Estate Tipperary Vacation Rentals

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Sep 19 - Sep 21
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Oct 31 - Nov 2
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Dec 26 - Dec 28

Vacation Rentals in Estate Tipperary

Our top choices for Estate Tipperary vacation rentals

Breathtaking Ocean Views< Tropical Luxury Oasis
Terrace/patio

Breathtaking Ocean Views< Tropical Luxury Oasis

10.0 out of 10, Exceptional, (52)
"Our stay at Vista del Mar in St. Croix was nothing short of spectacular, deserving a glowing 5-star review! The views from the property are absolutely breathtaking—panoramic ocean vistas that captivated us every morning and evening, making every moment feel like a postcard. The house itself was immaculate, sparkling clean, and thoughtfully designed with modern amenities that made our stay comfortable and luxurious. Laura was exceptional, going above and beyond with her warm hospitality, quick...
Breathtaking Ocean Views< Tropical Luxury Oasis
Vacation Home with Private Pool in Tropical Setting on East End, St. Croix.
Outdoor pool

Vacation Home with Private Pool in Tropical Setting on East End, St. Croix.

10.0 out of 10, Exceptional, (32)
"Our second stay here was just as fabulous as the first. The home is lovely and quite the paradise...Bev is an excellent host!"
Vacation Home with Private Pool in Tropical Setting on East End, St. Croix.
Cottages by the Sea
Premium Cottage, Ocean View, Beachfront | Terrace/patio

Cottages by the Sea

3.0 star property
9.6 out of 10, Exceptional, (294)
"This was a great place to stay! "
Cottages by the Sea
Windchime Estates
Beach nearby, white sand, beach towels, 4 beach bars

Windchime Estates

3.0 star property
9.0 out of 10, Wonderful, (23)
"Amazing place to stay and what a view! "
Windchime Estates
Sugar Apple Bed & Breakfast
Terrace/patio

Sugar Apple Bed & Breakfast

3.5 star property
9.4 out of 10, Exceptional, (62)
"Very nice cozy place. Excellent to have some rest and enjoy the island."
Sugar Apple Bed & Breakfast
Private Gated Ocean Front Villa Pool&Tide Pool Cane Bay Beach Wifi Wedding Venue
Interior

Private Gated Ocean Front Villa Pool&Tide Pool Cane Bay Beach Wifi Wedding Venue

9.8 out of 10, Exceptional, (155)
"Sunrises in the morning, sunsets at night, all from the comfort of the patio and tide pool. Sea View Play is by far my favorite villa I have ever stayed in. The view is spectacular and incredibly photogenic and the fact the living room opens up to experience that makes this a must stay villa in my opinion. Rob is a fantastic host and was incredibly quick to respond and made sure we had a great time. I can't recommend this place enough! We'll be coming back for sure."
Private Gated Ocean Front Villa Pool&Tide Pool Cane Bay Beach Wifi Wedding Venue
Another Day in Paradise, Luxury Villa on the Beach with private pool !!
On the beach, sun loungers, beach towels

Another Day in Paradise, Luxury Villa on the Beach with private pool !!

10.0 out of 10, Exceptional, (107)
"Great property and location! Very quiet and private, and the water and view were beautiful!"
Another Day in Paradise, Luxury Villa on the Beach with private pool !!
Club St. Croix Beach & Tennis Resort by Antilles Resorts
On the beach, sun loungers, beach umbrellas, beach towels

Club St. Croix Beach & Tennis Resort by Antilles Resorts

3.0 star property
8.0 out of 10, Very Good, (237)
"Beautiful place. Friendly staff. "
Club St. Croix Beach & Tennis Resort by Antilles Resorts
Ocean's Edge Luxury 'Kathryn's Joy' Oceanfront Condo / FEMA welcomed
Outdoor dining

Ocean's Edge Luxury 'Kathryn's Joy' Oceanfront Condo / FEMA welcomed

9.6 out of 10, Exceptional, (104)
"We stayed for five nights and absolutely loved the accommodations! The condo was clean, well-maintained, and very spacious, and the grounds were nice. Our fantastic patio, just feet from the ocean, became our living space – we spent every early morning and late evening out there, enjoying the awesome breeze. The beds were great, and there was plenty of space inside. We especially appreciated the privacy of the property; it was one of the most private we've ever experienced. This location was...
Ocean's Edge Luxury 'Kathryn's Joy' Oceanfront Condo / FEMA welcomed
Castaway Dreams 20 person Villa with Boat, Pool, Tennis Court, and Sugar Mill
Beach nearby, beach towels

Castaway Dreams 20 person Villa with Boat, Pool, Tennis Court, and Sugar Mill

9.0 out of 10, Wonderful, (16)
"Beautifully, well appointed vacation rental"
Castaway Dreams 20 person Villa with Boat, Pool, Tennis Court, and Sugar Mill
Beachfront St. Croix Island, USVI
On the beach, sun loungers

Beachfront St. Croix Island, USVI

9.6 out of 10, Exceptional, (39)
"So relaxing! I love being right on the beach and waking up to the beautiful beach and view "
Beachfront St. Croix Island, USVI
Private Beach Front Cottage
Property grounds

