Tarrytown Vacation Rentals

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Vacation Rentals in Tarrytown

3bd. 2ba. Patio Villa, BEST VALUE, Golf Cart Included!

10.0 out of 10, Exceptional, (13)
"We stayed for the weekend after our cruise and everything was great. Communication was excellent with very fast responses. "
3bd. 2ba. Patio Villa, BEST VALUE, Golf Cart Included!

Lanai & Resort Amenities: The Villages Getaway

10.0 out of 10, Exceptional, (14)
"We were visiting family in Leesburg. House was quiet and convenient. Grounds and house were clean, comfortable and well cared for. Highlyvrecommend."
Lanai & Resort Amenities: The Villages Getaway

Heated Pool house in Lake Panasoffkee

9.4 out of 10, Exceptional, (22)
"No blanket in bedroom off of pool area. String lights were plugged in when we arrived at 345 didnt work even tried changin to another outlet. Outside of those little things everything was great! The family had a great time. Thank you for sharing your home with us"
The price is CA $230
CA $554 total
includes taxes & fees
Jan 5 - Jan 6
Heated Pool house in Lake Panasoffkee

BEAUTIFULLY Decorated 2/2 Sm Dog Friendly w/NEW GAS GOLF CART, BBQ & BICYCLES

9.6 out of 10, Exceptional, (11)
"This rental property was a great place to stay. Nicely located near activities."
BEAUTIFULLY Decorated 2/2 Sm Dog Friendly w/NEW GAS GOLF CART, BBQ & BICYCLES

Watch Florida sunsets from the covered lakefront dock

9.8 out of 10, Exceptional, (30)
"Enjoyed a few days at the lake. Great spot centrally located. Our second stay and we will look to returning in the future. "
Watch Florida sunsets from the covered lakefront dock

Quiet Home in The Villages w/ Pool Access!

10.0 out of 10, Exceptional, (26)
"The house was very clean and well-organized. "
Quiet Home in The Villages w/ Pool Access!

10 Acre Lakefront Mansion Sleeps *Up to* 45 - Waterslide & Lazy River

9.8 out of 10, Exceptional, (30)
"The house was wonderful. The outside pool, slide and lazy river was so much fun."
10 Acre Lakefront Mansion Sleeps *Up to* 45 - Waterslide & Lazy River

Unique Private Island 62 Acre Estate!

10.0 out of 10, Exceptional, (21)
"Great place with wonderful ownership and the most helpful staff. Definitely a place everyone should stay!!!"
Unique Private Island 62 Acre Estate!

Peaceful & stylish pool home with gorgeous lake views

9.8 out of 10, Exceptional, (9)
"the house was clean and the access to the lake was good. Parked my small boat next to the dock on the canal. the wind blew 15-20 knots each day making fishing on the lake tough. I did catch a nice few fish from the edge of the yard. great bass lake and good bream as well. played golf each day at courses within and hour drive. the neighborhood is very old and in poor repair which was the only negative."
Peaceful & stylish pool home with gorgeous lake views

Pool Access: Sleek Home in The Villages w/ Lanai

10.0 out of 10, Exceptional, (13)
"Very comfortable and clean. Very roomy with my husband and 2 adult kids. "
Pool Access: Sleek Home in The Villages w/ Lanai

Golfer's Paradise - The Villages in Wildwood!

9.2 out of 10, Wonderful, (14)
"Loved the area home was nice but could of been a little cleaner."
Golfer's Paradise - The Villages in Wildwood!

Come discover your Oasis in The Villages: A relaxing retreat in Lake Denham!!

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay. The home is very clean. The owner has put much detail into the decor and furnishings. I highly recommend this property."
Come discover your Oasis in The Villages: A relaxing retreat in Lake Denham!!

AVAILABLE Jan-Mar!! Fun 1bed villa with golf cart and lanai. Bring your puppy.

10.0 out of 10, Exceptional, (10)
"Loved this house and the neighborhood. Excellent location too. Approximately a 23min golf cart ride to Brownwood square and 5min golf cart ride to Sawgrass Grove. House was clean and well appointed with anything you might possibly need. Check in and check out was super smooth as well. "
AVAILABLE Jan-Mar!! Fun 1bed villa with golf cart and lanai. Bring your puppy.

