Oriole Beach holiday rentals

We found 2,378 holiday rentals — enter your dates for availability
Discover a selection of 12 homes and other holiday rentals in Oriole Beach that are perfect for your trip. Whether you're staying in a holiday rental with family or friends, you'll find the amenities that you need and want, which might include air conditioning and a pool. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Oriole Beach

Showing deals for:13 Nov - 20 Nov

Property grounds
Our Home
Pool
Great Room as seen from the Dining Area
Exceptional
(216 reviews)

Pensacola Beach, Private Home, 5 Bedrooms. Private Pool

Pensacola Beach

16% off
AU$5,985
for 7 nights, 1 home
AU$855 per night
includes taxes & fees
Pensacola Beach, Private Home, 5 Bedrooms. Private Pool
Exterior
Terrace/patio
Private kitchen
Beach
Exceptional
(11 reviews)

4 Beds/4Baths ROOFTOP! Gorgeous MODERN 360 degree views STEPS TO THE BEACH!

Pensacola Beach

7% off
AU$4,947
for 7 nights, 1 home
AU$707 per night
includes taxes & fees
4 Beds/4Baths ROOFTOP! Gorgeous MODERN 360 degree views STEPS TO THE BEACH!
Exterior
Dare you relax and enjoy!!!!!!!
Beach
Luxury...Snow White Sand and Emerald Waters invite you to a gorgeous stay.......
Exceptional
(120 reviews)

Exquisite.. Snow White Beaches ... ...the Perfect Luxury vacation Beach Townhome

Pensacola Beach

8% off
AU$7,840
for 7 nights, 1 home
AU$1,120 per night
includes taxes & fees
Exquisite.. Snow White Beaches ... ...the Perfect Luxury vacation Beach Townhome
Living area
View of Gulf from back deck. 2-minute walk to the beach
New Upper and Lower Decks w/Stainless Railing and Weather Tech Flooring
TV area with comfortable leather seating.
Exceptional
(92 reviews)

Lovely Beach Getaway ~ Steps To The Beach ~ The Perfect Family Escape!

Pensacola Beach

8% off
AU$3,586
for 7 nights, 1 home
AU$512 per night
includes taxes & fees
Lovely Beach Getaway ~ Steps To The Beach ~ The Perfect Family Escape!
Bedrooms complete with new hangers and dirty clothes baskets.  Pretty ones!
Steps away from the Beach.  A beautiful view that is so peaceful!
The laid back, but chic décor is perfect for families or couples.
Guests love to feed the ducks in the lagoon.
Exceptional
(178 reviews)

Stunning Gulf-Front/Balcony Views + Hot Tub/Top-Rated 10/10/Pensacola Beach

Pensacola Beach

5% off
AU$3,112
for 7 nights, 1 apartment
AU$445 per night
includes taxes & fees
Stunning Gulf-Front/Balcony Views + Hot Tub/Top-Rated 10/10/Pensacola Beach
Dock and boat slip
Marina
Unobstructed views from our property to the beach
Exterior
Exceptional
(77 reviews)

Beautifully renovated 3BR townhome with boat slip just steps from the beach!

Pensacola Beach

7% off
AU$3,672
for 7 nights, 1 home
AU$525 per night
includes taxes & fees
Beautifully renovated 3BR townhome with boat slip just steps from the beach!
Lobby
View from the balcony.
Regency Towers
King sized bed in Master Bedroom with view of the Gulf.
Exceptional
(285 reviews)

Regency Towers 707 East Tower Perfect Time to Come to the Beach!

Pensacola Beach

8% off
AU$3,458
for 7 nights, 1 apartment
AU$494 per night
includes taxes & fees
Regency Towers 707 East Tower Perfect Time to Come to the Beach!
Private kitchen
Living area
Dining
Pool
Exceptional
(34 reviews)

Tristan Towers 13B • Corner Unit 2/2 • Best Views

Pensacola Beach

7% off
AU$3,304
for 7 nights, 1 apartment
AU$472 per night
includes taxes & fees
Tristan Towers 13B • Corner Unit 2/2 • Best Views
Living area
View from the large deck
Private access to beach.20 seconds and you are on the beach
Exterior
Exceptional
(233 reviews)

BEACH HOUSE ONLY STEPS TO THE BEACH WITH OCEAN VIEW

Pensacola Beach

7% off
AU$2,456
for 7 nights, 1 home
AU$351 per night
includes taxes & fees
BEACH HOUSE ONLY STEPS TO THE BEACH WITH OCEAN VIEW
Interior
Gulf on the right and sound on the left
 Open concept living room updated looking out right on the beach and ocean
Room
Exceptional
(80 reviews)

“Seaside Serenity” your home away from home, right on the beach with a balcony.

