Tarrytown Holiday Rentals

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Holiday Rentals in Tarrytown

2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park

10.0 out of 10, Exceptional, (17)
"We loved staying at this beautiful home! It is so well decorated. Seems like they thought of just about everything! We definitely plan to stay here again."
2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park

5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment

10.0 out of 10, Exceptional, (58)
"Great property; great location "
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment

Cozy, Close to downtown Lake View home.

9.6 out of 10, Exceptional, (16)
"House was clean and organized. Fun view of the lake!"
Cozy, Close to downtown Lake View home.

Heated Pool house in Lake Panasoffkee

9.6 out of 10, Exceptional, (37)
"Great clean house, thanks for having us!"
The price is AU$534
includes taxes & fees
8 Sept - 9 Sept
Heated Pool house in Lake Panasoffkee

Sunset Cove In the Village of St. John

10.0 out of 10, Exceptional, (36)
"We had a very nice stay here. The house was very comfortable and had all we needed, and we enjoyed using the golf cart to explore the Villages."
Sunset Cove In the Village of St. John

King-Sized Comfort in The Village of Deluna

9.8 out of 10, Exceptional, (13)
"Had a great stay. Lovely Villa, great location"
King-Sized Comfort in The Village of Deluna

Charming and spacious three-bed, three-bath brand new house in The Villages

10.0 out of 10, Exceptional, (64)
"Very enjoyable visit. House was sparkling clean and the host went out of his way to accommodate our needs. Highly recommended!!"
Charming and spacious three-bed, three-bath brand new house in The Villages

62 Acres of Fun & Luxury - Sleeps 40+!

10.0 out of 10, Exceptional, (21)
"Great place with wonderful ownership and the most helpful staff. Definitely a place everyone should stay!!!"
62 Acres of Fun & Luxury - Sleeps 40+!

DREAMCATCHER RIVER COTTAGE HAS IT ALL! DON'T DELAY! BOOK YOUR STAY TODAY!

10.0 out of 10, Exceptional, (134)
"Fantastic clean cottage on the river"
DREAMCATCHER RIVER COTTAGE HAS IT ALL! DON'T DELAY! BOOK YOUR STAY TODAY!

Downtown Clermont Champions Retreat 599

10.0 out of 10, Exceptional, (9)
"Very clean, quiet, convenient location. Nice walk to "
Downtown Clermont Champions Retreat 599

Ranch with pool/Lake fishing kayak Paddleboard Soccer Motocross 30 min to Disney

10.0 out of 10, Exceptional, (40)
"Great place"
The price is AU$1,291
includes taxes & fees
3 Sept - 4 Sept
Ranch with pool/Lake fishing kayak Paddleboard Soccer Motocross 30 min to Disney

Just What You Are Looking For, Get Away From It All And Bring The Pets Too.

9.8 out of 10, Exceptional, (286)
"My wife and I stayed here a couple years back, and we had to come back for another stay. The property is awesome."
Just What You Are Looking For, Get Away From It All And Bring The Pets Too.

Villages/Brownwood, Sunset View, Private Patio Villa, Golf Cart, Grill - Lovely

10.0 out of 10, Exceptional, (9)
"Beautiful, well appointed, comfortable and clean home. Owner is super nice and available for any questions. Perfect rental for us!"
Villages/Brownwood, Sunset View, Private Patio Villa, Golf Cart, Grill - Lovely

3/2 with a POOL in The Village of Shady Brook!

9.8 out of 10, Exceptional, (9)
"We had a wonderful stay"
3/2 with a POOL in The Village of Shady Brook!

Brand New Luxury 4-bedroom house in Clermont

10.0 out of 10, Exceptional, (2)
"Was a lovely place, but we felt, "bait and switched". The map on VRBO shows that this home is in Clermont. It is NOT. It is 40 minutes south of Clermont. So, that was a bummer, as we wanted a place in the city of Clermont. It does say that the home is located south of Clermont, but at the very bottom of the description in small print. Otherwise, everything was great. Clean, safe, new and pretty. Perfect otherwise. I just wish they had put the correct location of the home on the map. "
The price is AU$859
includes taxes & fees
29 Sept - 30 Sept
Brand New Luxury 4-bedroom house in Clermont

Golfer's Paradise - The Villages in Wildwood!

9.4 out of 10, Exceptional, (18)
"Check in was super easy. Our host responded in minutes when we had questions. Very comfortable beds, complete kitchen. Overall a great stay :-)"
Golfer's Paradise - The Villages in Wildwood!

ROOM 04 - Lake Sumner

7.6 out of 10, Good, (31)
"Serene and peaceful, full of Sandhills cranes, bliss."
ROOM 04 - Lake Sumner

Quiet Home in The Villages w/ Pool Access!

10.0 out of 10, Exceptional, (38)
"House was just as listed. The house was clean, in a great location and just what we were looking for. The area is very safe, close to shopping and restaurants."
Quiet Home in The Villages w/ Pool Access!

The Villages Retreat-Free Coffee!

The price is AU$518
includes taxes & fees
31 Aug - 1 Sept
The Villages Retreat-Free Coffee!

Peaceful & stylish pool home with gorgeous lake views

9.4 out of 10, Exceptional, (14)
"House was very clean and easy access. We had a great stay with friends for a couple nights while we were riding motorcycles throughout the area."
Peaceful & stylish pool home with gorgeous lake views
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

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 favourite 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 depend 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 AU$518 per night. Entering your travel dates in the search wizard might find you 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?

2 King 2 Twin 1 Queen Enormous Deck 3 BD Lakeview House at Waterfront Park: This holiday home rental outside of Tarrytown is located on a lake, and offers a balcony, air conditioning and WiFi to help you feel perfectly comfortable 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.

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.