
Family-friendly holiday rentals in Oriole Beach
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Oriole Beach

Total holiday rentals
Explore 40 holiday rentals in Oriole Beach

Nightly prices starting at
Oriole Beach holiday rentals start at £89 per night before taxes and fees

Verified guest reviews
Over 2,200 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Oriole Beach holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Oriole Beach rentals

4.8 Average rating
Oriole Beach stays are highly rated by guests – averaging 4.8 out of 5!
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.

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!

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.

Fun, sun, sand, and rest. Enjoy your stay with us.
When you stay at this centrally-located place, your family will be close to everything. The home is ranch-style and located on the canal in a fast-growing beachy community. Minimum stairs if you walk down to the canal. Take advantage of the local golf course which is minutes from the home. Enjoy the beautiful weather, shopping, and the local beaches (Navarre, Pensacola, and Destin) then come home to relax in your home away from home. We do not host parties or special events. Non smoking home.

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!

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

Beachfront Condo • Pool & Resort Perks
Welcome to Pensacola Perch, an 8th‑floor beachfront condo offering expansive views of Pensacola Beach—perfect for dolphin watching and catching the Blue Angels airshow. This modern 2BR/2BA condo sits in the highly sought‑after Emerald Isle gated resort, where guests enjoy premium amenities including direct beach access, two swimming pools, a hot tub, sauna, and a beachfront fitness center. From March–October, enjoy complimentary beach chairs and an umbrella from La Dolce Vita.

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!

Island Life Beach House! 300ft to water!
The entire vibe of this home is "Island Life". If you're looking for a cozy spot on the beach that will make you feel more like you're at home than a tourist on vacation, this is the place for it. Our cute beach house is located on Pensacola Beach, and the water is within sight from the roomy outdoor deck. There are 2 bedrooms and 1 bathroom, kitchen, living space, outdoor space, and everything you need to enjoy life on the beach! FREE PARKING

The Backyard Cottage
Escape to our cozy, one-of-a kind rustic cottage at the Gulf of Mexico! Centrally located, we are just 6 miles from Pensacola Beach, 17 miles from Navarre Beach, and 10 miles from Downtown Pensacola. We offer a quiet, chill environment while being just minutes from shops, restaurants, beaches, nature trails and the zoo. The Backyard Cottage is lovingly placed in our shared yard, so please be respectful of our space that we have chosen to share.

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

Gypsy Rose near the beaches
Reconnect with nature in our very private backyard. 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

Poolside Family Retreat w/ Hot Tub & Game Room

Modern Beach Oasis | Hot Tub + 2 Min Walk to Beach

Beachfront Bliss: Walk to Dine & Play on Sands

East Bay Hideaway — A Private Waterfront Escape

Gulf front @ Emerald Ise, Pensacola Beach~HEATED p

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

Designer Remodel | 2BR Luxe Condo w/ Gulf Views

East Bay Getaway - Studio with Pool & Hot Tub
Family- and pet-friendly home rentals

Cozy Mermaid Cottage on Pensacola Beach

The Lazy Dolphin

Hammock Hideaway - waterfront cabin

Tom and Nancy's Nut n Fancy

Retreat (access to bayfront property & kayaks)

Heart of Gulf Breeze only minutes to Pcola beach!

Saltwater Pool 3 King Beds Pet friendly Near Beach

🌟Luxurious new build minutes from beach+downtown
Family-friendly home rentals with a pool

Private Saltwater Pool Home Near Pensacola Beach

Pensacola Backyard Oasis

Stay at Sunshine Daydream on Pensacola Beach

Gulf Breeze Bungalow

Coastal Gathering Place!

Fun Mid-Century Modern Beachside Condo on the Gulf

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

Get to the beach quickly and easily.
When is the best time to visit Oriole Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £112 | £112 | £112 | £119 | £132 | £147 | £165 | £134 | £113 | £117 | £112 | £103 |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 28°C | 29°C | 28°C | 27°C | 22°C | 16°C | 13°C |
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- Destin Beach
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- Crab Island
- Destin Harbor Boardwalk
- Perdido Key Beach
- OWA Parks & Resort
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- Henderson Beach State Park
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- Flora-Bama Lounge
- Johnson's Beach, Gulf Islands National Seashore
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- The Lighthouse Condominiums
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- The Boardwalk on Okaloosa Island
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