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Our top choices for Oriole Beach holiday rentals

1. Pensacola Backyard Oasis January 2026 Pool Renovation

Pensacola Backyard Oasis January 2026 Pool Renovation
Gulf Breeze
9.8 out of 10, Exceptional, (7 reviews)
"I enjoy staying at this amazing place !! Highly recommend"
United States
Cristian A.
The price is £420
includes taxes & fees
3 Nov - 4 Nov
Pensacola Backyard Oasis January 2026 Pool Renovation

2. Blue Coral Bay | Boat Dock | Waterfront | My Beach Getaways

Blue Coral Bay | Boat Dock | Waterfront | My Beach Getaways
Gulf Breeze
8.0 out of 10, Very good, (1 review)
"Overall, it was a good stay. This place could be excellent with a little tweaking. The property is super cute. The house was very clean and looked exactly as the pictures describe. The finishes in the house are nice and give it an elevated feel. We especially enjoyed the hot tub at night to wind down before bed and the screened in porches! We ate every meal on the patio. My husband and sons fished in the canal behind the house. There is a playground very close-by for the littles. Communication...
United States
Bethany C.
The price is £610
includes taxes & fees
4 Oct - 5 Oct
Blue Coral Bay | Boat Dock | Waterfront | My Beach Getaways

3. stayAPT Suites Pensacola-UWF/West Florida Hospital Area

stayAPT Suites Pensacola-UWF/West Florida Hospital Area
4.0 star property
Pensacola
9.0 out of 10, Wonderful, (392 reviews)
"Clean hotel easy check in comfortable beds one of the best hotels I have been to"
United States
Elizabeth
The price is £77
includes taxes & fees
1 Nov - 2 Nov
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

4. Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach

Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach
Southeast Pensacola
9.6 out of 10, Exceptional, (48 reviews)
"Cute little home away from home!"
United States
Diana O.
The price is £125
includes taxes & fees
2 Nov - 3 Nov
Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach

5. Hide-Away | Historic North Hill Studio Near Downtown Pensacola

Hide-Away | Historic North Hill Studio Near Downtown Pensacola
Downtown Pensacola
9.2 out of 10, Wonderful, (57 reviews)
"We had a great anniversary stay here! Great location."
United States
The Yarbroughs
The price is £97
includes taxes & fees
4 Oct - 5 Oct
Hide-Away | Historic North Hill Studio Near Downtown Pensacola

6. Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.8 out of 10, Exceptional, (33 reviews)
"Great spot right off the Bay bridge to get you quickly to Gulf Breeze and Pensacola beach! Also just minutes away from Palafox St. and downtown dining. Highly recommended and one I plan to re-book next year!"
United States
Nate
The price is £128
includes taxes & fees
13 Oct - 14 Oct
Charming cottage in Pensacola

7. The Jesse: Cottage in Historic Downtown Pensacola

The Jesse: Cottage in Historic Downtown Pensacola
Seville Historic District
9.2 out of 10, Wonderful, (40 reviews)
"Great stay and I plan to be back. Love the place, I could live there."
United States
Edmund D.
The price is £173
includes taxes & fees
3 Nov - 4 Nov
The Jesse: Cottage in Historic Downtown Pensacola

8. Historic Downtown Pensacola Retreat

Historic Downtown Pensacola Retreat
Seville Historic District
9.4 out of 10, Exceptional, (45 reviews)
"Good location to downtown"
United States
Brooke M.
The price is £166
includes taxes & fees
4 Oct - 5 Oct
Historic Downtown Pensacola Retreat

9. Cozy Suite w/ Private Pool minutes from Navarre Beach!

Cozy Suite w/ Private Pool minutes from Navarre Beach!
Gulf Breeze
10.0 out of 10, Exceptional, (31 reviews)
"This property was just as expected, very comfortable place to stay"
United States
MEGAN A.
The price is £175
includes taxes & fees
9 Oct - 10 Oct
Cozy Suite w/ Private Pool minutes from Navarre Beach!

10. Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!

Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!
Pensacola Beach
9.6 out of 10, Exceptional, (386 reviews)
"Great condo! Well equipped to meet our needs. Communication with the host was smooth and timely."
United States
Hilary B.
The price is £284
includes taxes & fees
27 Oct - 28 Oct
Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!

