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, 276 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!

4.91 out of 5 average rating, 161 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, 115 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 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, 182 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

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 bathrm has a tall faucet. Bedroom w/Roku TV, closet, beach gear for 2, central air + mini-split. This suite is sealed off with double locked doors & has a 3rd door between the bedroom & bathrm.

4.95 out of 5 average rating, 242 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, 310 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, 131 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.

Guesthouse in Gulf Breeze

4.99 out of 5 average rating, 114 reviews

Pool:Relaxing Summer Cottage - Gulf Breeze

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.

4.83 out of 5 average rating, 143 reviews

Home in Navarre

Retreat (access to bayfront property & kayaks)

Our house is your house. A relaxing retreat while vacationing on the Gulf Coast. Minutes from attractions like Navarre beach, this retreat offers a quiet escape away from the hustle and bustle in a family friendly neighborhood. Enjoy your mornings while relaxing on the back deck with your cup of coffee and glass of wine by the fire pit by night. Reach out for discounts on long term offers season stays.

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, 133 reviews

Home in Pensacola

Poolside Family Retreat w/ Hot Tub & Game Room

4.95 out of 5 average rating, 40 reviews

Gulf Breeze Oasis-Pool, Hot tub, BBQ, nearby beach

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

Apartment in Pensacola Beach

4.95 out of 5 average rating, 119 reviews

Ocean Tranquility label by guest“Heaven on Earth”.

4.91 out of 5 average rating, 144 reviews

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.

Home in Pensacola Beach

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

4.9 out of 5 average rating, 112 reviews

Home in Navarre

NEW ~Sundancer~*Huge Pool *Hot Tub *Game Room*

Family- and pet-friendly home rentals

A single-story house with light yellow siding and a shaded porch is depicted. Two blue chairs are situated on the porch, surrounded by manicured grass and small bushes. A driveway leads to a garage on the side, accompanied by a fenced backyard for added privacy.

4.94 out of 5 average rating, 637 reviews

Spacious home between Navarre and Pensacola beach

4.83 out of 5 average rating, 133 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

Cottage in Pensacola Beach

The exterior of the house is adorned with a vibrant mural depicting dolphins and coastal scenery, enhancing the tropical atmosphere. Two windows are visible, providing natural light. The entrance area features latticework, and the surrounding ground is covered in gravel and sand.

4.9 out of 5 average rating, 154 reviews

Cozy Mermaid Cottage on Pensacola Beach

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

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

4.93 out of 5 average rating, 228 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!

4.9 out of 5 average rating, 125 reviews

7 miles to P’cola beach, 2 king beds, sleeps 8

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!

A shaded outdoor seating area is positioned beneath a pergola, featuring a sectional sofa with turquoise cushions. The private backyard showcases a sparkling pool surrounded by lounge chairs and a picnic table, complemented by lush green grass and a blue umbrella.

4.98 out of 5 average rating, 60 reviews

Starboard - Pool Home Near Beach & Golf

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, 156 reviews

Stay at Sunshine Daydream on Pensacola Beach

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, 149 reviews

Sugar Sand Beach Retreat at Villas on the Gulf

4.8 out of 5 average rating, 5 reviews

Coastal Gathering Place!

The living area features a leather sofa adorned with colorful cushions, complemented by a glass coffee table. A ceiling fan with leaf-shaped blades hangs above, while large windows are framed by bright yellow curtains. A potted plant adds a touch of greenery to the space.

4.9 out of 5 average rating, 223 reviews

Fun Mid-Century Modern Beachside Condo on the Gulf

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.