Oriole Beach holiday homes

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
Sunset
Pool
Exceptional
(216 reviews)

Pensacola Beach, Private Home, 5 Bedrooms. Private Pool

Pensacola Beach

15% off
NZ$7,311
for 7 nights, 1 home
NZ$1,044 per night
includes taxes & fees
Pensacola Beach, Private Home, 5 Bedrooms. Private Pool
Interior
Property grounds
Living area
Living area
Exceptional
(27 reviews)

Beautiful French Creole Historical studio in downtown Pensacola.. one of a kind!

Pensacola

8% off
NZ$1,569
for 7 nights, 1 cottage
NZ$224 per night
includes taxes & fees
Beautiful French Creole Historical studio in downtown Pensacola.. one of a kind!
Beach
Terrace/patio
Private kitchen
Exterior
Exceptional
(11 reviews)

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

Pensacola Beach

7% off
NZ$6,059
for 7 nights, 1 home
NZ$866 per night
includes taxes & fees
4 Beds/4Baths ROOFTOP! Gorgeous MODERN 360 degree views STEPS TO THE BEACH!
Exterior
Dare you relax and enjoy!!!!!!!
Luxury...Snow White Sand and Emerald Waters invite you to a gorgeous stay.......
Spacious Upstairs Master Bedroom with Balcony
Exceptional
(120 reviews)

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

Pensacola Beach

8% off
NZ$9,610
for 7 nights, 1 home
NZ$1,373 per night
includes taxes & fees
Exquisite.. Snow White Beaches ... ...the Perfect Luxury vacation Beach Townhome
New Upper and Lower Decks w/Stainless Railing and Weather Tech Flooring
View of Gulf from back deck. 2-minute walk to the beach
TV area with comfortable leather seating.
Living area
Exceptional
(92 reviews)

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

Pensacola Beach

8% off
NZ$4,342
for 7 nights, 1 home
NZ$620 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!
Guests love to feed the ducks in the lagoon.
The laid back, but chic décor is perfect for families or couples.
Exceptional
(178 reviews)

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

Pensacola Beach

5% off
NZ$3,768
for 7 nights, 1 apartment
NZ$538 per night
includes taxes & fees
Stunning Gulf-Front/Balcony Views + Hot Tub/Top-Rated 10/10/Pensacola Beach
Dock and boat slip
Marina
Private kitchen
Unobstructed views from our property to the beach
Exceptional
(77 reviews)

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

Pensacola Beach

7% off
NZ$4,527
for 7 nights, 1 home
NZ$647 per night
includes taxes & fees
Beautifully renovated 3BR townhome with boat slip just steps from the beach!
Regency Towers
View from the balcony.
Lobby
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
NZ$4,186
for 7 nights, 1 apartment
NZ$598 per night
includes taxes & fees
Regency Towers 707 East Tower Perfect Time to Come to the Beach!
Pool
Living area
Private kitchen
Living area
Exceptional
(34 reviews)

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

Pensacola Beach

7% off
NZ$4,000
for 7 nights, 1 apartment
NZ$571 per night
includes taxes & fees
Tristan Towers 13B • Corner Unit 2/2 • Best Views
Gated property
Gulf on the right and sound on the left
Interior
Room
Exceptional
(80 reviews)

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

Pensacola Beach

8% off
NZ$4,028
for 7 nights, 1 apartment
NZ$575 per night
includes taxes & fees
“Seaside Serenity” your home away from home, right on the beach with a balcony.
Master bedroom
View from the large deck
Living area
Exterior
Exceptional
(233 reviews)

BEACH HOUSE ONLY STEPS TO THE BEACH WITH OCEAN VIEW

Pensacola Beach

7% off
NZ$2,951
for 7 nights, 1 home
NZ$422 per night
includes taxes & fees
BEACH HOUSE ONLY STEPS TO THE BEACH WITH OCEAN VIEW
Marina
Living area
Emerald Coast Getaway Sand Dollar W212
Private kitchen
Exceptional
(128 reviews)

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

Pensacola Beach

7% off
NZ$3,061
for 7 nights, 1 apartment
NZ$437 per night
includes taxes & fees
Sand Dollar W212 Bayfront Escape- Gorgeous Sunset Views, Bikes Included!
Living area
Property grounds
Room
Beach
Exceptional
(108 reviews)

Sabine 6E- Sleeps 6 Gulf View Pensacola Beach Condo

Pensacola Beach

7% off
NZ$4,297
for 7 nights, 1 apartment
NZ$614 per night
includes taxes & fees
Sabine 6E- Sleeps 6 Gulf View Pensacola Beach Condo
Living area
Beach
Interior
Interior
Exceptional
(130 reviews)