Private Beach Front Cottage

9.8 out of 10, Exceptional, (48)
"Our stay was wonderful. Sargassum weed was awful in May. We didn’t let us stop us from enjoying the beaches. Hope to return. "
Private Beach Front Cottage
Remodeled Beautiful St. Croix Escape--3/3 includes wifi, cable, washer/dryer
Beach nearby, sun loungers, beach towels

Remodeled Beautiful St. Croix Escape--3/3 includes wifi, cable, washer/dryer

9.6 out of 10, Exceptional, (65)
"Wonderful place to spend our vacation "
Remodeled Beautiful St. Croix Escape--3/3 includes wifi, cable, washer/dryer
THIS IS IT! SEAFRONT RETREAT W/ BEACH ACCESS & POOL
Outdoor pool

THIS IS IT! SEAFRONT RETREAT W/ BEACH ACCESS & POOL

10.0 out of 10, Exceptional, (1)
"“This is it” is absolutely amazing! We had a great time, house is very comfortable, great kitchen, very comfy beds, good showers, loved the outdoor showers!! loved the salt water swimming pool, view is breathtaking, great communication with our host Tisha! I can’t say enough good things about our stay! We want to go back!!"
THIS IS IT! SEAFRONT RETREAT W/ BEACH ACCESS & POOL
Family Friendly Private Villa,Caribbean Sea & Mountain Views With Pool
Beach nearby, sun loungers, beach towels

Family Friendly Private Villa,Caribbean Sea & Mountain Views With Pool

9.2 out of 10, Wonderful, (96)
"This property was fantastic. We loved the location, the views, and the pool was great. The outside of the property could use some TLC but the Caribbean weather conditions are harsh and it did not distract or deter our enjoyment of the property."
Family Friendly Private Villa,Caribbean Sea & Mountain Views With Pool
Luxury Caribbean Villa 4 private suites, pool and stunning views
Terrace/patio

Luxury Caribbean Villa 4 private suites, pool and stunning views

9.8 out of 10, Exceptional, (26)
"This was a great place for our grown children and their families to all stay together. The view was wonderful!"
Luxury Caribbean Villa 4 private suites, pool and stunning views
The Villa at Rainbow Cliffs
Property grounds

The Villa at Rainbow Cliffs

9.8 out of 10, Exceptional, (32)
"We loved the place. The views alone make the trip worth it. We spent our week exploring area beaches and snorkeling. It was easy to navigate the island and there are good food/drinks/beach options just down the road from the villa. We spent every morning drinking tea on the veranda and every evening watching the sunset. Will plan to visit again in the future for sure. "
The Villa at Rainbow Cliffs
Dramatic Oceanfront House--Cane Bay Sanctuary-2025 AUG-SEPT SPECIAL!
Property grounds

Dramatic Oceanfront House--Cane Bay Sanctuary-2025 AUG-SEPT SPECIAL!

10.0 out of 10, Exceptional, (113)
"Jill is an incredible host and it was a pleasure to stay with her. "
Dramatic Oceanfront House--Cane Bay Sanctuary-2025 AUG-SEPT SPECIAL!
Oceanfront, Beachfront, Ground Floor, Beautiful Remodeled condo with pool access
On the beach, sun loungers, beach towels

Oceanfront, Beachfront, Ground Floor, Beautiful Remodeled condo with pool access

9.8 out of 10, Exceptional, (147)
"Beautiful views and great location"
Oceanfront, Beachfront, Ground Floor, Beautiful Remodeled condo with pool access
Step into serenity at Prosperity by the Sea!
Terrace/patio

Step into serenity at Prosperity by the Sea!

Step into serenity at Prosperity by the Sea!
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

The Buccaneer Beach & Golf Resort

The Buccaneer Beach & Golf Resort

10/10 Excellent
"Beautiful property. Friendly staff. Delicious food. Lovely island. What more can I say?"
Richard Robert 7-night trip
Posted 3 days ago
The Buccaneer Beach & Golf Resort

Find out more about Estate Tipperary

Find out more about Estate Tipperary

Search for holiday rentals in Estate Tipperary on Expedia! You can easily find your home rentals, villas, holiday apartments in Estate Tipperary using one of the methods below:

  • View our selection of featured holiday rentals in Estate Tipperary
  • Use the map to find apartments and other holiday homes in the Estate Tipperary neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Estate Tipperary while they last

Look no further and take a look at our great range of rental properties in Estate Tipperary!

Frequently asked questions

Can I find vacation rentals in Estate Tipperary?

Yes, there are vacation rentals near top local attractions in Estate Tipperary, or you can choose a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Estate Tipperary has to offer?

Sugar Apple Bed & Breakfast: You might want to consider this vacation home rental near Estate Tipperary, which is located near the airport and has an outdoor pool, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities like a microwave and an electric kettle can make your vacation run smoothly. Make the most of the garden in this rental home to help you unwind. Our travelers also rate Vacation Home with Private Pool in Tropical Setting on East End, St. Croix. as a favorite home for rent in Estate Tipperary.

What can I see and do in Estate Tipperary?

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

What are vacation rentals like in Estate Tipperary?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Estate Tipperary. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a small group gathering.