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 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.

4.84 out of 5 average rating, 124 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.

4.91 out of 5 average rating, 163 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.

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, 183 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

4.95 out of 5 average rating, 230 reviews

Apartment in Navarre

Private entrance /hotel Vacation unit

Swimming pool build 2025 !You have your own entrance. Perfectly placed for you to visit our Navarre Beach within a few minutes, also within an an hour or less you can visit Fort Walton Beach, Destin to the East and Orange Beach, Gulf Shores to the west. Don't forget Pensacola Beach is about 25 mins to the west! This room is setup just like a hotel room with a bedrooms a queen beds, microwave, toaster oven coffee maker refrigerator weber grill is available in the back porch a WiFi tv.

4.95 out of 5 average rating, 108 reviews

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.

Condo in Pensacola Beach

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

Hipnautic View @ Villas on the Gulf. BLDG L (Top Beach Spot!) Enjoy your ocean patio view steps to the beach, pool and duck ponds with fountains. Modern upgrades, wi-fi, full kitchen, washer/dryer, flat screens, books & games. King bed in primary BR, 2 Fulls in guest, plus pull-out mattress & sofa. Super family-friendly, your Villa is closest to the beach, connected by lit garden walkway. No long treks. Contact us for special rates! 23 TO RENT. NO PETS. NO SMOKING OR MARIJUANA.

4.98 out of 5 average rating, 538 reviews

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 Pensacola

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.

4.95 out of 5 average rating, 243 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!

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.

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

Condo in Santa Rosa Island

A scenic view of the beach at sunset, with the sun dipping below the horizon. Gentle waves lap against the shore, while silhouettes of people can be seen strolling along the sandy beach. The sky is tinted with soft orange and yellow hues, enhancing the tranquil atmosphere.

4.82 out of 5 average rating, 153 reviews

Keeler Island Princess #508 Okaloosa Island Bchfrt

4.97 out of 5 average rating, 187 reviews

The outdoor pool is framed by a screened enclosure, providing clear views of the tranquil bay waters. Comfortable lounge chairs are positioned beside the pool, and potted plants add a touch of greenery. A wooden dock extends into the bay, enhancing the serene ambiance.

Home in Navarre

East Bay Hideaway — A Private Waterfront Escape

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

Guest suite in Gulf Breeze

A hammock is suspended under a shaded structure, positioned in view of a swimming pool. The pool's clear blue water reflects sunlight, surrounded by a privacy fence and lush greenery. Tall trees create a natural backdrop, enhancing the serene outdoor space.

4.88 out of 5 average rating, 242 reviews

East Bay Getaway - Studio with Pool & Hot Tub

5 out of 5 average rating, 19 reviews

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

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

4.92 out of 5 average rating, 13 reviews

Condo in Pensacola Beach

P1-1507 Once upon a Tide - Gulf to Bay Views!

4.98 out of 5 average rating, 153 reviews

A three-story beach house is set against a clear blue sky, featuring a light-colored exterior and large windows. Palm trees line the entrance, leading to a stairway that connects to the main door. A private beach area is visible in the background.

Home in Pensacola Beach

Soundside Paradise

Family- and pet-friendly home rentals

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

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

4.95 out of 5 average rating, 175 reviews

A bright living area features a modern sofa alongside a stylish coffee table, with a kitchen bar counter equipped with stools. The walls are painted light blue, and decor includes surf-themed artwork and a ceiling fan, enhancing the room's airy atmosphere.

Tiny home in Elberta

Tiny Home Near the Bay by Beach's/Pensacola/Foley

4.93 out of 5 average rating, 222 reviews

Apartment in Elberta

Treehouse * pool * dog friendly *

4.96 out of 5 average rating, 169 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

Townhouse in Pensacola Beach

The modern kitchen features a sleek island with three white stools, complemented by white cabinets and stainless steel appliances. Natural light brightens the space, highlighting the marble countertop and reflecting off the polished wooden flooring.

4.8 out of 5 average rating, 229 reviews

2 Bedroom Fully Loaded Townhouse Steps from Beach!

4.97 out of 5 average rating, 146 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

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 91 reviews

The exterior of the unit features a welcoming front entrance with a white door and decorative signage. A well-maintained path of stones leads to the door, surrounded by colorful plants and mulch. A white wooden fence provides privacy, while natural greenery can be seen in the background.

Apartment in Milton

Cozy Private Apartment Attached to Home

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 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.

4.95 out of 5 average rating, 20 reviews

Pensacola Backyard Oasis

Guesthouse in Gulf Breeze

4.99 out of 5 average rating, 114 reviews

Pool:Relaxing Summer Cottage - Gulf Breeze

4.76 out of 5 average rating, 21 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

4.97 out of 5 average rating, 39 reviews

An aerial view of a coastal beach house in a vibrant blue, featuring a private saltwater pool with a tanning ledge. The surrounding area includes palm trees and a view of the ocean, with nearby sandy pathways leading to the beach.

Home in Pensacola Beach

Turtle Spa House III

A fire pit is centered within a circular tabletop, surrounded by colorful pebbles and flames flickering above. A glass filled with a light beverage stands nearby, with a backdrop of a swimming pool reflecting the evening sky as twilight settles in.