Pensacola Beach

8% off
AU$3,327
for 7 nights, 1 apartment
AU$475 per night
includes taxes & fees
“Seaside Serenity” your home away from home, right on the beach with a balcony.
Exterior
Living area
Marina
Private kitchen
Exceptional
(128 reviews)

Sand Dollar W212 Bayfront Escape- Gorgeous Sunset Views, Bikes Included!

Pensacola Beach

7% off
AU$2,547
for 7 nights, 1 apartment
AU$364 per night
includes taxes & fees
Sand Dollar W212 Bayfront Escape- Gorgeous Sunset Views, Bikes Included!
Interior
Beach
Exterior
Interior
Exceptional
(130 reviews)

3 Bedroom Updated Town House Just Steps Away From The Beach

Pensacola Beach

7% off
AU$2,177
for 7 nights, 1 home
AU$311 per night
includes taxes & fees
3 Bedroom Updated Town House Just Steps Away From The Beach
Pool
Property grounds
Room
Beach
Exceptional
(108 reviews)

Sabine 6E- Sleeps 6 Gulf View Pensacola Beach Condo

Pensacola Beach

7% off
AU$3,551
for 7 nights, 1 apartment
AU$507 per night
includes taxes & fees
Sabine 6E- Sleeps 6 Gulf View Pensacola Beach Condo
Kitchen and dining area
Deck
Dining and living area
Twin/king bedroom
Exceptional
(32 reviews)

WOW! Beach and Bay Views All Around! 2/2.5 Townhouse, HUGE Pool, Tennis, & More!

Pensacola Beach

7% off
AU$2,741
for 7 nights, 1 home
AU$392 per night
includes taxes & fees
WOW! Beach and Bay Views All Around! 2/2.5 Townhouse, HUGE Pool, Tennis, & More!
View from balcony toward the Gulf
Children’s area
Dining
2nd Bedroom view of the Gulf
Exceptional
(174 reviews)

Amazing Sunsets!! Summer is Here Limited Dates Remaining Book Now!

Pensacola Beach

8% off
AU$3,321
for 7 nights, 1 apartment
AU$474 per night
includes taxes & fees
Amazing Sunsets!! Summer is Here Limited Dates Remaining Book Now!
Outdoor dining
Interior
Exterior
Living area
Exceptional
(51 reviews)

Pensacola Beach Cottage- Bikes included, Easy Beach Access!

Pensacola Beach

7% off
AU$3,260
for 7 nights, 1 home
AU$466 per night
includes taxes & fees
Pensacola Beach Cottage- Bikes included, Easy Beach Access!
Private kitchen
Living area
Property grounds
Exterior
Exceptional
(57 reviews)

Sand Dollar W204 Inexpensive Bayfront Escape! 2,3 & 4-Night Getaways

Pensacola Beach

7% off
AU$2,429
for 7 nights, 1 apartment
AU$347 per night
includes taxes & fees
Sand Dollar W204 Inexpensive Bayfront Escape! 2,3 & 4-Night Getaways
Living area
Property grounds
Dining
Exterior
Exceptional
(109 reviews)

3-bedroom vacation home steps to Pensacola Beach Beaches

Pensacola Beach

8% off
AU$3,432
for 7 nights, 1 home
AU$490 per night
includes taxes & fees
3-bedroom vacation home steps to Pensacola Beach Beaches
Indoor Patio "Treehouse"
Pensacola Blue Angels
Indoor patio
Pool area
Exceptional
(6 reviews)

Gulf Breeze Oasis with Private Pool

Gulf Breeze

8% off
AU$1,749
for 7 nights, 1 apartment
AU$250 per night
includes taxes & fees
Gulf Breeze Oasis with Private Pool
Exterior
Pool
Living area
Dining
Exceptional
(45 reviews)

Sea Forever-Absolut Beach

Pensacola Beach

7% off
AU$2,903
for 7 nights, 1 apartment
AU$415 per night
includes taxes & fees
Sea Forever-Absolut Beach
Bay
Living Area
Breakfast Bar
Master Bedroom
Exceptional
(93 reviews)

Modern condo, private balconies, with elevator!

