Discover Your Perfect O Brien Vacation Homes

Best Vacation Homes in O Brien

Cottage
Map-icon
like-icon10.0
Exceptional
(124 Reviews)
1 Bedroom 1 Bath 2 Guests 480 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $178/Night 7 Nights - AU $1,248
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House
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like-icon10.0
Exceptional
(11 Reviews)
1 Bedroom 2 Baths 9 Guests 1496.18 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
AU $419/Night 7 Nights - AU $2,934
Resort
Map-icon
like-icon8.6
Fabulous
(28 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $64/Night 7 Nights - AU $447
House
Map-icon
like-icon10.0
Exceptional
(74 Reviews)
2 Bedrooms 1 Bath 6 Guests 864 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $257/Night 7 Nights - AU $1,801
House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
2 Bedrooms 1 Bath 7 Guests 86.11 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $153/Night 7 Nights - AU $1,071
Cottage
Map-icon
like-icon10.0
Exceptional
(42 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
AU $182/Night 7 Nights - AU $1,274
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 7 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
AU $192/Night 7 Nights - AU $1,347
House
Map-icon
like-icon9.8
Exceptional
(30 Reviews)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $148/Night 7 Nights - AU $1,035

O Brien Luxury Rentals

House
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4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
AU $870/Night 7 Nights - AU $6,089
Cabin
Map-icon
like-icon9.8
Exceptional
(27 Reviews)
3 Bedrooms 2 Baths 10 Guests 1500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $868/Night 7 Nights - AU $6,077
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 16 Guests 3450 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $865/Night 7 Nights - AU $6,053
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 11 Guests 1504 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
AU $829/Night 7 Nights - AU $5,804
Cabin
Map-icon
like-icon10.0
Exceptional
(38 Reviews)
3 Bedrooms 2 Baths 8 Guests 1500 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $791/Night 7 Nights - AU $5,537
House
Map-icon
like-icon9.8
Exceptional
(31 Reviews)
5 Bedrooms 4 Baths 16 Guests 2975 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $771/Night 7 Nights - AU $5,396
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House
Map-icon
3 Bedrooms 2 Baths 11 Guests 1506.95 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $716/Night 7 Nights - AU $5,012
Cabin
Map-icon
like-icon8.6
Fabulous
(7 Reviews)
4 Bedrooms 2 Baths 16 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $632/Night 7 Nights - AU $4,423

O Brien Pet Friendly Vacation Rentals

Cabin
Map-icon
like-icon9.6
Exceptional
(20 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $311/Night 7 Nights - AU $2,177
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House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
3 Bedrooms 2 Baths 8 Guests 1754.52 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $266/Night 7 Nights - AU $1,859
House
Map-icon
like-icon9.8
Exceptional
(30 Reviews)
5 Bedrooms 4 Baths 16 Guests 2975 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $728/Night 7 Nights - AU $5,094
Cabin
Map-icon
like-icon6.0
Good
(2 Reviews)
1 Bedroom 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $200/Night 7 Nights - AU $1,398
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 6 Guests 796.53 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $245/Night 7 Nights - AU $1,714
Cabin
Map-icon
like-icon5.0
Average
(2 Reviews)
1 Bedroom 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
AU $227/Night 7 Nights - AU $1,592
House
Map-icon
like-icon10.0
Exceptional
(70 Reviews)
3 Bedrooms 2 Baths 8 Guests 2150 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
AU $454/Night 7 Nights - AU $3,177
House
Map-icon
like-icon9.8
Exceptional
(104 Reviews)
4 Bedrooms 2 Baths 9 Guests 2100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $389/Night 7 Nights - AU $2,723

