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Oriole Beach Holiday Rentals

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Our top choices for Oriole Beach holiday rentals

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

Pensacola Backyard Oasis January 2026 Pool Renovation

Pensacola Backyard Oasis January 2026 Pool Renovation
Gulf Breeze
9.6 out of 10, Exceptional, (5 reviews)
"I enjoy staying at this amazing place !! Highly recommend"
United States
Cristian A.
The price is NZ$1,005
includes taxes & fees
16 Aug - 17 Aug
Pensacola Backyard Oasis January 2026 Pool Renovation

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, (16 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 NZ$937
includes taxes & fees
16 Aug - 17 Aug
Regency Towers 406W | Pensacola Beachfront | Pool | My Beach Getaways

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 NZ$658
includes taxes & fees
12 Aug - 13 Aug
Pensacola Beach Home: 1 Block to Beach Access

Bee Our Guest: EPH, Close to Downtown and Beach!

Bee Our Guest: EPH, Close to Downtown and Beach!
Southeast Pensacola
9.6 out of 10, Exceptional, (44 reviews)
"I was very pleased with my stay at the Bee Our Guest. The property was clean and as described, and the check-in and check-out was simple and smooth. The location was great for me - close to both the airport and downtown - and in a nice neighborhood. I would definitely stay there again."
United States
Eirikur
The price is NZ$276
includes taxes & fees
4 Aug - 5 Aug
Bee Our Guest: EPH, Close to Downtown and Beach!

Pineapple Paradise: EPH, Close to Downtown, Beach!

Pineapple Paradise: EPH, Close to Downtown, Beach!
Southeast Pensacola
9.2 out of 10, Wonderful, (38 reviews)
"Property was perfect for our needs"
United States
Gary
The price is NZ$276
includes taxes & fees
17 Aug - 18 Aug
Pineapple Paradise: EPH, Close to Downtown, Beach!

The Kitchen: Cozy Historic Retreat in East Hill Preservation District!

The Kitchen: Cozy Historic Retreat in East Hill Preservation District!
Downtown Pensacola
9.8 out of 10, Exceptional, (18 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$228
includes taxes & fees
16 Aug - 17 Aug
The Kitchen: Cozy Historic Retreat in East Hill Preservation District!

Tropical Zen Garden & Cottage Oasis Bliss!

Tropical Zen Garden & Cottage Oasis Bliss!
Southeast Pensacola
10.0 out of 10, Exceptional, (72 reviews)
"Great host, perfect stay, five star experience. Will return for a future visit. "
United States
Carolise B.
The price is NZ$469
includes taxes & fees
26 July - 27 July
Tropical Zen Garden & Cottage Oasis Bliss!

The Blake: Cottage in Historic Downtown Pensacola

The Blake: Cottage in Historic Downtown Pensacola
Seville Historic District
9.4 out of 10, Exceptional, (42 reviews)
"Perfect size for a couple in an ideal location for people who enjoy a stroll. "
United States
Scott P.
The price is NZ$373
includes taxes & fees
19 Aug - 20 Aug
The Blake: Cottage in Historic Downtown Pensacola

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
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful, clean and comfortable! Loved our stay and will try to book again soon. "
United States
tracy m.
Charming cottage in fabulous Pensacola just steps from the water with water view

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, (120 reviews)
"Wonderful stay, easy to find, beautiful view!"
United States
ashley r.
The price is NZ$1,143
includes taxes & fees
22 July - 23 July
Gulf facing, modern 2 bedroom condo! Pools, hot tubs, restaurants & many extras!

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, (16 reviews)
"Prefect spot for a small family getaway!!! "
United States
Ryan
The price is NZ$1,085
includes taxes & fees
16 Aug - 17 Aug
Regency Towers 803E | Dog-Friendly & Oceanfront! | Pensacola Beach | My Beach Getaways

Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.8 out of 10, Exceptional, (29 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 NZ$308
includes taxes & fees
11 Aug - 12 Aug
Charming cottage in Pensacola

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 NZ$787
includes taxes & fees
2 Aug - 3 Aug
Peaceful 3-2 Home w/ Pool, 4min to beach, RV P-king, BBQ, Firepit, Fast Internet

The Kelley House | Suite 3 w/Balcony

The Kelley House | Suite 3 w/Balcony
Downtown Pensacola
10.0 out of 10, Exceptional, (16 reviews)
"I absolutely LOVED LOVED this house! I will always stay here every time I stay in Pensacola ❤️"
United States
janie b.
The Kelley House | Suite 3 w/Balcony

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Downtown Pensacola
10.0 out of 10, Exceptional, (41 reviews)
"Great place in a great neighborhood! We enjoyed our stay here and would stay again."
United States
marshall n.
The price is NZ$361
includes taxes & fees
20 Aug - 21 Aug
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Groovy Cottage in Downtown Pensacola, Pet Friendly

Groovy Cottage in Downtown Pensacola, Pet Friendly
South Pensacola
10.0 out of 10, Exceptional, (6 reviews)
"Easy to find , quick simple check in , nice hosts ,"
United States
Anonymous traveller
The price is NZ$426
includes taxes & fees
4 Aug - 5 Aug
Groovy Cottage in Downtown Pensacola, Pet Friendly

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, (376 reviews)
"We enjoyed our stay. Beach was great. Chair service was excellent. Close to restaurants."
United States
Geri A.
The price is NZ$821
includes taxes & fees
19 Aug - 20 Aug
Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!

Hide-Away: Downtown Pensacola, North Hill Studio

Hide-Away: Downtown Pensacola, North Hill Studio
Downtown Pensacola
9.2 out of 10, Wonderful, (52 reviews)
The price is NZ$218
includes taxes & fees
16 Aug - 17 Aug
Hide-Away: Downtown Pensacola, North Hill Studio

Regency Cabanas E6 | 2 Pools | Pensacola Beach | My Beach Getaways

Regency Cabanas E6 | 2 Pools | Pensacola Beach | My Beach Getaways
Gulf Breeze
9.6 out of 10, Exceptional, (12 reviews)
"Great location with easy walk to the beach. Huge balcony and very clean and well equipped kitchen. Loved this place! "
United States
Anonymous traveller
The price is NZ$1,444
includes taxes & fees
27 July - 28 July
Regency Cabanas E6 | 2 Pools | Pensacola Beach | 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, 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 NZ$146 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.