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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Guest favorite

The exterior of the cottage features a stone facade and a covered carport. A well-maintained path leads to the entrance, surrounded by established shrubs and greenery. A gravel driveway provides access, with a fenced yard visible in the background.

Cabin in Mary Esther

4.9 out of 5 average rating, 199 reviews

Safe Harbor Cottage on Santa Rosa Sound - Pets ok!

Well furnished private one bedroom cottage with sunroom, patio, and carport. Full kitchen with bar counter. Has washer/dryer! There's a fenced yard with small deck, perfect for dog owners. The home is situated under shady oak trees with access to waterfront on Santa Rosa Sound. You can enjoy playing with the pooch, swimming, boating, kayaking, fishing, and viewing beautiful sunsets. It's a perfect location for visits to Hurlburt AFB, or vacationers seeking easy access to Ft. Walton and Navarre.

Guest favorite

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.

Guesthouse in Pensacola

4.9 out of 5 average rating, 313 reviews

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.

Top guest favorite

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.

Home in Pensacola Beach

4.95 out of 5 average rating, 327 reviews

Quiet With views and a Gulf breeze

Enjoy a fun, carefree family vacation at Baywatch. Baywatch is a 3 story, 87-unit. THIS IS A WALK-UP UNIT, NO ELEVATOR. Family-oriented condominium complex located on beautiful Santa Rosa Island. A free Trolley ( runs during Summer time only). There is a walking/biking paved path. 5 minute walk to the beach. 1.5 mile to the main business area. This unit is comfortable for 4 adults, any extra persons need to be approved upon reservation. Again THIS IS A WALK-UP UNIT, NO ELEVATOR.

Top guest favorite

French doors open to reveal a bright interior space with an open floor plan, featuring a cozy sleeping area and a kitchen. A dining table with chairs is visible, alongside warm wood accents, while natural light filters in through the doors.

Guest suite in East Hill

4.98 out of 5 average rating, 496 reviews

Beautiful, Peaceful East Hill Guesthouse

Beautiful, quiet, relaxing guesthouse (formerly Whitney’s ironwork studio). Private entrance. In historic East Hill, surrounded by peaceful, towering oak and pecan trees. The French doors provide lots of natural light and an open, airy feeling. Private patio. Quiet, historic neighborhood -- perfect for walks or bike rides. Only 1.2 miles from downtown. Within a few blocks are breakfast/coffee shops, restaurants, Publix Grocery, pubs. Easy 15 minute drive to the beach.

Superhost

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.

Condo in Pensacola Beach

4.97 out of 5 average rating, 108 reviews

307 Hot Summer Deal ~Beach Front ~Book July 14th

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.

Guest favorite

A modern kitchen is seen alongside a dining area with a table and stools. The open living space features a sofa and accent chair, with natural light filtering in from a large window. A cozy sleeping area is positioned in the background, adorned with soft decor.

Condo in Navarre Beach

4.87 out of 5 average rating, 320 reviews

The Sandy Secret

Welcome to "The Sandy Secret" one of Navarre's Best Kept Secrets. You will love this newly renovated waterfront beauty. Here you will find the best amenities including: gated pool, private beach, gazebo with grills, gated pier, wifi, cable, elevators, and sooooo much more. The Sandy Secret has everything you are looking for in a vacation spot. Comfort, Style, and Priceless Views. Experience Navarre Beach like never before. See why it was voted The Most Relaxing Beach.

Top guest favorite

A vintage cottage features a light blue exterior surrounded by a white picket fence. A gravel driveway leads to the entrance, complemented by tropical landscaping including palm trees.

Cottage in East Pensacola Heights

4.98 out of 5 average rating, 481 reviews

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

Top guest favorite

A spacious guest suite features two full beds with striped bedding. Light walls and a ceiling fan complement the room's soft decor. A flat-screen TV is mounted on the wall near a wooden dresser. Natural light enters through the window, enhancing the welcoming environment.

Guest suite in Navarre

4.98 out of 5 average rating, 319 reviews

Southern Wind of Navarre

Excellent location, minutes from beautiful beaches. Private, new addition; no entry through home; entrance through French Doors off of private deck with chairs. Guest suite over 400 sq. ft. with 2 full beds, sleeps 4 plus an additional air mattress. Efficiency kitchen, full refrigerator with ice maker, microwave & coffee maker. Dining table. Big screen TV, wifi, walk-in closet. Full bathroom. 5 minutes from Wal-Mart Supercenter. A few minutes from restaurants.

Guest favorite

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.

Home in Pensacola Beach

4.91 out of 5 average rating, 276 reviews

Beach Barn 5min to Pcola Beach

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!

Guest favorite

A wooden boardwalk leads through gentle dunes toward the beach, framed by tall grasses. The open sky reflects soft clouds, while the turquoise waves meet the shore in the distance, creating a peaceful connection between the land and sea.

Condo in Pensacola Beach

4.96 out of 5 average rating, 135 reviews

2/1.5 Seahorse Hideaway Condo

Only a seashell's throw away from the sugar white sands of Pensacola Beach, this is a newly renovated (post 2021 hurricane seasons) seaside getaway. Clean, cozy, and fully furnished we want you to make this your home away from home to get away from the bustle of the world. Unless you like that sort of thing, then the Pensacola Beach Trolley will happily whisk you into the surfing, shopping, and nightlife at the heart of the beach.

Superhost

A community pool is surrounded by palm trees and lounge chairs, creating a relaxed atmosphere. The clear blue water reflects sunlight, while a railing offers views of the surrounding landscape. A staircase leads into the pool area, ensuring easy access for guests.

Apartment in Navarre Beach

4.8 out of 5 average rating, 254 reviews

Casa Blue Jay

Walking distance from the beach facing the Gulf of Mexico or Santa Rosa Sound. The beach by the bay is great for small children. Come and enjoy our Beach Home, mins away from major shopping & tourist attractions but most importantly not all the hustle/traffic of neighboring cities; Destin & Pensacola. All essential amenities are provided. HOA does not allow any RV, ATV, golf cart, jet skis and trailer hitches in the parking lot.

Guest favorite

The entrance of the cottage is framed by lush greenery, including small shrubs on either side. A paved pathway leads to a front door, which features a decorative window with a circular design. Sunlight dapples the area, highlighting the natural setting.

Apartment in Pensacola

4.91 out of 5 average rating, 150 reviews

Charming East Hill Cottage

Our charming cottage has a coastal feel with exposed brick and white breadboard walls. it is conveniently located within 10 min to the airport, beaches, Downtown Pensacola and parks galore. The neighbourhood has a hometown vibe that is refreshing, offering great places to walk or go for a scenic run along the bayou. Our cottage is good for couples, solo adventurers, business travellers, and furry friends (pets).