Tarrytown Holiday Rentals

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Holiday Rentals in Tarrytown

Spacious Ridge Manor Villa with BBQ, Screened Lanai, and Views

2.0 star property
Ridge Manor
10.0 out of 10, Exceptional, (4)
"Quiet, convenient, clean and well kept."
United States
Benjamin
The price is NZ$647
includes taxes & fees
18 Nov - 19 Nov
Spacious Ridge Manor Villa with BBQ, Screened Lanai, and Views

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!

Brooksville
9.6 out of 10, Exceptional, (5)
"We very much enjoyed our stay. It was great to be able to ride all day and take breaks whenever we wanted. For the non-riders, we enjoyed relaxing. The home had everything we needed. Looking forward to returning soon."
United States
Allison M.
The price is NZ$310
includes taxes & fees
10 Nov - 11 Nov
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch ATV!

Cozy Lake Front Cottage

Clermont
10.0 out of 10, Exceptional, (17)
"As advertised!"
United States
Peter j.
The price is NZ$441
includes taxes & fees
12 Nov - 13 Nov
Cozy Lake Front Cottage

Vintage Suite Sits on a Beautiful 5 Acres. Just 5 Minutes From State Trails

Brooksville
9.8 out of 10, Exceptional, (43)
"This place is amazing. The unit is comfortable, clean, and so well put together. The grounds are beautiful. Awsome, really. Great place to stay!"
United States
Thomas D.
The price is NZ$300
includes taxes & fees
2 Dec - 3 Dec
Vintage Suite Sits on a Beautiful 5 Acres. Just 5 Minutes From State Trails

Pet Friendly, Modern Tiny Home in Vibrant Clermont!

Clermont
10.0 out of 10, Exceptional, (12)
"Very cool place, extremely neat and clean and much more comfortable than an RV."
United States
brian d.
The price is NZ$468
includes taxes & fees
30 Nov - 1 Dec
Pet Friendly, Modern Tiny Home in Vibrant Clermont!

ROOM 03 - Lake Sumner

Clermont
8.6 out of 10, Excellent, (22)
"Place was clean and cute. Great for couple"
United States
Michelw A.
The price is NZ$278
includes taxes & fees
11 Nov - 12 Nov
ROOM 03 - Lake Sumner

Vintage Chic King Bed Studio Apartment Near The Villages Pet Friendly

Coleman
10.0 out of 10, Exceptional, (14)
"Great place, will definitely book again"
United States
Norman M.
The price is NZ$254
includes taxes & fees
21 Nov - 22 Nov
Vintage Chic King Bed Studio Apartment Near The Villages Pet Friendly

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!

Brooksville
10.0 out of 10, Exceptional, (8)
"First off, amazing property. Clear/efficient communication. Immaculate and extremly spacious home. The listing is 100% accurate. Every little detail that so many rentals miss was there and readily available, from usb plugs to two irons... honestly a great spot and a wonderful atmosphere. I could gush on and on but i think yall get the point. Huge thanks!"
United States
Chris C.
The price is NZ$824
includes taxes & fees
10 Nov - 11 Nov
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch Factory Ride!

Cabin on lake panasoffkee, near top spot big bass grill

Lake Panasoffkee
8.0 out of 10, Very good, (2)
"There was never a code sent to me to be able to check in. That made it stressful. I booked 3 days. 2 towels and 2 wash clothesvwete all provided for stay. Nothing to wash dishes with. All dishes dirty. No outside light so very dangerous to walk. Place waslean but bed was terrible. down steps and out side. Stove "
United States
Susan V.
The price is NZ$402
includes taxes & fees
9 Nov - 10 Nov
Cabin on lake panasoffkee, near top spot big bass grill

Adventure Awaits in This Pet Friendly Tour Bus Conversion!

Clermont
10.0 out of 10, Exceptional, (9)
"Very nice and clean little house. Fun experience for the whole family. "
United States
jason
The price is NZ$473
includes taxes & fees
17 Nov - 18 Nov
Adventure Awaits in This Pet Friendly Tour Bus Conversion!

Heated pool & Kayaking house with a canal access in Lake Panasoffkee

Lake Panasoffkee
9.6 out of 10, Exceptional, (40)
"Beautiful house! Well stocked with everything we needed. Highly recommended."
United States
Regina K.
The price is NZ$655
includes taxes & fees
10 Nov - 11 Nov
Heated pool & Kayaking house with a canal access in Lake Panasoffkee

Classic Mid Century Home with Fenced Yard near The Village’s

Coleman
10.0 out of 10, Exceptional, (1)
"Relaxing, and easy stay. Great communication with the host and my dogs enjoyed the property. Would stay here again to visit family"
United States
Heather T.
The price is NZ$452
includes taxes & fees
4 Dec - 5 Dec
Classic Mid Century Home with Fenced Yard near The Village’s

Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch The Privateer!