5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment

10.0 out of 10, Exceptional, (47)
"Beautiful home, very well appointed with everything you could possibly need. Hope to stay again in the future. "
5 Minute Golf Cart Ride To Brownwood, Restaurants, Entertainment

Lake view cabin on lake panasoffkee near big bass grill and great fishing

The price is CA $180
CA $431 total
includes taxes & fees
Jan 5 - Jan 6
Lake view cabin on lake panasoffkee near big bass grill and great fishing

Patio + Grill: Spacious Getaway in Minneola!

9.6 out of 10, Exceptional, (11)
"This home was a great getaway for my family and I. I was visiting from NY and also working from home during my stay in FL. I gave the cleanliness 4 stars because it does need to be cleaned better (the carpets/floor). Also, after you book; you are made aware that the pool gets cleaned every Tuesday. However, I was not aware of the time and was startled when the person came into the home (through the backyard) to clean the pool. I would’ve liked to know the time the person was coming. I was also...
Patio + Grill: Spacious Getaway in Minneola!

The Sweet Escape Mansion Candy House Near Orlando

9.8 out of 10, Exceptional, (24)
"Had a great time here. The place was better than the picture. Would highly recommend."
The Sweet Escape Mansion Candy House Near Orlando

BEAUTIFULLY Decorated 2/2 Sm Dog Friendly Villa w/GAS GOLF CART & GAS BBQ

10.0 out of 10, Exceptional, (11)
"This villa is just beautiful! So very comfortable and welcoming. Decorated very nice and super clean. We loved the location, and really loved the Fenny area. Thank you for the wonderful stay!"
BEAUTIFULLY Decorated 2/2 Sm Dog Friendly Villa w/GAS GOLF CART & GAS BBQ

Florida Family Home w/ Dock on Saw Mill Lake!

9.8 out of 10, Exceptional, (27)
"Overall we had a very nice time. The house was lovely, well decorated, comfortable, and clean. The picture on Vrbo that shows the beach and the lake is a little dated because the water table is very low. In reality there are more weeds and mud. The pool was nice, only the skimmer wasn't working so we had to do it by hand, the bottom of the pool was clean and it was a great temperature. The hot tub was nice, clean, and relaxing. Everything worked in the house. The beds were comfortable. One thing...
Florida Family Home w/ Dock on Saw Mill Lake!

Fully Furnished Brand New Villa in Village of St. Catherine's with Cart

10.0 out of 10, Exceptional, (85)
"This is our 2nd time in this beautiful home. Fred is a terrific host. Answers right away. Home is very nice very clean. Highlrecommended "
Fully Furnished Brand New Villa in Village of St. Catherine's with Cart
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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Other types of properties in Tarrytown you may be interested in

Microtel Inn & Suites by Wyndham Brooksville

2.0 star property
8.4 out of 10, Very good, (1003)
"Quiet and clean Perfect stay"
The price is CA $182
CA $203 total
includes taxes & fees
Jan 6 - Jan 7
Microtel Inn & Suites by Wyndham Brooksville

Days Inn by Wyndham Brooksville/Dade City

2.0 star property
6.8 out of 10, (1000)
"Last stay I had a slight disappointment with water situation... However this stay was perfect. The gentleman at front desk really helped me out and the stay went well "
The price is CA $158
CA $176 total
includes taxes & fees
Jan 26 - Jan 27
Days Inn by Wyndham Brooksville/Dade City

Holiday Inn Express Hotel & Suites Brooksville, an IHG Hotel

2.5 star property
8.6 out of 10, Excellent, (615)
"I really liked the fact that there was no carpet in the room! Makes it easier to clean and no allergies due to carpeting!!! All hotels should do this!!!!"
The price is CA $206
CA $230 total
includes taxes & fees
Feb 2 - Feb 3
Holiday Inn Express Hotel & Suites Brooksville, an IHG 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.

Frequently asked questions

Can I find a vacation rental in Tarrytown?

Yes, we give you a choice of vacation rentals near well known sights in Tarrytown, or you can go with a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Tarrytown?

Lanai & Resort Amenities: The Villages Getaway: Visitors like this Tarrytown vacation home rental. It offers a fireplace, a pool table, and air-conditioning 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 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 larger area.

What are vacation rentals like in Tarrytown?

Vacation rentals are private accommodations you can stay in for several days or longer in Tarrytown. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for small groups.