illuminating the sky. A wooden dock extends into the distance, and sandy shores are visible in the foreground, creating a serene waterfront atmosphere.

Home in Navarre

Private Waterfront Retreat: Family & Pet Friendly

4.83 out of 5 average rating, 136 reviews

A living area is shown with comfortable leather sofas arranged around a coffee table. Large glass doors provide access to an outdoor space, allowing natural light to fill the room. Framed artwork adorns the walls, adding subtle decor to the neutral-toned space.

Apartment in Gulf Breeze

The Lazy Dolphin

4.98 out of 5 average rating, 117 reviews

Cottage in Elberta

Hammock Hideaway - waterfront cabin

4.94 out of 5 average rating, 217 reviews

A modern retreat is showcased with a striking dark exterior and large glass windows. The wooden deck is complemented by outdoor seating, while lush greenery surrounds the home, creating a serene setting within the pine forest.

Home in Pace

The Pine House Pace, FL

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.

4.88 out of 5 average rating, 137 reviews

Tom and Nancy's Nut n Fancy

Townhouse in Pensacola Beach

A welcoming living area features comfortable seating arrangements, including a pair of armchairs and a sofa. Natural light fills the space through glass doors leading to a scenic view. A television is mounted above a decorative fireplace, enhancing the relaxed ambiance.

4.8 out of 5 average rating, 280 reviews

CORAL CRAB CONDO-2 Master’s Suites~Pet Friendly

4.96 out of 5 average rating, 171 reviews

The cabin presents a welcoming façade with white siding and dark shutters. A porch with rocking chairs is visible, and an American flag adorns the front. Lush greenery surrounds the property, enhancing its outdoor appeal. Warm sunlight filters through the trees, illuminating the scene.

Cabin in Navarre

Beach Cabin located 3 miles from Navarre Beach

4.96 out of 5 average rating, 429 reviews

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

🌟Luxurious new build minutes from beach+downtown

Family-friendly home rentals with a pool

Vacation home in Gulf Breeze

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.

4.93 out of 5 average rating, 94 reviews

Beautiful and Spacious Home w/Private Heated Pool!

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.

4.89 out of 5 average rating, 150 reviews

Sugar Sand Beach Retreat at Villas on the Gulf

An aerial view captures the Bayside Retreat and surrounding area, showcasing the vibrant blue waters of the Sound and the pristine beach. Palm trees border the parking lot filled with cars, while a fishing pier extends into the water, providing access to enjoyable outdoor activities.

4.96 out of 5 average rating, 119 reviews

Bayside Retreat-Panoramic Sunset Views

4.77 out of 5 average rating, 22 reviews

A large swimming pool is surrounded by lush greenery, providing a serene atmosphere. Steps lead into the water on one end, while a ladder is positioned on the opposite side for easy access. The pool area offers ample space for relaxation and leisure activities.

Apartment in Gulf Breeze

Gulf Breeze Oasis with Private Pool

4.83 out of 5 average rating, 6 reviews

Coastal Gathering Place!

A spacious living area is presented with two comfortable sofas facing each other, complemented by a central ottoman. Natural light flows through sliding glass doors leading to the balcony. Two ocean-themed artworks adorn the walls, enhancing the coastal ambiance.

4.95 out of 5 average rating, 108 reviews

Ocean view. Steps to beach & pool! Sleeps 7+

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.

4.95 out of 5 average rating, 235 reviews

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

A light-filled living space features a comfortable couch adorned with soft cushions. A coffee table rests on a textured area rug, complemented by a small plant. The adjacent dining area and kitchen can be seen in the background, adding to the open and inviting layout.