O Brien Vacations from $257

Book a Hotel + Flight or Car together to unlock savings

The Latest O Brien vacation packages

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Ocala North

Days Inn by Wyndham Ocala North

2 out of 5
per person
Sep 15 - Sep 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Gainesville (GNV)
7.8/10 Good! (308 reviews)
Very clean and thoughtful

Reviewed on Jul 26, 2025

The Equestrian Hotel

The Equestrian Hotel

5 out of 5
Save 100% on your flight
per person
Sep 15 - Sep 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Gainesville (GNV)
9.8/10 Exceptional! (520 reviews)
Very nice place. Beautiful hotel.

Reviewed on Aug 3, 2025

Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Gainesville (GNV)
9/10 Wonderful! (1,531 reviews)
I don’t usually like hotels where the rooms open out to the outside. However, we walked into the lobby and saw clean and it was the time we went to our room. Everything was neat and clean. The front desk staff was fantastic. They gave us good recommendations on restaurants. The room was clean, but I only had one down per person and I could’ve gotten more but it’s nice to have two per person. I love that they didn’t have carpet. We would definitely stay here again.

Reviewed on Aug 6, 2025

Super 8 by Wyndham Ocala I-75

Super 8 by Wyndham Ocala I-75

2 out of 5
per person
Sep 15 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Gainesville (GNV)
7/10 Good! (633 reviews)
Very good for the price. I n the process of renovations .But clean and quiet

Reviewed on Aug 1, 2025

The Riding Academy Hotel

The Riding Academy Hotel

2.5 out of 5
Save 100% on your flight
per person
Sep 15 - Sep 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Gainesville (GNV)
9.8/10 Exceptional! (602 reviews)
Can Be loud. Here doors slamming

Reviewed on Aug 2, 2025

Don't see what you're looking for?
See all available trips from Columbus to O Brien
View all trips

O Brien Hotel Deals

MARGARITAVILLE BY THE SUWANNEE RIVER & ROYAL SPRINGS PET FRIENDLY

MARGARITAVILLE BY THE SUWANNEE RIVER & ROYAL SPRINGS PET FRIENDLY

O'Brien
$351 nightly
The price is $382 total per night from Aug 7 to Aug 8
$382 total
Aug 7 - Aug 8
Total includes taxes and fees
9.4/10 Exceptional! (55 reviews)
Stunning get away
"First pulling up on the property I was ready for a relaxing weekend. The 3rd floor porch was an outstanding spot to look over the river. The dock brings you right into the water. When you are looking at the house from the dock it looks like an estate. The neighbors were nice and helped with directions ..."

Reviewed on Apr 28, 2025

MARGARITAVILLE BY THE SUWANNEE RIVER & ROYAL SPRINGS PET FRIENDLY
Pet-Friendly Florida Escape w/ Patio & Fire Pit!

Pet-Friendly Florida Escape w/ Patio & Fire Pit!

O'Brien
10/10 Exceptional! (24 reviews)
"Really nice pet-friendly place with a cool screened in patio and fire pit. Our family loved it."

Reviewed on Jul 30, 2025

Get rates
Pet-Friendly Florida Escape w/ Patio & Fire Pit!
Holiday Inn Express & Suites Alachua - Gainesville Area by IHG

Holiday Inn Express & Suites Alachua - Gainesville Area by IHG

3.5 out of 5
16367 NW 167TH BLVD, Alachua, FL
$113 nightly
The price is $127 total per night from Aug 24 to Aug 25
$127 total
Aug 24 - Aug 25
Total includes taxes and fees
9.2/10 Wonderful! (1,000 reviews)
"Clean, great breakfast, nice pool and outside area"

Reviewed on Aug 4, 2025

Holiday Inn Express & Suites Alachua - Gainesville Area by IHG
See all 322 properties in O Brien
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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does an O Brien vacation package cost?
Offering great value package deals from $257 on Expedia, you'll be surprised at how little a vacation to O Brien costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to O Brien?
If you're hoping to book a cheap O Brien vacation package, consider planning a trip in January, April and June. You'll generally find lower prices on airfares and hotels during these quieter months — ideal for a budget-friendly break.
How many days is enough for O Brien?
The ideal length for your O Brien vacation depends on what you'd like to see. Typically, a few days to a week will give you time to go to all the major attractions and discover some hidden treasures along the way.
How to find the best O Brien package deals?
Landing a cheap O Brien package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical O Brien package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book an O Brien vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can personalize your O Brien trip to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to O Brien?
If you're planning a spur-of-the-moment O Brien vacation, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land amazing deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later O Brien vacation packages?
If you're anything like us, you love going away but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your O Brien trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.