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Estate Tipperary Holiday Rentals

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Our top choices for Estate Tipperary holiday rentals

1. The Cottage at Green Cay - Walk to the Beach - King Bed - AC

The Cottage at Green Cay - Walk to the Beach - King Bed - AC
Gallows Bay
10.0 out of 10, Exceptional, (1 review)
"Everything was clean and comfortable. The beach that was walking distance was quite nice to hang out at. Our hosts were attentive and responsive. The area was quiet, scenic and a easy drive to restaurants and other beaches."
United States
Patricia F.
The price is NZ$470
includes taxes & fees
3 Sept - 4 Sept
The Cottage at Green Cay - Walk to the Beach - King Bed - AC

2. Windchime Estates

Windchime Estates
3.0 star property
Christiansted
9.0 out of 10, Wonderful, (33 reviews)
"The hospitality was amazing and the view from the rooms were breathtaking"
United States
Elijah
The price is NZ$309
includes taxes & fees
3 Sept - 4 Sept
Windchime Estates

3. Cozy Retreat by Chenay Bay

Cozy Retreat by Chenay Bay
Chenay Bay
9.6 out of 10, Exceptional, (14 reviews)
"Everything was neat, all the necessary details to have a wonderful stay."
United States
Monica V.
The price is NZ$478
includes taxes & fees
3 Sept - 4 Sept
Cozy Retreat by Chenay Bay

4. Romey's Villa in Gated Community

Romey's Villa in Gated Community
Christiansted
9.4 out of 10, Exceptional, (3 reviews)
"Great home, clean, plenty of towels, host was great to communicate."
United States
Kert S.
The price is NZ$633
includes taxes & fees
3 Sept - 4 Sept
Romey's Villa in Gated Community

5. Historic Apt in Heart of Christiansted

Historic Apt in Heart of Christiansted
3.5 star property
Christiansted Historic District
9.4 out of 10, Exceptional, (20 reviews)
"Great experience all around! Easy check in and comfortable apartment!"
United States
Cecily
The price is NZ$399
includes taxes & fees
2 Oct - 3 Oct
Historic Apt in Heart of Christiansted

6. Your Caribbean home away from home

Your Caribbean home away from home
Christiansted
9.4 out of 10, Exceptional, (21 reviews)
"Perfect for my stay, good neighborhood, host was excellent at communicating, easy access"
United States
Breanna S.
The price is NZ$460
includes taxes & fees
7 Sept - 8 Sept
Your Caribbean home away from home

7. Lookout Point @ Coakley Bay

Lookout Point @ Coakley Bay
Christiansted
7.4 out of 10, Good, (3 reviews)
"This condo is perfectly situated on the east end and has stunning a stunning view. Sitting on the porch to watch the sunsets was lovely. Communication was quick and very helpful! We will be back"
United States
Erin P.
The price is NZ$621
includes taxes & fees
10 Sept - 11 Sept
Lookout Point @ Coakley Bay

8. Luxury 2 bedroom home next to Buccaneer Resort

Luxury 2 bedroom home next to Buccaneer Resort
St Croix
8.8 out of 10, Excellent, (3 reviews)
"Excellent place, I would stay again please fix the water pressure only complain slow water pressure."
United States
Racquel F.
The price is NZ$842
includes taxes & fees
15 Sept - 16 Sept
Luxury 2 bedroom home next to Buccaneer Resort

9. Treehouse - The Canopy

Treehouse - The Canopy
Christiansted Historic District
10.0 out of 10, Exceptional, (1 review)
"The Canopy at the Treehouse was recently renovated and is very comfortable. 1 and 1/2 bathrooms with a large outside patio just two blocks from the harbor. One of the best VRBO's in Christiansted, five star."
United States
David P.
The price is NZ$451
includes taxes & fees
10 Sept - 11 Sept
Treehouse - The Canopy

10. Beautiful 2-bd condo w/ views walking distance to beach in amazing Christiansted

Beautiful 2-bd condo w/ views walking distance to beach in amazing Christiansted
Teagues Bay
9.8 out of 10, Exceptional, (6 reviews)
"Location, host responses, plenty of amenities. Great visit. Will do it again. "
United States
Brian N.
The price is NZ$942
includes taxes & fees
3 Sept - 4 Sept
Beautiful 2-bd condo w/ views walking distance to beach in amazing Christiansted

11. The View at Green Cay - Full AC - Walk to the Beach

The View at Green Cay - Full AC - Walk to the Beach
Chenay Bay
The price is NZ$1,138
includes taxes & fees
8 Sept - 9 Sept
The View at Green Cay - Full AC - Walk to the Beach

12. Moko Jumbie House - "Guesthouse" - Cozy 1-Bedroom

Moko Jumbie House - "Guesthouse" - Cozy 1-Bedroom
Christiansted Historic District
10.0 out of 10, Exceptional, (18 reviews)
"The room and entire complex were so clean and beautiful. Host was super accommodating and very responsive. We walked to downtown Christiansted all of the time, usually in about 10 minutes. Lots to do there but VI Heil was a great way to explore further away. Highly recommend this property."
United States
Max
The price is NZ$331
includes taxes & fees
15 Sept - 16 Sept
Moko Jumbie House - "Guesthouse" - Cozy 1-Bedroom