Brooksville
10.0 out of 10, Exceptional, (2)
"We love this place, we ride at Croom a few times a year. Would definitely stay here again. "
United States
Richard B.
The price is NZ$417
includes taxes & fees
9 Nov - 10 Nov
Fuel Your Passion for Epic Experiences and Outdoor Adventures at the Moto Ranch The Privateer!

Duck Haven - Wildlife Sanctuary - 5 miles to I75

Dade City
10.0 out of 10, Exceptional, (13)
"If you love animals - domestic, farm, and exotic - you're going to love this VRBO. Dona is a 5-star host, and the accommodations were perfect. My wife and I loved waking up on the farm and seeing all of the adorable furry friends, then exploring nearby Dade City and the surrounding area. We were able to enjoy a private tour of the sanctuary, which blew our minds! We will absolutely return for a future visit. Thank you for everything, Dona!!"
United States
Benjamin H.
The price is NZ$274
includes taxes & fees
9 Nov - 10 Nov
Duck Haven - Wildlife Sanctuary - 5 miles to I75

ROOM 04 - Lake Sumner

Clermont
7.6 out of 10, Good, (31)
"Serene and peaceful, full of Sandhills cranes, bliss."
United States
Jennifer
The price is NZ$278
includes taxes & fees
21 Nov - 22 Nov
ROOM 04 - Lake Sumner

Cabin At A Wildlife Sanctuary - Diego’s Cabin

Dade City
10.0 out of 10, Exceptional, (10)
"Wonderful stay. Very quiet.Dona was a terrific host. Enjoyed seeing the animals. I would stay here again. "
United States
Julie J.
The price is NZ$259
includes taxes & fees
9 Nov - 10 Nov
Cabin At A Wildlife Sanctuary - Diego’s Cabin

Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!

Wildwood
9.0 out of 10, Wonderful, (7)
"A perfect place for our family of 6 adults to stay while visiting grandma for Christmas. Very spacious and clean, and had everything we needed. Would definitely stay here again."
United States
karen d.
The price is NZ$794
includes taxes & fees
11 Nov - 12 Nov
Villages, 3bed- 2.5ba waterfrnt+ golf cart- all bedrooms have king beds!

Charming Studio apartment near The Villages with private yard

Coleman
The price is NZ$238
includes taxes & fees
14 Nov - 15 Nov
Charming Studio apartment near The Villages with private yard

-The Gathered Place-

2.0 star property
Groveland
The price is NZ$9,659
includes taxes & fees
21 Nov - 22 Nov
-The Gathered Place-

Private Lake View House Rental close to wonderful Big Bass Grill restaurant

Lake Panasoffkee
8.6 out of 10, Excellent, (4)
"Beautiful view on the lake. Carpets could use a good cleaning but overall clean and very nice house. The two and a half bathrooms were great. Property says it sleeps 10 but with 3 queen size beds that is impossible with all adults. We bought a couple of air mattresses and we were fine. Just make sure you bring some extra pillows and blankets if you have more than six people. Overall, it was a good place if you are in that area. "
United States
Linda G.
The price is NZ$557
includes taxes & fees
9 Nov - 10 Nov
Private Lake View House Rental close to wonderful Big Bass Grill restaurant
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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Top Tarrytown Hotel Reviews

Find out more about Tarrytown

Everything you need to know about Tarrytown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Tarrytown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Tarrytown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Tarrytown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Tarrytown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Tarrytown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Tarrytown holiday rentals we have selected for you start as low as NZ$238 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Tarrytown rentals

At Expedia, we put the best Tarrytown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Tarrytown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Tarrytown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Tarrytown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Tarrytown?

Yes, there are holiday rentals close to the most popular sights in Tarrytown, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Tarrytown has to offer?

5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment: This holiday home rental outside of Tarrytown is located next to a golf course, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What can I see and do in Tarrytown?

While exploring the area, visit family-friendly sights like Giraffe Ranch, or get outside and enjoy nature at Withlacoochee Trail State Park. Webster Westside Flea Market and Florida National Cemetery are a couple of places you'll find in the wider area.

What are holiday rentals like in Tarrytown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Tarrytown. Holiday rentals offer extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for families.