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Jennings Vacation Packages

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A calm river with trees reflecting the sunlight.

Jennings
Florida
United States of America
North America
Hotwire.com

Jennings Flight + Hotel Packages

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

Budget Host Inn I-75

2 out of 5

Price was $482, price is now $443 per person

$443

per person

Nov 29 - Dec 5

found 23 hours ago

Roundtrip flight included

Boston (BOS) to Gainesville (GNV)

Stay at this hotel in Ocala. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions World Equestrian Center – Ocala and Ocala Downtown Square are located nearby.

Clean and good service.

Reviewed on Sep 28, 2026

Equus Inn Ocala

2.5 out of 5

Price was $581, price is now $492 per person

$492

per person

Nov 29 - Dec 5

found 23 hours 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 World Equestrian Center – Ocala and Ocala Downtown Square are located nearby.

Landing Amazing 1bd, Pool

3 out of 5

Price was $1,383, price is now $1,190 per person

$1,190

per person

Dec 13 - Dec 18

found 2 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Gainesville (GNV)

Stay at this apartment in Ocala. Enjoy balconies, air conditioning, and an outdoor pool. Popular attractions World Equestrian Center – Ocala and Ocala Downtown Square are located nearby.

Baymont by Wyndham Ocala Suites

2.5 out of 5

Price was $597, price is now $520 per person

$520

per person

Nov 29 - Dec 5

found 23 hours ago

Roundtrip flight included

Boston (BOS) to Gainesville (GNV)

Book a stay at this business-friendly motel in Ocala. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocala Downtown Square and Silver Springs State Park are located nearby.

Overall the room was very clean and the beds were comfortable. The breakfast was adequate and good. The only issue I had was the second floor tenants above me were loud. You could hear them walking across the floor until late at night. And hear their dogs barking.

Reviewed on Oct 25, 2026

Shire Village

3.5 out of 5

Price was $1,104, price is now $988 per person

$988

per person

Nov 29 - Dec 5

found 23 hours ago

Roundtrip flight included

Boston (BOS) to Gainesville (GNV)

Stay at this apartment in Ocala. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Sholom Park and Florida Aquatics Swimming and Training are located nearby.

Hampton Inn & Suites Ocala

2.5 out of 5

Price was $752, price is now $685 per person

$685

per person

Nov 29 - Dec 5

found 23 hours 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 helpful staff and the clean rooms in our reviews. Popular attractions World Equestrian Center – Ocala and Ocala Downtown Square are located nearby.

Overall it was a good stay. But Bathroom toilet clogged took over a hour to get someone and when they showed up they handed my husband the plunger. Sink did not drain well. But room was clean.

Reviewed on Oct 26, 2026

La Quinta Inn & Suites by Wyndham Ocala

3 out of 5

Price was $501, price is now $459 per person

$459

per person

Nov 29 - Dec 5

found 23 hours ago

Roundtrip flight included

Boston (BOS) to Gainesville (GNV)

Book a stay at this business-friendly hotel in Ocala. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions World Equestrian Center – Ocala and Ocala Downtown Square are located nearby.

The Equestrian Hotel

5 out of 5

Price was $1,238, price is now $1,140 per person

$1,140

per person

Jan 7 - Jan 10

found 24 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Gainesville (GNV)

Book a stay at this 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 World Equestrian Center – Ocala and Golden Ocala Golf Course are located nearby.