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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, (6 reviews)
"I enjoy staying at this amazing place !! Highly recommend"
United States
Cristian A.
The price is £383
includes taxes & fees
19 Aug - 20 Aug
Pensacola Backyard Oasis January 2026 Pool Renovation

2. Pensacola Beach Home: 1 Block to Beach Access

Pensacola Beach Home: 1 Block to Beach Access
3.0 star property
Toilla Segunda
10.0 out of 10, Exceptional, (3 reviews)
The price is £284
includes taxes & fees
20 Aug - 21 Aug
Pensacola Beach Home: 1 Block to Beach Access

3. Gulf facing, modern 2 bedroom condo! Pools, hot tubs, restaurants & many extras!

Gulf facing, modern 2 bedroom condo! Pools, hot tubs, restaurants & many extras!
Pensacola Beach
10.0 out of 10, Exceptional, (123 reviews)
"Wonderful stay, easy to find, beautiful view!"
United States
ashley r.
The price is £431
includes taxes & fees
19 Aug - 20 Aug
Gulf facing, modern 2 bedroom condo! Pools, hot tubs, restaurants & many extras!

4. Remodeled beachside townhome w/ Gulf views and pools - snowbirds welcome

Remodeled beachside townhome w/ Gulf views and pools - snowbirds welcome
Pensacola Beach
9.0 out of 10, Wonderful, (66 reviews)
"The property was clean and everything was super easy with the check in/checkout process. Very close to the beach and good restaurants. "
United States
Erin M.
The price is £281
includes taxes & fees
20 Aug - 21 Aug
Remodeled beachside townhome w/ Gulf views and pools - snowbirds welcome

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

Regency Towers 406W | Pensacola Beachfront | Pool | My Beach Getaways
Pensacola Beach
8.8 out of 10, Excellent, (17 reviews)
"It was a wonderful room with a great location! It is older and in need of some TLC but it was a lovely stay. "
United States
Amelia N.
The price is £407
includes taxes & fees
28 Aug - 29 Aug
Regency Towers 406W | Pensacola Beachfront | Pool | My Beach Getaways

6. 1 Portofino 1005

1 Portofino 1005
3.5 star property
Pensacola Beach
7.4 out of 10, Good, (8 reviews)
"Expensive for what the place offers. WiFi doesn’t exist on this particular unit, we have to use public WiFi, when I called the front desk, I was advised to reach out to either Expedia or hosteeva since they’re the once I booked with, what a disappointment. Positive feedback, it’s complete with kitchen utensils, pots & pans, clean unit. "
United States
Dale
The price is £666
includes taxes & fees
3 Sept - 4 Sept
1 Portofino 1005

7. Cozy condo steps from the Gulf

Cozy condo steps from the Gulf
Pensacola Beach
9.8 out of 10, Exceptional, (153 reviews)
"Nice stay at a calmer place and beach away from the crowds. "
United States
Amy R.
The price is £362
includes taxes & fees
19 Aug - 20 Aug
Cozy condo steps from the Gulf

8. Peaceful 3-2 Home w/ Pool, 4min to beach, RV P-king, BBQ, Firepit, Fast Internet

Peaceful 3-2 Home w/ Pool, 4min to beach, RV P-king, BBQ, Firepit, Fast Internet
Gulf Breeze
9.4 out of 10, Exceptional, (29 reviews)
"Room and staff was great. Only issues we ran into was some of the guest was being rude to my kids at the swimming pool area"
United States
Hubie
The price is £276
includes taxes & fees
19 Aug - 20 Aug
Peaceful 3-2 Home w/ Pool, 4min to beach, RV P-king, BBQ, Firepit, Fast Internet

9. Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.

Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.
Pensacola Beach
9.4 out of 10, Exceptional, (178 reviews)
"We had an excellent stay! The condo had everything we needed and the location is perfect. It’s a short walk or drive to both Pensacola beach Gulf side and Pensacola Bay. It’s also a quick drive to Gulf Islands National Seashore. Would absolutely stay here again. "
United States
Stacey L.
The price is £261
includes taxes & fees
19 Aug - 20 Aug
Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.

