Estate Dorothea Vacation Rentals

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Browse Select Estate Dorothea Vacation Homes

New rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool
2.0 star property
10.0 out of 10, Exceptional, (1)
"This villa has not yet completed all of the planned improvements and renovations, but they were kind enough to let us stay anyway. This is not our first villa rental on St. John. In fact, we have been renting villas on St. John for nearly 30 years. We knew from the map that we were likely to enjoy wonderful trade winds to keep the insects moving right along...we were correct! The winds come and go all day long and we really enjoyed them. The layout of the villa on the main floor is excellent and...
New rental, Newly Renovated 3br/2ba - open main room/beautiful view/large pool
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!
9.6 out of 10, Exceptional, (13)
"Everything was perfect. Hard to leave that pool! Close to anything and everything. Clean, cozy, would return 100x"
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!
Red Hook - 2 bedroom private villa and pool on the east end of St. Thomas, USVI
9.8 out of 10, Exceptional, (45)
"I looked at many properties on VRBO for our trip and ended up picking the Red Hook Villa. What a great pick!!! From the minute we pulled up (directions on Google Maps worked well for the villa) we were just amazed at how beautiful it was. You just can't describe the view. AMAZING. The house is just as described and the patio, pool and outdoor area is even better than expected. We spent almost all of our time when we were at the villa outside. You are a short drive to Red Hook and also many...
Red Hook - 2 bedroom private villa and pool on the east end of St. Thomas, USVI
On A Whim - 2 BR/3BA Cozy Island House with Infinity Pool and View of Coral Bay!
9.8 out of 10, Exceptional, (9)
"We loved our stay at the On The Whim property. I would definitely not stay again without having rented a vehicle. It was very costly going back and forth into town with 5 people. Overall the trip was great and the stay at the property was everything that we could hope for. Until next time…."
On A Whim - 2 BR/3BA Cozy Island House with Infinity Pool and View of Coral Bay!
Beautiful views, walk to Secret Harbour Beach
10.0 out of 10, Exceptional, (64)
"Great "
Beautiful views, walk to Secret Harbour Beach
Bay Rum Breeze 4 bedroom villa 3 full baths and 1 half bath. Great views.
10.0 out of 10, Exceptional, (61)
"Great place for our family- it is a rough driveway as noted - but we had a jeep as recommended and this was no problem at all!!! We loved seeing the neighborhood goats, donkeys and roosters!!! once on top of driveway at the house the views and breeze were fantastic!!! Great pool. Everything was awesome. Great check in - we had a lovely greeting gift of fresh salads -) relaxed environment we loved our trip!!!"
Bay Rum Breeze 4 bedroom villa 3 full baths and 1 half bath. Great views.
Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches
9.6 out of 10, Exceptional, (9)
"I you stay on the top level, this house is really amazing because of the infinity pool overlooking great cruz bay! The lower level really needs some TLC, especially the bathroom holes in drywall, moldy grout, and lack of working lights in the shower."
Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches
Peaceful Garden Cottage near Coral Bay
9.8 out of 10, Exceptional, (13)
"We loved our time at Colleen and Roger's beautiful house! Tons of space, it had everything we needed, and we really appreciated Roger's suggestions for places to go on the island. It was a great location - quiet but still a short drive to everything. Would definitely stay again!"
Peaceful Garden Cottage near Coral Bay
Beautiful New Bungalow Overlooking Magens Bay.
Beautiful New Bungalow Overlooking Magens Bay.
Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon
10.0 out of 10, Exceptional, (72)
"First of all, I would like To thank the owners for sharing your beautiful home with the greatest view. I could not have asked for anything better. The kitchen had everything we needed. The beds were comfortable. We loved having our own beach. The pool was great. This place is top-notch. Thank you again."
Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon
Cara Mia beautiful 3 king BR, 3 .5 bath, island stonework, views & private pool
10.0 out of 10, Exceptional, (62)
"We loved our stay at Cara Mia. From the open great room to the pool it was a great place to stay on St John. Also enjoyed taking morning walks down to the beach at Klein Bay"
Cara Mia beautiful 3 king BR, 3 .5 bath, island stonework, views & private pool
Stone Harbor~ Great Coral Bay Location. Mint condition property, private pool
10.0 out of 10, Exceptional, (81)