O Brien Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(39 Reviews)
4 Bedrooms 2 Baths 10 Guests 2150 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $279/Night 7 Nights - AU $1,950
House
Map-icon
like-icon7.8
Very Good
(4 Reviews)
4 Bedrooms 3 Baths 13 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $435/Night 7 Nights - AU $3,043
House
Map-icon
like-icon9.8
Exceptional
(234 Reviews)
3 Bedrooms 3 Baths 10 Guests 1306 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
AU $548/Night 7 Nights - AU $3,834
Other
like-icon8.0
Excellent
(5 Reviews)
22 Bedrooms 15 Baths 74 Guests 1159.57 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
AU $145/Night 7 Nights - AU $1,014
House
Map-icon
like-icon9.8
Exceptional
(74 Reviews)
3 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $456/Night 7 Nights - AU $3,195
House
Map-icon
like-icon9.8
Exceptional
(40 Reviews)
3 Bedrooms 2 Baths 15 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $475/Night 7 Nights - AU $3,322
House
Map-icon
like-icon9.4
Exceptional
(59 Reviews)
4 Bedrooms 3 Baths 11 Guests 1250 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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AU $507/Night 7 Nights - AU $3,552
House
Map-icon
like-icon8.0
Excellent
(11 Reviews)
3 Bedrooms 2 Baths 10 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $271/Night 7 Nights - AU $1,895

Why Choose Rent By Owner for your O Brien Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit O Brien

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit ensures you experience the best of this destination, allowing you to enjoy favorable weather and local events while securing the perfect vacation rentals in O Brien, Florida, USA.

Peak Season Highlights

spring
Spring (March to May)

During the spring months, you’ll find pleasant weather that’s ideal for outdoor activities and exploring the region's natural beauty.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

The fall offers mild temperatures and less crowded conditions, making it a perfect time to enjoy the serene atmosphere of this destination.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Summer (June to August)

While summer can be hot and humid, it's also the season when you might encounter fewer visitors, offering a more relaxed experience.

Average Temperature Daytime: 85°F to 92°F - Nighttime: 65°F to 75°F
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Winter (December to February)

The cooler winter months bring quieter surroundings and are perfect if you're seeking tranquility away from the peak crowds in this area.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for O Brien

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining with a fully equipped patio or barbecue area, perfect for gatherings in the region’s warm climate.
  • Relax by a private or shared swimming pool, offering a refreshing retreat in this scenic destination.
  • Take advantage of spacious yards or gardens for outdoor activities or simply soaking up the sunshine.
  • Benefit from access to outdoor fire pits or fireplaces, ideal for cozy evenings under the stars.
  • Make use of shaded pavilions or pergolas that provide comfortable spots to unwind outdoors.
  • Engage in recreational pursuits like volleyball, badminton, or croquet on designated outdoor courts or lawns.
  • Utilize outdoor sports facilities such as tennis courts or walking trails available at select properties in the area.
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Family Activities

  • Boating and Fishing at the nearby lakes: Enjoy a day on the water with family-friendly boat rentals and guided fishing tours available in the region.
  • Visit the O'Brien Heritage Museum: Discover local history and explore engaging exhibits that offer insight into the area's cultural roots.
  • Explore outdoor trails at the local state park: Embark on scenic walks, nature hikes, and wildlife viewing suitable for all ages within this natural setting.
  • Attend seasonal festivals and community events: Participate in family-oriented celebrations that showcase local traditions and provide fun activities for everyone.
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Adult Activities

  • Fishing at O'Brien Lake: Enjoy a relaxing day casting your line in the serene waters, renowned for their excellent fishing opportunities within this part of Florida.
  • Hiking and Nature Walks: Explore scenic trails through lush landscapes, offering a peaceful escape immersed in the natural beauty of the region.
  • Visit Local Farms and Farmers Markets: Experience the fresh produce and artisanal goods that showcase the area's agricultural charm and community spirit.
  • Golfing at Nearby Courses: Tee off at well-maintained golf courses just minutes from here, perfect for enjoying a leisurely game amid picturesque surroundings.