10. Emerald Dolphin 530 | Gym, Pool, Beachfront | Beach Getaways

Emerald Dolphin 530 | Gym, Pool, Beachfront | Beach Getaways
Pensacola Beach
9.4 out of 10, Exceptional, (108 reviews)
"Beautiful property! Soo close to the beach. Pool was amazing! Will definitely be returning for future vacations."
United States
Brittany E.
The price is £550
includes taxes & fees
23 Aug - 24 Aug
Emerald Dolphin 530 | Gym, Pool, Beachfront | Beach Getaways

11. Regency Towers 102W | Oceanfront | Dog Friendly | Pensacola Beach | My Beach Getaways

Regency Towers 102W | Oceanfront | Dog Friendly | Pensacola Beach | My Beach Getaways
Pensacola Beach
9.2 out of 10, Wonderful, (25 reviews)
"My family and I stayed for several days and honestly couldn’t have asked for a more pleasant and convenient stay. We’ve traveled a lot, including many beach stays via VRBO, and this was the first time my wife and I agreed that we’d like to return to the exact place again in the future."
United States
Wes B.
The price is £496
includes taxes & fees
7 Sept - 8 Sept
Regency Towers 102W | Oceanfront | Dog Friendly | Pensacola Beach | My Beach Getaways

12. Waterfront condo in Pensacola Beach with breathtaking balcony views, W/D & AC

Waterfront condo in Pensacola Beach with breathtaking balcony views, W/D & AC
Villa Sabine
9.8 out of 10, Exceptional, (21 reviews)
"Great location and easy to check in & out of. "
United States
Natalie L.
The price is £199
includes taxes & fees
19 Aug - 20 Aug
Waterfront condo in Pensacola Beach with breathtaking balcony views, W/D & AC

13. Navarre Beach Camping Resort

Navarre Beach Camping Resort
2.0 star property
Navarre
9.2 out of 10, Wonderful, (442 reviews)
"I liked the security rounds the staff performs; it feels very safe and has everything you need for a long stay—a nearby supermarket, restaurants, and beaches, plus easy access to enjoy it all."
United States
René
The price is £100
includes taxes & fees
23 Aug - 24 Aug
Navarre Beach Camping Resort

14. 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, (347 reviews)
"Great place to stay, room very clean. Bed was very comfortable. Loved my stay"
United States
Wanda
The price is £82
includes taxes & fees
30 Aug - 31 Aug
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

15. 2 Portofino 1602

2 Portofino 1602
4.0 star property
Pensacola Beach
The price is £773
includes taxes & fees
20 Aug - 21 Aug
2 Portofino 1602

16. 5 Portofino 1106

5 Portofino 1106
4.0 star property
Pensacola Beach
8.4 out of 10, Very good, (7 reviews)
"Nice clean unit with view of the bay. The master bed was firm and pillows were too flat. The master didn’t have a lamp and alarm clock but they remedied that by having it delivered. Elevators are lightning fast however noisy and was able to hear them from the unit. Staff was extremely friendly. "
United States
Leslie
The price is £685
includes taxes & fees
3 Sept - 4 Sept
5 Portofino 1106

17. Portofino Penthouse with Breath-Taking Views of the Gulf along with Beach Access

Portofino Penthouse with Breath-Taking Views of the Gulf along with Beach Access
Pensacola Beach
10.0 out of 10, Exceptional, (77 reviews)
"The room and view was fantastic"
United States
Scott S.
The price is £365
includes taxes & fees
19 Aug - 20 Aug
Portofino Penthouse with Breath-Taking Views of the Gulf along with Beach Access

18. Pineapple Paradise: EPH, Close to Downtown, Beach!

Pineapple Paradise: EPH, Close to Downtown, Beach!
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.
The price is £121
includes taxes & fees
1 Sept - 2 Sept
Pineapple Paradise: EPH, Close to Downtown, Beach!

19. Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.8 out of 10, Exceptional, (31 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 £125
includes taxes & fees
19 Aug - 20 Aug
Charming cottage in Pensacola

20. Regency Towers 805W | Beachfront | Pool | Pensacola Beach | Blue Angels Show | My Beach Getaways

Regency Towers 805W | Beachfront | Pool | Pensacola Beach | Blue Angels Show | My Beach Getaways
Pensacola Beach
9.6 out of 10, Exceptional, (24 reviews)
"Clean, great views!"
United States
Michael D.
The price is £476
includes taxes & fees
24 Aug - 25 Aug
Regency Towers 805W | Beachfront | Pool | Pensacola Beach | Blue Angels Show | My Beach Getaways
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 £82 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.