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O Brien Vacation Packages

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O Brien Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Landing Apartments Newberry

Landing Apartments Newberry

4 out of 5
Price was $420, price is now $348 per person
$348
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Gainesville (GNV)
Stay at this 4-star aparthotel in Newberry. Enjoy free WiFi, a fitness center, and in-room washers/dryers. Popular attractions Jonesville Tennis Center and Dudley Farm Historic State Park are located nearby.
Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
Save 100% on your flight
Price was $537, price is now $359 per person
$359
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Gainesville (GNV)
Book a stay at this business-friendly hotel in Ocala. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Paddock Mall and Easy Street Family Fun Center are located nearby.
The Equestrian Hotel

The Equestrian Hotel

5 out of 5
Save 100% on your flight
Price was $1,721, price is now $1,274 per person
$1,274
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Gainesville (GNV)
Stay at this 5-star luxury resort in Ocala. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Golden Ocala Golf Course and Ocala National Golf Club are located nearby.
The Riding Academy Hotel

The Riding Academy Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,461, price is now $1,138 per person
$1,138
per person
Dec 25 - Jan 1
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Gainesville (GNV)
Book a stay at this spa hotel in Ocala. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Golden Ocala Golf Course and Ocala National Golf Club are located nearby.
Hilton Garden Inn Ocala Downtown

Hilton Garden Inn Ocala Downtown

3 out of 5
Price was $970, price is now $827 per person
$827
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Gainesville (GNV)
Stay at this 3-star business-friendly hotel in Ocala. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Ocala Downtown Square and Juniper Prairie Wilderness are located nearby.
avid Hotel Ocala Downtown by IHG

avid Hotel Ocala Downtown by IHG

2.5 out of 5
Price was $769, price is now $669 per person
$669
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Gainesville (GNV)
Book a stay at this business-friendly hotel in Ocala. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Ocala Downtown Square and Juniper Prairie Wilderness are located nearby.
Red Roof Inn Ocala

Red Roof Inn Ocala

2 out of 5
Price was $798, price is now $701 per person
$701
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Gainesville (GNV)
Book a stay at this business-friendly hotel in Ocala. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bowlero West Ocala and Regal Hollywood - Ocala are located nearby.
OYO Hotel Ocala, Fl I-75

OYO Hotel Ocala, Fl I-75

2.5 out of 5
Price was $617, price is now $551 per person
$551
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Gainesville (GNV)
Stay at this hotel in Ocala. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Bowlero West Ocala and Hampton Aquatic Fun Center are located nearby.

O Brien Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Landing Apartments Newberry

Landing Apartments Newberry

4 out of 5
Price was $420, price is now $348 per person
$348
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Gainesville (GNV)
The Equestrian Hotel

The Equestrian Hotel

5 out of 5
Price was $1,041, price is now $779 per person
$779
per person
Nov 15 - Nov 18
found 9 hours ago
Roundtrip non-stop flight included
New York (JFK) to Gainesville (GNV)
Hilton Garden Inn Ocala Downtown

Hilton Garden Inn Ocala Downtown

3 out of 5
Historic Downtown
Price was $617, price is now $525 per person
$525
per person
Nov 15 - Nov 18
found 9 hours ago
Roundtrip non-stop flight included
New York (JFK) to Gainesville (GNV)
Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
Price was $1,033, price is now $908 per person
$908
per person
Dec 26 - Dec 30
found 1 day ago
Roundtrip flight included
New York (JFK) to Gainesville (GNV)

O Brien Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Ocala Cove Motel

Ocala Cove Motel

2 out of 5
Price was $386, price is now $271 per person
$271
per person
Nov 12 - Nov 19
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Gainesville (GNV)
Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
Save 100% on your flight
Price was $626, price is now $397 per person
$397
per person
Nov 12 - Nov 19
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Gainesville (GNV)
The Equestrian Hotel

The Equestrian Hotel

5 out of 5
Save 100% on your flight
Price was $1,721, price is now $1,274 per person
$1,274
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Gainesville (GNV)
Landing Apartments Newberry

Landing Apartments Newberry

4 out of 5
Price was $754, price is now $581 per person
$581
per person
Nov 20 - Nov 26
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Gainesville (GNV)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Mon, Oct 20 - Mon, Oct 27
DFW
Dallas-Fort Worth Intl.
JAX
Jacksonville Intl.
$109 Roundtrip, found 1 day ago
$109
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Oct 20 from Dallas-Fort Worth Intl. to Jacksonville Intl., returning Mon, Oct 27, priced at $109 found 1 day ago
Delta
Tue, Nov 4 - Tue, Nov 11
BOS
Logan Intl.
JAX
Jacksonville Intl.
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Nov 4 from Logan Intl. to Jacksonville Intl., returning Tue, Nov 11, priced at $119 found 1 day ago
Frontier Airlines
Fri, Oct 31 - Sat, Nov 1
PHL
Philadelphia Intl.
JAX
Jacksonville Intl.
$122 Roundtrip, found 5 days ago
$122
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Fri, Oct 31 from Philadelphia Intl. to Jacksonville Intl., returning Sat, Nov 1, priced at $122 found 5 days ago
JetBlue Airways
Tue, Nov 18 - Thu, Nov 27
JFK
John F. Kennedy Intl.
JAX
Jacksonville Intl.
$149 Roundtrip, found 5 days ago
$149
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Nov 18 from John F. Kennedy Intl. to Jacksonville Intl., returning Thu, Nov 27, priced at $149 found 5 days ago