13. Caribbean View Style 1 Bedroom Condo by RedAwning

Caribbean View Style 1 Bedroom Condo by RedAwning
3.0 star property
Christiansted
10.0 out of 10, Exceptional, (1 review)
"Russ is great!"
United States
Matthew
The price is NZ$844
includes taxes & fees
1 Oct - 2 Oct
Caribbean View Style 1 Bedroom Condo by RedAwning

14. Island Life#2 @Bay Garden Live Local. GOOD PRICE!!Clean with Ocean views

Island Life#2 @Bay Garden Live Local. GOOD PRICE!!Clean with Ocean views
Christiansted
10.0 out of 10, Exceptional, (2 reviews)
"Didn't stay there but the host was very courteous "
United States
Gary
The price is NZ$450
includes taxes & fees
5 Sept - 6 Sept
Island Life#2 @Bay Garden Live Local. GOOD PRICE!!Clean with Ocean views

15. The Island Life Condo@ Long Reef with Separate Bedroom + True Ocean View

The Island Life Condo@ Long Reef with Separate Bedroom + True Ocean View
Christiansted Historic District
9.6 out of 10, Exceptional, (19 reviews)
"Omesha and Irma were very helpful and accommodating, especially because we needed to book our reservation at the last minute"
United States
Michael J.
The price is NZ$476
includes taxes & fees
3 Sept - 4 Sept
The Island Life Condo@ Long Reef with Separate Bedroom + True Ocean View

16. Moko Jumbie - "Premier Suite" - Entire Condo

Moko Jumbie - "Premier Suite" - Entire Condo
Christiansted Historic District
10.0 out of 10, Exceptional, (3 reviews)
"We loved the accessability to all favoite places to visit when we stay in st. Croix. For more than 20 years and counting now."
United States
ROBERT A.
The price is NZ$391
includes taxes & fees
15 Sept - 16 Sept
Moko Jumbie - "Premier Suite" - Entire Condo

17. "Spectacular Ocean Views" at Calypso Castillo!

"Spectacular Ocean Views" at Calypso Castillo!
Sion Farm
10.0 out of 10, Exceptional, (6 reviews)
"Their property was very nice and clean and loved the area where it was located at"
United States
Stephen M T.
The price is NZ$583
includes taxes & fees
4 Sept - 5 Sept
"Spectacular Ocean Views" at Calypso Castillo!

18. Moko Jumbie House - "Historic Suite" A Modern 1-Bedroom Oasis.

Moko Jumbie House - "Historic Suite" A Modern 1-Bedroom Oasis.
Christiansted Historic District
9.4 out of 10, Exceptional, (9 reviews)
"Everything was exceptional! From the location, to the communication, to the room quality. Highly recommend for anyone, unless you are coming when we are! Lol"
United States
Max
The price is NZ$374
includes taxes & fees
15 Sept - 16 Sept
Moko Jumbie House - "Historic Suite" A Modern 1-Bedroom Oasis.

19. Ocean Views•Private Hilltop Stay•5 Minutes Downtown

Ocean Views•Private Hilltop Stay•5 Minutes Downtown
Christiansted
9.8 out of 10, Exceptional, (72 reviews)
"Wonderful Stay . Highly Recommend "
United States
Sali K.
The price is NZ$860
includes taxes & fees
3 Sept - 4 Sept
Ocean Views•Private Hilltop Stay•5 Minutes Downtown

20. Large & Comfortable 1 Bed/Bath Guest Room on St. Croix

Large & Comfortable 1 Bed/Bath Guest Room on St. Croix
Christiansted
8.0 out of 10, Very good, (9 reviews)
"Nice quiet place to stay in a great walking neighborhood. Nice central location."
United States
Anthony B.
The price is NZ$333
includes taxes & fees
3 Sept - 4 Sept
Large & Comfortable 1 Bed/Bath Guest Room on St. Croix
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 Estate Tipperary Hotel Reviews

Find out more about Estate Tipperary

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Estate Tipperary holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Estate Tipperary. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Estate Tipperary. Seeing all the best attractions is bound to make you fall in love with Estate Tipperary. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Estate Tipperary short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Estate Tipperary?

Yes, there are holiday rentals close to the most popular sights in Estate Tipperary, 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 Estate Tipperary has to offer?

Private St. Croix home with sunset views overlooking beautiful Cane Bay: This holiday home rental outside of Estate Tipperary is located in the mountains, and has an outdoor pool, a patio 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. You can relax into your holiday with a garden and a selection of games.

What can I see and do in Estate Tipperary?

While you're exploring the area, Chenay Bay Beach and Shoys Beach are a couple of picturesque spots to get outside and enjoy nature. Buccaneer Golf Course and Buccaneer Beach are a couple of places you'll find in the wider area.

What are holiday rentals like in Estate Tipperary?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Estate Tipperary. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.