Book Holiday Homes in Old Town

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Featured Holiday Homes in Old Town

* Gulf view * Sunsets * King bed * Stilt house * Waterfront *

* Gulf view * Sunsets * King bed * Stilt house * Waterfront *

Cedar Key FL
Stay at this holiday home in Cedar Key. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Cedar Key Historical Society Museum and Cedar Key ...
Opens in a new window* Gulf view * Sunsets * King bed * Stilt house * Waterfront *
The Second-to-None Cracker Shack in Downtown Trenton

The Second-to-None Cracker Shack in Downtown Trenton

Trenton FL
The price is NZ$377 per night from 7 Jan to 8 Jan
NZ$377
7 Jan - 8 Jan 2026
includes taxes & fees
Stay at this holiday home in Trenton. Enjoy free Wi-Fi, a garden and laundry facilities.
Opens in a new windowThe Second-to-None Cracker Shack in Downtown Trenton
Escape to Serenity at Suwannee River Rest – Pet-Friendly Lodge in North Florida

Escape to Serenity at Suwannee River Rest – Pet-Friendly Lodge in North Florida

Branford FL
Stay at this family-friendly holiday home in Branford. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Stuarts Landing Conservation Area ...
Opens in a new windowEscape to Serenity at Suwannee River Rest – Pet-Friendly Lodge in North Florida
Save an average of 15% on thousands of hotels when you're signed in
Royal Springs Riverfront Retreat on 3 acres, kayak/canoe, boat ramp, huge decks!

Royal Springs Riverfront Retreat on 3 acres, kayak/canoe, boat ramp, huge decks!

obrien FL
Stay at this beach holiday home in O Brien. Enjoy free Wi-Fi, a beach locale and a fitness centre. Popular attractions Wes Skiles Peacock Springs State Park ...
Opens in a new windowRoyal Springs Riverfront Retreat on 3 acres, kayak/canoe, boat ramp, huge decks!
Cabin can sleep 7:  5 Adults and 2 Kids

Cabin can sleep 7: 5 Adults and 2 Kids

Steinhatchee FL
Stay at this holiday home in Steinhatchee. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Fort Steinhatchee Pier and Sea Hag Marina are ...
Opens in a new windowCabin can sleep 7: 5 Adults and 2 Kids
Beautiful home located at Chiefland Country Estates, near the Golf Course

Beautiful home located at Chiefland Country Estates, near the Golf Course

2 out of 5
Chiefland FL
Stay at this holiday home in Chiefland. Enjoy laundry facilities and air conditioning. Popular attractions Manatee Springs State Park and Chiefland Farmers Flea ...
Opens in a new windowBeautiful home located at Chiefland Country Estates, near the Golf Course
Rains Cottage: Waterfront w/ dock and pet friendly!

Rains Cottage: Waterfront w/ dock and pet friendly!

Cedar Key FL
Stay at this holiday home in Cedar Key. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Cedar Key Historical Society Museum and City Beach ...
Opens in a new windowRains Cottage: Waterfront w/ dock and pet friendly!
* King bed * Gulf view * Sunsets * Waterfront

* King bed * Gulf view * Sunsets * Waterfront

Cedar Key FL
Stay at this holiday home in Cedar Key. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Cedar Key Historical Society Museum and Cedar Key ...
Opens in a new window* King bed * Gulf view * Sunsets * Waterfront
The Bonaire Cottage~ Private Dock!!! ~ Rustic Fun Waterfront Cottage!!!

The Bonaire Cottage~ Private Dock!!! ~ Rustic Fun Waterfront Cottage!!!

Cedar Key FL
Stay at this holiday home in Cedar Key. Enjoy patios, cable/satellite TV service and an in-room coffee maker. Popular attractions Cedar Key Historical Society ...
Opens in a new windowThe Bonaire Cottage~ Private Dock!!! ~ Rustic Fun Waterfront Cottage!!!
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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.

Old Town Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Old Town vacation homes are the perfect way for you to wing it.

Holiday houses in Old Town let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Old Town in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Old Town adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Old Town with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Old Town vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Old Town Holiday Homes essential information

Accommodation
242 Holiday Homes
Lowest Price
NZ$377
Highest Price
NZ$377
Popular accommodation
* Gulf view * Sunsets * King bed * Stilt house * Waterfront *, The Second-to-None Cracker Shack in Downtown Trenton, Escape to Serenity at Suwannee River Rest – Pet-Friendly Lodge in North Florida, Royal Springs Riverfront Retreat on 3 acres, kayak/canoe, boat ramp, huge decks!, Cabin can sleep 7: 5 Adults and 2 Kids, Beautiful home located at Chiefland Country Estates, near the Golf Course, Rains Cottage: Waterfront w/ dock and pet friendly!, * King bed * Gulf view * Sunsets * Waterfront, The Bonaire Cottage~ Private Dock!!! ~ Rustic Fun Waterfront Cottage!!!

Top trending hotels in Old Town

Suwannee Gables Motel and Marina

Suwannee Gables Motel and Marina

2.5 out of 5
27659 SE Hwy 19 Old Town FL
The price is NZ$377 per night from 28 Dec to 29 Dec
NZ$377
28 Dec - 29 Dec
includes taxes & fees
Stay at this motel in Old Town. Enjoy free Wi-Fi, free parking and a marina. Popular attractions Fanning Springs State Park and Dakotah Winery are located ...
Opens in a new windowSuwannee Gables Motel and Marina
Serenity Springs On The Suwannee Tree House #1

Serenity Springs On The Suwannee Tree House #1

Old Town FL
Stay at this cabin in Old Town. Enjoy balconies. Popular attractions Sun Springs and Hart Springs Park are located nearby.
Opens in a new windowSerenity Springs On The Suwannee Tree House #1
Suwannee River Bungalow

Suwannee River Bungalow

Old Town FL
Stay at this holiday home in Old Town. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Fanning Springs State Park and Dakotah Winery are ...
Opens in a new windowSuwannee River Bungalow
Save an average of 15% on thousands of hotels when you're signed in
Suwannee River Retreat

Suwannee River Retreat

Old Town FL
Stay at this holiday home in Old Town. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Fanning Springs State Park and Dakotah Winery are ...
Opens in a new windowSuwannee River Retreat
Don't see what you're looking for?
See all available properties in Old Town
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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.

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^Subject to availability and chosen travel dates.