
Family-friendly holiday rentals in Oriole Beach
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Top-rated family-friendly rentals in Oriole Beach
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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.

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.

Cozy private studio suite close to beach.
Your private suite perfectly situated between 2 beautiful beaches (11 miles to Navarre Beach or 13 miles to Pensacola Beach). PLEASE READ DESCRIPTION FULLY BEFORE BOOKING. This suite is the upstairs portion of our home. It is not the entire house. There is a shared front entrance seperated from main living area by a privacy screen. The entire upstairs is yours. The suite consists of a king bed, bathroom and sitting area that includes a microwave, mini refrigerator and keurig coffe maker.

Water-Front tiny home.
Come experience true tiny house living while enjoying breathtaking, unobstructed views of the Pensacola Bay and Fort Pickens. You will see no hotels as you sit on the front porch, only nature at its best! Half a mile from a boat launch with public pier, nature trail, dog park, kids park and splash pad. If you’re here on a Tues or Wed you may see the F-18 Super Hornet Blue Angels, as they practice these days. We are 5 minutes to Pensacola Beach and 10 minutes to historic downtown Pensacola.

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

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.

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!

2BR near beaches, pet friendly w/ patio
This pet-friendly 2BR Gulf Breeze rental is ideal for both short getaways and extended stays. Enjoy coffee on the fully fenced patio, relax with fast WiFi and a 55-inch TV, or fire up the grill after a day at the beach. Close to Pensacola Beach (7.9 mi), Navarre Beach (14.6 mi), Oriole Beach Boat Ramp (2.2 mi), and downtown Pensacola (12 mi). Snowbird-friendly with fall and winter availability, perfect for families, couples, or traveling professionals.

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

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.

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.
Popular amenities for Oriole Beach family-friendly rentals
Family-friendly home rentals with a hot tub

Summer House - Beach & Downtown

Poolside @ Resort with Tiki Bar + Pool, near Beach

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

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

Private Guest House on the Water | Boat Docks!

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

Tommy’s Zen Yard and Cottage

Sea-Esta Beach Front 2 Free Chairs, Umbrella, Pool
Family- and pet-friendly home rentals

Cozy Bayou Bungalow - just steps from the water

Charming Cottage, 2+BR (entire home, self checkin)

Hibiscus Sunrise Cottage - Walk to local dining!

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

Beautiful Get-Away Cottage

The Bayou Boutique Studio

Quaint Tiny Home by the Bay (Mini Cottage)

Eclectic Eco- Friendly Luxe City Cottage
Family-friendly home rentals with a pool

THE PINE HOUSE *October Specials*

Tiny Home Pool View 25 Mins to Beacha

Heated saltwater pool | Pet Friendly | Family home

Saltwater Pool! Cottage-Mins to Downtown & Beaches

Spacious Townhome for Families w/ Beach+Bay Access

Coastal dream @ Palm Beach Club

Pool House, Short Drive to Beach, Grill, Smart TV

The Emerald Cove at the Beach
Quick stats about holiday rentals that are family-friendly in Oriole Beach
Total rentals
40 properties
Nightly prices starting at
£52 before taxes and fees
Total number of reviews
2.1K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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