
Vacation rentals in Oriole Beach
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Top-rated vacation rentals in Oriole Beach
Guests agree: these stays 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!

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.

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

Blackwater Bay Mae's Cottage
Mae's Cottage is a peaceful little bay house located right off of Interstate 10 in Milton (< 1 mile) and is within steps to the beautiful Blackwater River and Bay. It is approximately 100 yards from water access where you can enjoy fishing, boating, kayaking or just watching the sun set. There is a public boat launch so bring your boat/jet skis/kayaks and fishing gear and head out to the beautiful waters of Blackwater Bay. Relax with the whole family at this peaceful little bungalow.

Charming Guesthouse Close To Beach
Cozy private guesthouse minutes from Pensacola Beach and multiple restaurants where you can dine on fresh seafood. Lots to do on the beach (rent jet skis, play mini golf, parasailing) or do nothing but relax and soak in the warm sun and beautiful water. Bridge toll is $1.00 and beach parking is free. Other sightseeing options - Gulf Breeze Zoo, Fort Pickens, deep sea fishing charters, Blue Angels National Naval Aviation Museum. Check their calendar for practice schedule.

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.

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!

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 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.

Cute Carriage House Apartment with View
Situated just east of Pensacola and just north of Pensacola Beach, our place is located in a quiet neighborhood, just a short drive from amazing restaurants and the most beautiful, snow white beaches in Florida. Our private suite has one bedroom, one bathroom and an open living/kitchen area. Sleep up to four guests with a queen bed in the bedroom and a new queen size pull out sofa in the living area.

Stylish Place 7 Miles from the Beach/self-check-in
This home is an entire apartment in a duplex located in a cul-de-sac. UNIT NEXT DOOR IS AVAILABLE TOO. The apartment is recently renovated, clean, and cozy. The neighborhood is very quiet and centrally located to all the local attractions. We are about 7 miles from Pensacola Beach ($1 toll bridge) and beautiful white sand. The location is great between Navarre Beach and Pensacola Beach.
Popular amenities for Oriole Beach vacation rentals
Other great vacation rentals in Oriole Beach

Beach Studio w/Arcade, Huge TV & Gourmet Kitchen

Brand New Guest house 8 min. to Pensacola Beach

The Gulf Coast Sunflower House steps from the

The Frisky Dolphin

Gulf Breeze Home Away From Home

Historical Water front cottage, Stunning views!!!!

Coco Room

Lovely 1 king 1 queen beds townhouse, big parking
When is the best time to visit Oriole Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $154 CAD | $144 CAD | $178 CAD | $178 CAD | $196 CAD | $237 CAD | $247 CAD | $199 CAD | $178 CAD | $173 CAD | $178 CAD | $178 CAD |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Oriole Beach?
Oriole Beach has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Oriole Beach?
Experience the best of Oriole Beach with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Oriole Beach?
Four-legged friends are welcome in Oriole Beach. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Oriole Beach?
Yes! Work meets play with ease at over 40 vacation rentals in Oriole Beach featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Oriole Beach vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Oriole Beach, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Oriole Beach have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Oriole Beach. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oriole Beach have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Oriole Beach. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oriole Beach have wifi?
Absolutely! We offer over 30 house rentals with wifi in Oriole Beach. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oriole Beach have free parking?
Absolutely! We offer over 30 house rentals with free parking in Oriole Beach. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Oriole Beach?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with wifi, over 30 homes with a kitchen, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Oriole Beach

Total vacation rentals
Explore 60 vacation rentals in Oriole Beach

Nightly prices starting at
Oriole Beach vacation rentals start at $69 CAD per night before taxes and fees

Verified guest reviews
Over 3,500 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
50 of Oriole Beach vacation rentals include wifi access

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

4.9 Average rating
Oriole Beach stays are highly rated by guests—averaging 4.9 out of 5!
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