11. The Kitchen | Historic East Hill Studio Near Downtown Pensacola

The Kitchen | Historic East Hill Studio Near Downtown Pensacola
Downtown Pensacola
10.0 out of 10, Exceptional, (21 reviews)
"The property is clean and the air conditioning was very good and the value is very good. Check in and out were easy. "
United States
Derek
The price is £104
includes taxes & fees
2 Nov - 3 Nov
The Kitchen | Historic East Hill Studio Near Downtown Pensacola

12. Navarre Beach Camping Resort

Navarre Beach Camping Resort
2.0 star property
Navarre
9.2 out of 10, Wonderful, (466 reviews)
"Loved the little cabin"
United States
Leerena
The price is £108
includes taxes & fees
6 Oct - 7 Oct
Navarre Beach Camping Resort

13. Cypress Cottage, Zen Garden, Hot Tub, Dog Welcome

Cypress Cottage, Zen Garden, Hot Tub, Dog Welcome
Southeast Pensacola
10.0 out of 10, Exceptional, (73 reviews)
"The cottage was wonderful and exactly the relaxation I needed. It was great being so close to all the things I wanted to do!"
United States
Garrett R.
The price is £278
includes taxes & fees
5 Oct - 6 Oct
Cypress Cottage, Zen Garden, Hot Tub, Dog Welcome

14. The Wave is private, cozy, comfortable and super chill!!..

The Wave is private, cozy, comfortable and super chill!!..
Southeast Pensacola
9.8 out of 10, Exceptional, (9 reviews)
"Very comfortable, clean"
United States
Thomas D.
The price is £74
includes taxes & fees
8 Oct - 9 Oct
The Wave is private, cozy, comfortable and super chill!!..

15. Beautiful 2-bedroom home with a Great Location 10 minutes to Pensacola Beach!!

Beautiful 2-bedroom home with a Great Location 10 minutes to Pensacola Beach!!
Gulf Breeze
9.8 out of 10, Exceptional, (8 reviews)
"The host was very helpful and responded immediately. When we arrived, HVAC was set properly, a few lights on and the TV on with scenic background images-like you were stepping into a friend's home to visit. Highly recommend this property"
United States
Richard
The price is £128
includes taxes & fees
12 Oct - 13 Oct
Beautiful 2-bedroom home with a Great Location 10 minutes to Pensacola Beach!!

16. 5 Portofino 1106

5 Portofino 1106
4.0 star property
Pensacola Beach
8.4 out of 10, Very good, (7 reviews)
"The resort amenities and view were great. The only negative was the mattress in the master bedroom was quite hard. The kitchen could have had more dishes and a wine bottle opener and a lamp in the living room. Other than that we had a great time! The pools were fabulous!"
United States
Julie
The price is £679
includes taxes & fees
21 Oct - 22 Oct
5 Portofino 1106

17. Sea La Vie Condo: Pensacola Beach Access!

Sea La Vie Condo: Pensacola Beach Access!
4.0 star property
Villa Sabine
10.0 out of 10, Exceptional, (3 reviews)
"It was perfect for a girls trip!"
United States
Wendy
The price is £226
includes taxes & fees
15 Oct - 16 Oct
Sea La Vie Condo: Pensacola Beach Access!

18. Breathtaking Soundfront Condo|Pool & Beach Access!

Breathtaking Soundfront Condo|Pool & Beach Access!
Pensacola Beach
10.0 out of 10, Exceptional, (44 reviews)
"We absolutely loved staying here , it was in a great location for anything you wanted to do . We will definitely stay here again "
United States
Kenny B.
The price is £289
includes taxes & fees
21 Oct - 22 Oct
Breathtaking Soundfront Condo|Pool & Beach Access!

19. Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices

Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices
Southeast Pensacola
9.8 out of 10, Exceptional, (11 reviews)
"This cozy cottage was absolutely outstanding! Perfect distance to all our events in the area. Our hosts were super sweet and there if we needed anything. We enjoyed our stay! "
United States
Badge L.
The price is £152
includes taxes & fees
7 Oct - 8 Oct
Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices

20. ‘Sea La Vie’ Condo: Pensacola Beach Access!

‘Sea La Vie’ Condo: Pensacola Beach Access!
Villa Sabine
9.8 out of 10, Exceptional, (54 reviews)
"Cozy, quiet, private and a great location!"
United States
David G.
The price is £234
includes taxes & fees
15 Oct - 16 Oct
‘Sea La Vie’ Condo: Pensacola Beach Access!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oriole Beach Hotel Reviews

Find out more about Oriole Beach

Everything you need to know about Oriole Beach holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oriole Beach holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oriole Beach holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oriole Beach holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oriole Beach. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oriole Beach holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oriole Beach holiday rentals we have selected for you start as low as £77 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oriole Beach rentals

At Expedia, we put the best Oriole Beach holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oriole Beach rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oriole Beach holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oriole Beach. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Oriole Beach?

Yes, there are holiday rentals close to the most popular sights in Oriole Beach, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Oriole Beach has to offer?

Emerald Shores: Steps from the Gulf, Navarre Beach: This holiday home rental outside of Oriole Beach is located on the beach, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Oriole Beach?

With 12 Expedia holiday rentals, you're guaranteed to find just the right place for your Oriole Beach stay.

What can I see and do in Oriole Beach?

Explore the area and family-friendly sights such as Gulf Breeze Zoo, or get out into nature at a spot like Santa Rosa Sound. In the wider area, you’ll find popular places such as Navarre Beach and Pensacola Naval Air Station.

What are holiday rentals like in Oriole Beach?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oriole Beach. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a family trip.