Other Places to Stay in O Brien, FL

O Brien Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take advantage of the area’s natural scenery by engaging in nearby parks and wildlife spots to enhance your stay.
  • Learn about regional attractions: Discover lesser-known local sites that showcase the unique character of this destination, enriching your visit.
  • Plan your arrival for off-peak times: Visiting during less busy hours can help you enjoy a more relaxed experience at popular spots within the region.
  • Choose a well-located vacation rental: Opt for a property that offers easy access to the area's main attractions and outdoor adventures for a seamless stay.

Transportation Options

  • Personal Vehicles: Renting or driving your own car offers the most flexibility to explore this destination and its surrounding attractions at your own pace.
  • Local Taxis and Rideshare Services: Taxis and rideshares like Uber and Lyft provide convenient, on-demand transportation around the area for quick and easy travel.
  • Public Transportation: Buses serve the region with affordable routes that connect popular spots within this part of Florida and beyond.
  • Bike Rentals: Cycling is an excellent way to enjoy the scenery here, with several local rental shops offering bikes suited for both leisure and exploration.

Local Customs Options

  • Southern Hospitality:** You will notice a welcoming attitude and friendly interactions, reflecting the region's deep-rooted tradition of southern hospitality.
  • Local Festivals:** The area hosts unique festivals that celebrate its rich history and community spirit, providing authentic cultural experiences for visitors.
  • Traditional Cuisine:** Here, you can enjoy local culinary customs, including dishes that highlight the region’s fresh ingredients and Southern flavors.
  • Respect for Nature:** Visitors are encouraged to observe eco-friendly practices, respecting the natural beauty that makes this destination so special.

Frequently Asked Questions About O Brien?

2. How many vacation rentals have private pools in O Brien?

There are 4 vacation rentals with private pools near O Brien. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in O Brien are best for families?

If you are looking for a family-friendly vacation home in O Brien, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in O Brien:

4. How many Rentbyowner vacation rentals are available in O Brien?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 140 in the O Brien area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in O Brien. 

5. What is the cancellation policy for vacation rentals here in O Brien, Florida?

Cancellation policies vary by listing, so it’s important to review the specific terms provided in each property listing. For detailed information on cancellations, including any applicable fees or refund conditions, please contact the property owner directly.

6. How do I know if a vacation rental in this area is suitable for my needs?

Each listing includes detailed descriptions, amenities, and photos to help you determine suitability. If you have specific requirements, reaching out to the host can ensure the property meets your expectations before booking.

7. Are there any additional fees associated with booking a vacation rental in Florida?

Additional fees such as cleaning, service charges, or taxes are often listed during the booking process. To avoid surprises, review all fee details on the listing page or confirm with the property owner.

8. What should I know about the check-in and check-out procedures at vacation rentals in the region?

Check-in and check-out times are specified in each listing. Some properties may offer flexible arrangements; for exact procedures, contact your host to coordinate your arrival and departure times.

9. Is there a secure way to communicate with hosts when booking vacation rentals here?

Yes, the platform provides a secure messaging system that allows you to communicate directly with hosts. This ensures your questions about the property, check-in instructions, or special requests are handled safely and efficiently.

O Brien Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(36 Reviews)
3 Bedrooms 2 Baths 8 Guests 2071 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $360/Night 7 Nights - AU $2,523
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
AU $251/Night 7 Nights - AU $1,754
Resort
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $333/Night 7 Nights - AU $2,331
Cabin
Map-icon
like-icon9.4
Exceptional
(64 Reviews)
3 Bedrooms 1 Bath 6 Guests 2500 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $586/Night 7 Nights - AU $4,101
Resort
Map-icon
like-icon8.0
Excellent
(1 Review)
2 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $395/Night 7 Nights - AU $2,763
Hotel
Map-icon
like-icon8.0
Excellent
(1 Review)
1 Bath
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $176/Night 7 Nights - AU $1,230
Resort
Map-icon
like-icon6.0
Good
(1 Review)
2 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
AU $384/Night 7 Nights - AU $2,686
Cabin
like-icon4.5
Average
(2 Reviews)
3 Bedrooms 1 Bath 8 Guests 2497.23 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
AU $266/Night 7 Nights - AU $1,859