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Oriole Beach Holiday Rentals

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Our top choices for Oriole Beach holiday rentals

1. 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 NZ$283
includes taxes & fees
9 Nov - 10 Nov
Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach

2. 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 NZ$226
includes taxes & fees
29 Oct - 30 Oct
Hide-Away | Historic North Hill Studio Near Downtown Pensacola

3. Pineapple Paradise | Bayou Texar Water View Rental Near Downtown Pensacola

Pineapple Paradise | Bayou Texar Water View Rental Near Downtown Pensacola
Southeast Pensacola
9.2 out of 10, Wonderful, (38 reviews)
"Our host was wonderful! She was amazing to work with and helped us with any small issues we had! Would definitely stay here again anytime!"
United States
Pen S.
Pineapple Paradise | Bayou Texar Water View Rental Near Downtown Pensacola

4. 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, (22 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 NZ$236
includes taxes & fees
26 Oct - 27 Oct
The Kitchen | Historic East Hill Studio Near Downtown Pensacola

5. Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.8 out of 10, Exceptional, (37 reviews)
"Great little cottage and the owners are great"
United States
George N.
The price is NZ$291
includes taxes & fees
26 Oct - 27 Oct
Charming cottage in Pensacola

6. Charming cottage in fabulous Pensacola just steps from the water with water view

Charming cottage in fabulous Pensacola just steps from the water with water view
Southeast Pensacola
9.8 out of 10, Exceptional, (19 reviews)
"we will stay there again"
United States
Robin L.
The price is NZ$259
includes taxes & fees
28 Oct - 29 Oct
Charming cottage in fabulous Pensacola just steps from the water with water view

7. The Gadsden Hideaway | Historic East Hill Rental Near Downtown Pensacola

The Gadsden Hideaway | Historic East Hill Rental Near Downtown Pensacola
Downtown Pensacola
10.0 out of 10, Exceptional, (47 reviews)
"Great place in a great neighborhood! We enjoyed our stay here and would stay again."
United States
marshall n.
The price is NZ$341
includes taxes & fees
3 Nov - 4 Nov
The Gadsden Hideaway | Historic East Hill Rental Near Downtown Pensacola

8. Regency Towers 406W | Pensacola Beachfront | Pool | My Beach Getaways

Regency Towers 406W | Pensacola Beachfront | Pool | My Beach Getaways
Pensacola Beach
9.0 out of 10, Wonderful, (21 reviews)
"Our stay was great. The condo served it purpose. We always love coming to Pensacola Beach."
United States
Kelly B.
The price is NZ$929
includes taxes & fees
25 Oct - 26 Oct
Regency Towers 406W | Pensacola Beachfront | Pool | My Beach Getaways

9. Historic Downtown Pensacola Retreat

Historic Downtown Pensacola Retreat
Seville Historic District
9.4 out of 10, Exceptional, (46 reviews)
"Good location to downtown"
United States
Brooke M.
The price is NZ$387
includes taxes & fees
27 Oct - 28 Oct
Historic Downtown Pensacola Retreat

10. Bam!!! August Special rate 79 guests love this little paradise! Private pool!

Bam!!! August Special rate 79 guests love this little paradise! Private pool!
Gulf Breeze
9.6 out of 10, Exceptional, (49 reviews)
"This has been one of the best places we have stayed at, the Jankes are amazing people."
United States
Beatriz H.
The price is NZ$319
includes taxes & fees
10 Nov - 11 Nov
Bam!!! August Special rate 79 guests love this little paradise! Private pool!

11. 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, (388 reviews)
"This was our 2nd time staying at this property and it did not disappoint! The view, the view, the view. Comfortable bed and great communication. Would not hesitate to rent for your vacation!"
United States
Debbie D.
The price is NZ$641
includes taxes & fees
27 Oct - 28 Oct
Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!

12. Regency Towers 803E | Dog-Friendly & Oceanfront! | Pensacola Beach | My Beach Getaways

Regency Towers 803E | Dog-Friendly & Oceanfront! | Pensacola Beach | My Beach Getaways
Pensacola Beach
9.0 out of 10, Wonderful, (18 reviews)
"Prefect spot for a small family getaway!!! "
United States
Ryan
The price is NZ$1,006
includes taxes & fees
7 Nov - 8 Nov
Regency Towers 803E | Dog-Friendly & Oceanfront! | Pensacola Beach | My Beach Getaways

13. 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
10.0 out of 10, Exceptional, (12 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 NZ$309
includes taxes & fees
28 Oct - 29 Oct
Beautiful 2-bedroom home with a Great Location 10 minutes to Pensacola Beach!!

14. Navarre Beach Camping Resort

Navarre Beach Camping Resort
2.0 star property
Navarre
9.2 out of 10, Wonderful, (469 reviews)
"Nice place to stay. Great atmosphere."
United States
Mike
The price is NZ$251
includes taxes & fees
27 Oct - 28 Oct
Navarre Beach Camping Resort

15. Groovy Downtown Cottage — Free Bikes + Private Yard + Pet Friendly

Groovy Downtown Cottage — Free Bikes + Private Yard + Pet Friendly
South Pensacola
10.0 out of 10, Exceptional, (7 reviews)
"Easy to find , quick simple check in , nice hosts ,"
United States
Anonymous traveller
The price is NZ$326
includes taxes & fees
1 Nov - 2 Nov
Groovy Downtown Cottage — Free Bikes + Private Yard + Pet Friendly

16. 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)
"This was a wonderfully located cottage. Walking distance to so many great sites, shopping, and restaurants. Would definitely stay here again the next time I come to Pensacola."
United States
Danny S.
The price is NZ$385
includes taxes & fees
3 Nov - 4 Nov
The Jesse: Cottage in Historic Downtown Pensacola

17. Breathtaking Soundfront Condo|Pool & Beach Access!

Breathtaking Soundfront Condo|Pool & Beach Access!
Pensacola Beach
9.8 out of 10, Exceptional, (46 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 NZ$634
includes taxes & fees
25 Oct - 26 Oct
Breathtaking Soundfront Condo|Pool & Beach Access!

18. 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
Sea La Vie Condo: Pensacola Beach Access!

19. Charming coastal condo with water views, great location, balcony, WiFi, A/C

Charming coastal condo with water views, great location, balcony, WiFi, A/C
Villa Sabine
9.2 out of 10, Wonderful, (22 reviews)
"Close to attractions and easy to drive to."
United States
drew c.
The price is NZ$485
includes taxes & fees
8 Nov - 9 Nov
Charming coastal condo with water views, great location, balcony, WiFi, A/C

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

‘Sea La Vie’ Condo: Pensacola Beach Access!
Villa Sabine
9.8 out of 10, Exceptional, (56 reviews)
"Cozy, quiet, private and a great location!"
United States
David G.
‘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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oriole Beach holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oriole Beach. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Oriole Beach. Seeing all the best attractions is bound to make you fall in love with Oriole Beach. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Oriole Beach short-term rentals, that won’t be hard to do.

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.