Photo by Dan Rose

Holiday Homes in Old Town

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Holiday Homes in Old Town

The Downtown Historic Island Hotel
Lobby

The Downtown Historic Island Hotel

10.0 out of 10, Exceptional, (1)
"This was a great stay in such a historic hotel. The property definitely shows its age, but everything is clean. The accommodations are comfortable. Unfortunately, the area was hit by hurricane Helene but is slowly coming back so the dining and shopping options at this time are limited, but what is there is wonderful and the people are so friendly. We had a great stay, a relaxing and enjoyable weekend."
The price is AU$261
includes taxes & fees
24 Aug - 25 Aug
The Downtown Historic Island Hotel
Cozy campground in welcoming Chiefland with WiFi
Property grounds

Cozy campground in welcoming Chiefland with WiFi

The price is AU$84
includes taxes & fees
22 Aug - 23 Aug
Cozy campground in welcoming Chiefland with WiFi
Cozy 1-bedroom camper in nice High Springs with AC
Interior

Cozy 1-bedroom camper in nice High Springs with AC

10.0 out of 10, Exceptional, (1)
"It was very nice property and super quiet and peaceful. "
The price is AU$183
includes taxes & fees
22 Aug - 23 Aug
Cozy 1-bedroom camper in nice High Springs with AC
North Central FL Oasis - Unplug, Recharge, Reconnect
Dining

North Central FL Oasis - Unplug, Recharge, Reconnect

10.0 out of 10, Exceptional, (14)
"The home was very clean and even nicer than the pictures showed. The neighborhood was very quiet and the property was very well maintained."
North Central FL Oasis - Unplug, Recharge, Reconnect
Ganesh Tiny Home at Ichetucknee Springs
Fridge, microwave, oven, stovetop

Ganesh Tiny Home at Ichetucknee Springs

10.0 out of 10, Exceptional, (3)
"A lovely tiny home in perfect condition close to the springs. We enjoyed it so much, we plan on staying there again."
The price is AU$287
includes taxes & fees
24 Aug - 25 Aug
Ganesh Tiny Home at Ichetucknee Springs
The Downtown Historic Island Hotel
Lobby

The Downtown Historic Island Hotel

9.4 out of 10, Exceptional, (6)
"We had such a great time, it was clean and friendly. Location is ideal and it feels so much more comfortable than a typical hotel! "
The price is AU$243
includes taxes & fees
22 Aug - 23 Aug
The Downtown Historic Island Hotel
Ichetucknee Springs 2 MI - Fire Pit, Pavilion, & Grill
Dining

Ichetucknee Springs 2 MI - Fire Pit, Pavilion, & Grill

2.0 star property
9.6 out of 10, Exceptional, (10)
"Beautiful home."
Ichetucknee Springs 2 MI - Fire Pit, Pavilion, & Grill
Charming 2-bed 2-bath cottage in Cedar Key. Golf cart included.
Exterior

Charming 2-bed 2-bath cottage in Cedar Key. Golf cart included.

10.0 out of 10, Exceptional, (2)
"Enjoyed a awesome quick weekend getaway over the 4th. The cottage does not lack charm and is tucked away on a sleepy street in the heart of Cedar Key, just steps away from one the best breakfast/ lunch spots. The cottage is newly furnished with comfy beds, quality linens and cookware. Having access to a golf cart was a major plus as well! "
The price is AU$408
includes taxes & fees
22 Aug - 23 Aug
Charming 2-bed 2-bath cottage in Cedar Key. Golf cart included.
Charming Condo 231 in adorable Cedar Key
Interior

Charming Condo 231 in adorable Cedar Key

10.0 out of 10, Exceptional, (1)
"The dinning room table was sticky. I wiped it down but it did not help. The cable did not work on the big tv. The HDMI cord was enpluged for some reason. Plugged it back in and it worked fine. Cigarettes were not cleaned out of the ash try on the deck table. I don't smoke so it didn't really matter."
The price is AU$252
includes taxes & fees
22 Aug - 23 Aug
Charming Condo 231 in adorable Cedar Key
Cabin 2 Bowman's Landing on Santa Fe River
Exterior