"This property was just perfect! The private pool and short walking distance from Sharkies and the grocery store was priceless. We enjoyed the beautiful drive to the beaches (Maho was the closest and our favorite) and the privacy the location and house allowed us to have. The property had everything we needed for cooking and relaxing. Thank you!"
Stone Harbor~ Great Coral Bay Location. Mint condition property, private pool
Stunning In-town 2-story Cruz Bay Villa! Walk to Town. All bedrooms w/ ensuites
9.8 out of 10, Exceptional, (64)
"Our family had a wonderful time at Tropical Panorama! The location can’t be beat, the house was well appointed and the view of Cruz Bay was breathtaking! We loved having the pool on property so we could take a dip first thing in the morning and before/after dinner. We highly recommend and look forward to returning! "
Stunning In-town 2-story Cruz Bay Villa! Walk to Town. All bedrooms w/ ensuites
Your HOME in the Caribbean - Beauty, Comfort, Amazing Views, Reliable Generator
10.0 out of 10, Exceptional, (93)
"The hosts, Gail and her husband Curlston, made our stay worth while. We were a party of 2 adults and 2 children, and we were very satisfied. Location, Location, Location, the property is located in Red Hook and very close to the beaches, the ferry, shopping and restaurants. The property has two levels, great for couples. All of our needs and concerns were handled quickly and professionally. I recommend this property and hope to return."
Your HOME in the Caribbean - Beauty, Comfort, Amazing Views, Reliable Generator
St Thomas NorthShore VI Pool Bungalow ❤️🇻🇮
9.4 out of 10, Exceptional, (41)
"We loved everything about this little private bungalow wonderful view off the deck, the kitchen and the bedroom. Everything functions really well. It was perfect for us. It is down a dirt road FYI and a few other reviews said the dogs of the owner barked a lot but they don’t they are great. They say hello a couple of times and then they get to know you and just chill out. We had everything we needed and Steve was so available by phone for anything in addition that we needed he even provides a...
The price is CA $366
CA $784 total
includes taxes & fees
Nov 18 - Nov 19
St Thomas NorthShore VI Pool Bungalow ❤️🇻🇮
Waterfall Oasis with Ocean View
10.0 out of 10, Exceptional, (42)
"This place was everything and more! Very roomy, clean, pool, all the amenities and a stunning overviews. On the down side the water pressure was extremely low, was hard to find, and the dryer was very loud. Other than that this was an amazing stay. We did not try to contact anyone but want them to know. Would definitely stay here again. "
Waterfall Oasis with Ocean View
Castaways Villa- Beach, Ocean Views, Kayaks, SUPS, & Snorkeling!
9.6 out of 10, Exceptional, (10)
"We absolutely loved our stay in St. John on Chocolate Hole! The condo was clean, very spacious and the team was so responsive and amazing to work with! Highly recommend and would absolutely stay there again!!"
Castaways Villa- Beach, Ocean Views, Kayaks, SUPS, & Snorkeling!
Charming Pool Villa INCLUDES ‘22 Ford Bronco, dinghy day, near downtown Cruz Bay
9.8 out of 10, Exceptional, (17)
"Just Peachy was the perfect home away from home for our family. Melissa is super communicative and responsive. The island hosts were informative and helpful. And the beautiful home offered us everything we needed. We love St. John and would absolutely chose to stay at Just Peachy again! "
Charming Pool Villa INCLUDES ‘22 Ford Bronco, dinghy day, near downtown Cruz Bay
The Purple Flamingo at Flamingo Gardens
10.0 out of 10, Exceptional, (1)
The Purple Flamingo at Flamingo Gardens
Island Escape @Sapphire Beach
2.0 star property
Island Escape @Sapphire Beach
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 property types in Estate Dorothea

Private Cozy Cottage on the Northside.
9.8 out of 10, Exceptional, (50)
"We couldn't have had a more amazing stay at this beautiful little bungalow. The hosts provided everything we needed for many amazing adventures! We loved our privacy and being away from the crowded resort/cruise ship scene. The location was also perfect, being close to beautiful beaches, restaurants, and shopping. We can't wait to return! "
Private Cozy Cottage on the Northside.
Hilltop Villas at Bluebeard's Castle by Capital Vacations
3.0 star property
8.6 out of 10, Excellent, (1362)
"Very good! Love the atmosphere the people! We will be visiting again soon!"
The price is CA $245
CA $301 total
includes taxes & fees
Dec 1 - Dec 2
Hilltop Villas at Bluebeard's Castle by Capital Vacations
Castle Villas at Bluebeard's by Capital Vacations
2.5 star property
8.4 out of 10, Very good, (890)
"The property was quiet and safe. Walable to town if you so desired. Parking was easy. GPS did not work well. :)"
The price is CA $204
CA $251 total
includes taxes & fees
Nov 19 - Nov 20
Castle Villas at Bluebeard's by Capital Vacations
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.