3 Bedroom Updated Town House Just Steps Away From The Beach

Pensacola Beach

7% off
NZ$2,582
for 7 nights, 1 home
NZ$369 per night
includes taxes & fees
3 Bedroom Updated Town House Just Steps Away From The Beach
Dining and living area
Deck
Twin/king bedroom
Kitchen and dining area
Exceptional
(32 reviews)

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

Pensacola Beach

7% off
NZ$3,297
for 7 nights, 1 home
NZ$471 per night
includes taxes & fees
WOW! Beach and Bay Views All Around! 2/2.5 Townhouse, HUGE Pool, Tennis, & More!
Beach
Children’s area
2nd Bedroom view of the Gulf
View from balcony toward the Gulf
Exceptional
(174 reviews)

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

Pensacola Beach

8% off
NZ$4,021
for 7 nights, 1 apartment
NZ$574 per night
includes taxes & fees
Amazing Sunsets!! Summer is Here Limited Dates Remaining Book Now!
Exterior
Interior
Private kitchen
Living area
Exceptional
(51 reviews)

Pensacola Beach Cottage- Bikes included, Easy Beach Access!

Pensacola Beach

7% off
NZ$3,948
for 7 nights, 1 home
NZ$564 per night
includes taxes & fees
Pensacola Beach Cottage- Bikes included, Easy Beach Access!
Property grounds
Living area
Private kitchen
Property grounds
Exceptional
(57 reviews)

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

Pensacola Beach

7% off
NZ$2,920
for 7 nights, 1 apartment
NZ$417 per night
includes taxes & fees
Sand Dollar W204 Inexpensive Bayfront Escape! 2,3 & 4-Night Getaways
Dining
Property grounds
Exterior
Living area
Exceptional
(109 reviews)

3-bedroom vacation home steps to Pensacola Beach Beaches

Pensacola Beach

8% off
NZ$4,156
for 7 nights, 1 home
NZ$594 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
NZ$2,120
for 7 nights, 1 apartment
NZ$303 per night
includes taxes & fees
Gulf Breeze Oasis with Private Pool
Breakfast Bar
Living Area
Bay
Master Bedroom
Exceptional
(93 reviews)

Modern condo, private balconies, with elevator!

Pensacola Beach

8% off
NZ$2,923
for 7 nights, 1 apartment
NZ$418 per night
includes taxes & fees
Modern condo, private balconies, with elevator!
Living area
Pool
Interior
Dining
Exceptional
(45 reviews)

Sea Forever-Absolut Beach

Pensacola Beach

7% off
NZ$3,490
for 7 nights, 1 apartment
NZ$499 per night
includes taxes & fees
Sea Forever-Absolut Beach
Living room
Beach
Property grounds
Room
Exceptional
(144 reviews)

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

Pensacola Beach

8% off
NZ$4,290
for 7 nights, 1 apartment
NZ$613 per night
includes taxes & fees
Beautifully updated 2 BR w extra bunk room, family friendly, ocean front condo
Another view of the Santa Rosa Sound
Outdoor dining
Fitness facility
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

6% off
NZ$4,739
for 7 nights, 1 apartment
NZ$677 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

Why visit Oriole Beach

  • Stunning beach views: Oriole Beach boasts beautiful shores perfect for relaxation and enjoying the coastal scenery.
  • Outdoor adventures: Engage in various activities such as fishing, swimming, and beachcombing in the warm waters.
  • Nearby attractions: Explore the vibrant nearby Pensacola Beach and its delightful tourist spots.
  • Charming community: Experience the friendly locals and welcoming atmosphere that make Oriole Beach a unique destination.
  • Urban parks: Discover local parks offering scenic spots for picnics and leisurely strolls amidst nature.

Top attractions near Oriole Beach

Oriole Beach offers a delightful blend of outdoor adventures and city exploration, making it ideal for beach-themed holidays. Visitors can enjoy stunning beach views, relax on beautiful shores, and explore popular spots like the jetty pier and urban parks. Nearby Pensacola Beach and various tourist attractions further enhance the experience, catering to all types of travellers seeking a vibrant coastal getaway.

  • East Bay: A picturesque bay located 11.3km from Oriole Beach, East Bay offers stunning outdoor scenery, perfect for a relaxing day by the water or enjoying beach activities.
  • Pensacola Beach Gulf Pier: Just 6.4km away, this family-friendly jetty is ideal for fishing and taking in beautiful sunset views, complemented by the warm hospitality of friendly locals.
  • Casino Beach: Also located 6.4km from Oriole Beach, Casino Beach is a vibrant spot where you can soak up the sun, swim, and enjoy the lively beach atmosphere.

Things to do recommended for couples

For a romantic getaway in Oriole Beach, explore the Pensacola Beach Boardwalk just 6.4km away, perfect for a scenic stroll. For adventure-loving couples, Water Warrior, located 11.3km away, offers thrilling water sports to make unforgettable memories together.