Pensacola Beach

7% off
AU$2,432
for 7 nights, 1 apartment
AU$347 per night
includes taxes & fees
Modern condo, private balconies, with elevator!
Property grounds
Beach
Pool
Room
Exceptional
(144 reviews)

Beautifully updated 2 BR w extra bunk room, family friendly, ocean front condo

Pensacola Beach

8% off
AU$3,543
for 7 nights, 1 apartment
AU$506 per night
includes taxes & fees
Beautifully updated 2 BR w extra bunk room, family friendly, ocean front condo
Living area
Private kitchen
Outdoor dining
Interior
Exceptional
(5 reviews)

Pensacola Backyard Oasis January 2026 Pool Renovation

Gulf Breeze

8% off
AU$3,356
for 7 nights, 1 home
AU$479 per night
includes taxes & fees
Pensacola Backyard Oasis January 2026 Pool Renovation
Fitness facility
Outdoor dining
Another view of the Santa Rosa Sound
Cozy Master suite with access to balcony and beautiful unobstructed views
Exceptional
(108 reviews)

After Dune Delight Posh Luxury Outstanding Gulf & Sound Views 5-Star Rated Condo

Pensacola Beach

7% off
AU$3,844
for 7 nights, 1 apartment
AU$549 per night
includes taxes & fees
After Dune Delight Posh Luxury Outstanding Gulf & Sound Views 5-Star Rated Condo
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Oriole Beach getaway

Learn about the unique charm of Oriole Beach with a stay in a holiday home rental. This city has something for everyone. Navarre Beach and Pensacola Naval Air Station are just a couple of the must-see attractions in the area. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Oriole Beach

Are you looking for attractions to see while you're in town? Venture out of your cosy holiday rental and experience everything that makes Oriole Beach a one-of-a-kind holiday spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Tiger Point Golf and Country Club (1 mi / 1.6 km)
  • Gulf Breeze Zoo (6.7 mi / 10.8 km)
  • Water Warrior (6.7 mi / 10.8 km)
  • Community Maritime Park (7.9 mi / 12.7 km)
  • Roger Scott Athletic Complex (9.2 mi / 14.8 km)
  • Hidden Creek Golf Club (10.9 mi / 17.5 km)

Exploring the natural features in Oriole Beach

Whether you're an outdoor enthusiast or just want to take in the scenery, Oriole Beach is a great place to get outside. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Navarre Beach (13.6 mi / 22 km)
  • Quietwater Beach (4 mi / 6.5 km)
  • Casino Beach (4.3 mi / 6.9 km)
  • Woodland Park (5.4 mi / 8.7 km)
  • Pensacola Dog Beach West (6 mi / 9.6 km)
  • Santa Rosa Sound (7.5 mi / 12.1 km)

Transport to and around Oriole Beach

The nearest airport is in Pensacola, FL (PNS-Pensacola Intl.), located 9.4 mi (15 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday home in Oriole Beach?
Several things can determine the price of a holiday home in Oriole Beach, including the season, length of stay and type of property. Still, all our holiday homes have something in common — incredible value. Simply add your travel dates to find your ideal match.
How much does it cost to rent a beach house in Oriole Beach?
The average price for a holiday home by the beach in Oriole Beach depends on when you'll be there and the size and type of property you're searching for. Find prices quickly and easily on Stayz by entering your preferred travel dates. Then use the handy filter tool to select the number of bedrooms and amenities important to you, like WiFi, air conditioning and a hot tub.
What are the top attractions for families in Oriole Beach?
Keeping the kiddos entertained during your holiday in Oriole Beach is a breeze with these leading family-friendly attractions:
  • Gulf Breeze Zoo
  • Tiger Point Golf and Country Club
  • Gulf Breeze Shopping Centre
How old do you have to be to rent a holiday home in Oriole Beach?
The minimum required age is typically 16, 18 or 21. It can vary from one property to another on Stayz, so check the rules of your chosen Oriole Beach holiday home before you book.
How long can I rent a holiday home in Oriole Beach for?
The length of time you can rent a holiday home in Oriole Beach is down to the property. Simply enter your chosen dates to view a list of options offering extended stays. With tons of creature comforts like air conditioning and kitchens, as well as some offering weekly or monthly discounts, you're sure to find somewhere just right to call your home away from home in Oriole Beach.