
Holiday rentals in Oriole Beach
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Top-rated holiday rentals in Oriole Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy Retreat on Spacious Lot
Come visit this amazing location near Pensacola Beach, with an open floor plan and plenty of room to spread out and relax. This home features a large parking lot, exclusive for you, that may accommodate your boat, your jet skis and several vehicles. Situated between Pensacola Bay and Pensacola Beach, and just four blocks from an amazing public boat launch. Launch your craft and you'll be just minutes from either side of the beach (the quiet water Sound) or the Surfside. Super cute zoo nearby!

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.

Charming 4 BDR home-sleeps 10+ mins from beach!
Looking for a home big enough to sleep multi-family/friends? We have a 4 bedroom/5 bed & 2 full bath in Gulf Breeze. Quiet neighborhood, less than 15 mins to the beach & 28 mins to PNS airport! Positioned on fenced in 1/3 acre with hot tub & large deck space, comfortable bed & linens & the space to kick back and relax! 8 miles away from beaches & .5 walk/bike to the boat ramp + fish or hit the water for the day! 1 min. from playgrounds & Tiger Point Gulf Course. Boat/trailer parking available

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.

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

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!

Welcome to the Jungle - suite near the beach!
**FRESHLY RENOVATED** Escape to a groovy garage suite in peaceful Gulf Breeze—just minutes from sugar-sand beaches, ocean waves, and vibrant Downtown Pensacola. Surrounded by restaurants and shops, it’s the perfect mix of relaxation and convenience. Enjoy free WiFi, parking, washer/dryer, microwave, coffee pot, and fridge. Whether you’re here to unwind or explore, our top priority is making your stay comfortable, enjoyable, and unforgettable!

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.

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.

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.
Popular amenities for Oriole Beach holiday rentals
Other great holiday rentals in Oriole Beach

Oriole Beach Retreat

Coastal Elegant Guest Suite Near Pensacola Beach

The Back Nine | Mini Golf Retreat | Steps to Beach

The Frisky Dolphin

Gulf Breeze Home Pensacola Bay

Seabreeze Suite

Soundside Casa close to all the action!

Hidden Oasis 10 minutes from Pensacola Beach!
When is the best time to visit Oriole Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €111 | €86 | €125 | €112 | €124 | €149 | €156 | €125 | €112 | €109 | €112 | €112 |
| 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 wifi, over 30 homes with a kitchen, over 30 homes with air conditioning, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Oriole Beach

Total holiday rentals
Explore 60 holiday rentals in Oriole Beach

Nightly prices starting at
Oriole Beach holiday rentals start at €43 per night before taxes and fees

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

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
50 of Oriole Beach holiday 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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