Things to do recommended for families

Your family will have a fantastic time at Blue Wahoos Stadium, just 12.9km away, soaking up the sports atmosphere. Enjoy some relaxation at Bayview Dog Beach Park, 11.3km away, or explore the serene Garcon Point Water Management Area, located 9.7km from Oriole Beach.

Things to do recommended for groups

Your group can enjoy a night out at the Saenger Theatre, just 12.9km away, for a touch of culture and entertainment. For outdoor fun, head to the Tiger Point Golf and Country Club, only 1.4km away, or indulge in some shopping at the Gulf Breeze Shopping Center, 8.0km away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Oriole Beach

If you're heading off with a group, family, or pets, or planning an extended stay, be sure to focus on the priorities that matter most to you. Here are some handy tips for booking on Vrbo.

  • Traveling to Oriole Beach with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Oriole Beach with young kids: Travelling with young kids can be quite a task. It's important to prioritise their comfort and safety, along with suitable facilities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Oriole Beach: For many families, a holiday isn't truly a holiday without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Oriole Beach: If you're on the hunt for vacation rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on long-term rentals. Don’t forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search as well.

Where to stay in Oriole Beach

Oriole Beach, Florida, offers a delightful getaway with its stunning beach views and welcoming atmosphere. Ideal for outdoor enthusiasts and beach lovers, this charming village is surrounded by beautiful scenic spots and friendly locals. Explore nearby neighbourhoods for unique excursions and vibrant experiences. Whether you're after a relaxing day on the sand or an adventure-filled outing, Oriole Beach and its surroundings have something special to offer every traveller.

  • Pensacola Beach: Located a mere 8.0km from Oriole Beach, Pensacola Beach is a vibrant city that effortlessly blends beach life with urban excitement. This picturesque destination is famous for its stunning sandy shores and inviting waters, making it a perfect spot for sunbathing and swimming. The boardwalk is a hub of activity, offering a range of shops and eateries. Outdoor enthusiasts can enjoy scenic hiking trails, while families can create lasting memories at the family beach. The local atmosphere is lively, with plenty of events and entertainment options to explore.
  • Gulf Breeze: Encompassing Oriole Beach itself, Gulf Breeze is a charming city that promises a delightful beachside experience. Its proximity to Oriole Beach means easy access to beautiful coastlines and recreational areas. Gulf Breeze is perfect for those who enjoy outdoor activities, with several parks and arenas that host various entertainment events. The shopping centre adds a convenient touch, allowing for leisurely retail therapy. Whether you're looking to relax on the beach or engage in local festivities, Gulf Breeze offers a welcoming environment for travellers.
  • Toilla Segunda: Just 4.8km away from Oriole Beach, Toilla Segunda is a lovely neighbourhood that embodies the essence of coastal living. This area is perfect for those looking for a laid-back atmosphere combined with city conveniences. Visitors can enjoy a stroll along the boardwalk, explore local shops, and unwind in the recreational areas. With its close proximity to the beach and family-friendly spaces, Toilla Segunda is an ideal spot for families and beach lovers alike, providing a relaxing retreat amidst the hustle and bustle of nearby attractions.

Best time to go to Oriole Beach

If you're planning a trip to Oriole Beach, it's a good idea to check both the weather and property rates. The warmest month is August.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January52.7°F (11.5°C)Light RainMostly Sunny
February56.8°F (13.8°C)Light RainMostly Sunny
March62.4°F (16.9°C)Light RainMostly Sunny
April68.0°F (20.0°C)Light RainMostly Sunny
May75.0°F (23.9°C)Light RainMostly Sunny
June81.3°F (27.4°C)Light RainMostly Sunny
July82.6°F (28.1°C)Light RainMostly Sunny
August82.8°F (28.2°C)Moderate RainMostly Sunny
September79.2°F (26.2°C)Light RainMostly Sunny
October70.9°F (21.6°C)Light RainSunny
November60.8°F (16.0°C)Light RainMostly Sunny
December56.7°F (13.7°C)Light RainMostly Sunny

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to narrow down your search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's clever Trip Board offers you a dedicated area to plan exciting new adventures, pick up right where you left off, or manage and organise your travel arrangements. You can easily access properties you've saved and booked, which are neatly sorted into Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

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)
  • Roger Scott Athletic Complex (9.2 mi / 14.8 km)
  • Hidden Creek Golf Club (10.9 mi / 17.5 km)
  • Osceola Municipal Golf Course (13 mi / 21 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)
  • Pensacola Dog Beach West (6 mi / 9.6 km)
  • Santa Rosa Sound (7.5 mi / 12.1 km)
  • Opal Beach (7.7 mi / 12.4 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 Bookabach 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 Bookabach, 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.