Cabin 2 Bowman's Landing on Santa Fe River

10.0 out of 10, Exceptional, (1)
"Great spot for an enhanced camping/cabin experience. The AC and showers are great. Roaches are a part of the nature experience and are to be expected. "
The price is AU$307
includes taxes & fees
1 Sept - 2 Sept
Cabin 2 Bowman's Landing on Santa Fe River
The Historic Island Hotel of Cedar Key
Lobby

The Historic Island Hotel of Cedar Key

The price is AU$243
includes taxes & fees
24 Aug - 25 Aug
The Historic Island Hotel of Cedar Key
Welcome to Pineapple Key located in Chiefland, Fl
Property grounds

Welcome to Pineapple Key located in Chiefland, Fl

The price is AU$276
includes taxes & fees
24 Aug - 25 Aug
Welcome to Pineapple Key located in Chiefland, Fl
Springs Gateway Haven
Fridge, microwave, oven, stovetop

Springs Gateway Haven

10.0 out of 10, Exceptional, (3)
"Great location to both entrances for Ichetucknee Springs, beautiful, outdoor shower, fun fire pit, very clean."
The price is AU$406
includes taxes & fees
3 Sept - 4 Sept
Springs Gateway Haven
Rains Cottage: Waterfront w/ dock and pet friendly!
Outdoor dining

Rains Cottage: Waterfront w/ dock and pet friendly!

10.0 out of 10, Exceptional, (12)
"Very nice small cabin. Comfortable, clean and neat. Everything we needed available. Location was good. Nice deck over the water. Really enjoyed our stay!"
The price is AU$428
includes taxes & fees
14 Sept - 15 Sept
Rains Cottage: Waterfront w/ dock and pet friendly!
Clambassador Cottage
Exterior

Clambassador Cottage

9.6 out of 10, Exceptional, (4)
"Very spacious and recently remodeled. Great place for 2 families to stay. The fenced yard was great for our dog. We will be back with our boat and friends"
The price is AU$503
includes taxes & fees
4 Sept - 5 Sept
Clambassador Cottage
The Second-to-None Cracker Shack in Downtown Trenton
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils

The Second-to-None Cracker Shack in Downtown Trenton

9.6 out of 10, Exceptional, (62)
"This is a charming, well-appointed property! Beautiful in every aspect. We loved the attention to detail and the amenities provided. "
The price is AU$380
includes taxes & fees
17 Sept - 18 Sept
The Second-to-None Cracker Shack in Downtown Trenton
On the edge of town, a place to call your own
Fridge, microwave, oven, stovetop

On the edge of town, a place to call your own

The price is AU$465
includes taxes & fees
12 Sept - 13 Sept
On the edge of town, a place to call your own
Enzo's Retreat. 6 minutes to Ichetucknee Springs! Family friendly
Property grounds

Enzo's Retreat. 6 minutes to Ichetucknee Springs! Family friendly

7.6 out of 10, Good, (4)
"Eveything was great"
The price is AU$389
includes taxes & fees
24 Aug - 25 Aug
Enzo's Retreat. 6 minutes to Ichetucknee Springs! Family friendly
Amazing Gulf views ~ 4 bedrooms ~ Brand new home ~ Great for families
Smart TV

Amazing Gulf views ~ 4 bedrooms ~ Brand new home ~ Great for families

10.0 out of 10, Exceptional, (3)
"Great stay and home. The management team was very help and timely. "
Amazing Gulf views ~ 4 bedrooms ~ Brand new home ~ Great for families
The Downtown Historic Island Hotel
Lobby

The Downtown Historic Island Hotel

10.0 out of 10, Exceptional, (2)
"Great historic hotel with a pretty amazing history!! Everyone was so nice and took such good care of us!! Definitely will come back!!"
The Downtown Historic Island Hotel
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Old Town Hotel Reviews

Days Inn by Wyndham Chiefland

Days Inn by Wyndham Chiefland

10/10 Excellent
"Property is clean very nice staff"
John 5-night trip
Posted 19 hours ago
Days Inn by Wyndham Chiefland