Holiday Homes in St. Thomas and St. John

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Featured Holiday Homes in St. Thomas and St. John

Our top choices for St. Thomas and St. John holiday homes

Brand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More

10.0 out of 10, Exceptional, (1)
"Stayed here with friends in July of 2025. Felt like it was a bit risky since there weren’t a lot of reviews yet, but this place exceeded my expectations in every way possible. Amazing views, perfect pool, and immaculately cleaned. It’s a little off the beaten path but very easy to get to. Only ten minutes to red hook for dining options and ten minutes to beautiful sapphire beach. Amazing stay and we’ll be back! "
Brand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!

9.6 out of 10, Exceptional, (22)
"Very much enjoyed the stay. Spectacular view!!!"
Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!

"Someday Soon" Has Arrived!

9.8 out of 10, Exceptional, (68)
"Wonderful stay that provided everything we needed for a great first time in St. John. Home was clean, and bed was very comfortable. A quaint place that we would come back to. Pool and view make this a special place."
"Someday Soon" Has Arrived!

Alta Vista - Mint condition property- 50 mile views!

10.0 out of 10, Exceptional, (59)
"All I heard all week from family was “wow! This place is nice”. The views, the comforts, the amenities (pool, hot tub) were essentially all we needed. If the island wasn’t so beautiful we may have never left. The property managers were very helpful meeting us and leading us to the house. The location is fabulous for visiting all the beaches. And, Coral Bay is close for fresh seafood and basic groceries. "
Alta Vista - Mint condition property- 50 mile views!

Beautiful views, walk to Secret Harbour Beach

10.0 out of 10, Exceptional, (77)
"Loved this house for our stay on St. Thomas! The house was lovely, comfortable and had everything we needed for a beach day! Secret Harbour Beach was so close and great for snorkeling. Close to grocery stores and shopping."
Beautiful views, walk to Secret Harbour Beach

Ocean View Villa, Walk to Beach

8.0 out of 10, Very good, (7)
"This location was amazing! Great view of the sea-easily walkable to restaurants. One just watch out is that it does back up to a main road occasionally used by trucks which can make the walk a bit hairy. I wouldn’t recommend with young kids but for older teens and adults in good shape easy to navigate. Just remember to pull all the way over and keep an eye on cars moving down the hill. Otherwise the place is very well appointed and nice. Also keep in mind since it is outdoor living style if it’s...
The price is AU$866
includes taxes & fees
27 Aug - 28 Aug
Ocean View Villa, Walk to Beach

Cottage-like West Indie town house. Perfect for two couples or a family!

9.8 out of 10, Exceptional, (66)
"This is a great spot to take in the beauty of Cruz Bay. Great shopping and restaurants!"
Cottage-like West Indie town house. Perfect for two couples or a family!

Stunning In-town Estate Cruz Bay Villa! Walk to Downtown. Private Pool. Views. Back up Power. All Bedrooms en Suites with King Beds.

9.8 out of 10, Exceptional, (75)
"Our group of 9 had a wonderful stay at the property. The house was spacious for all of us and the location was perfect to walk to restaurants and shops. "
Stunning In-town Estate Cruz Bay Villa! Walk to Downtown. Private Pool. Views. Back up Power. All Bedrooms en Suites with King Beds.

Southern Star- Kayaks & SUPS, Steps to Beach, Ocean Views!

9.8 out of 10, Exceptional, (12)
"Enjoyed my stay with the family at this villa. It was steps to the beach and the villa itself was quite nice and everything worked well during our stay. Very helpful customer service when needed."
Southern Star- Kayaks & SUPS, Steps to Beach, Ocean Views!

★ Harbor Master ★ Solar | Private Pool | Sunrise | Family | Couples | Stargaze

10.0 out of 10, Exceptional, (141)
"We loved the house and the location and hope to be back next year’"
★ Harbor Master ★ Solar | Private Pool | Sunrise | Family | Couples | Stargaze

Fish Tales a Caribbean Cottage style home with a Pool, walk to Reef Bay Beach

10.0 out of 10, Exceptional, (64)
"We enjoyed our stay at Fish Tales and could tell it was well cared for. Very comfortable home for a family of five (beds, AC, etc). Loved the view from the deck and gazing at the stars after a long day at the beach. Enjoyed the short walk to Reef Bay. "
Fish Tales a Caribbean Cottage style home with a Pool, walk to Reef Bay Beach

Sunset Hideaway Suite - Oceanview/central to Cruz Bay

10.0 out of 10, Exceptional, (2)
Sunset Hideaway Suite - Oceanview/central to Cruz Bay

On A Whim - 2 BR/3BA Cozy Island House with Infinity Pool and View of Coral Bay!

10.0 out of 10, Exceptional, (27)
"We enjoyed staying at On A Whim - beautiful view and was well stocked with kitchen items and spices! Everything is close on St John so easy to get to anywhere you want to be!"
On A Whim - 2 BR/3BA Cozy Island House with Infinity Pool and View of Coral Bay!

Sophisticated Beach Condo-Ocean View-Sapphire

9.2 out of 10, Wonderful, (29)
"Me and my gf’s loved staying here! Best part was having close beach access! "
The price is AU$418
includes taxes & fees
10 Sept - 11 Sept
Sophisticated Beach Condo-Ocean View-Sapphire

Just Peachy Private Pool Villa, Ford Bronco, Solar+Battery backup, near Cruz Bay

9.8 out of 10, Exceptional, (28)
"Great villa with awesome sunset view. Very clean and had everything we needed. Convenience of vehicle and parking downtown included- a nice perk! Loved our visit! "
Just Peachy Private Pool Villa, Ford Bronco, Solar+Battery backup, near Cruz Bay

Amazing views and great location - 4 Bedroom Estate Bakekroe in St Thomas

9.0 out of 10, Wonderful, (14)
"Excellent property in a beautiful local. We loved the house, the pool and the surroundings!"
Amazing views and great location - 4 Bedroom Estate Bakekroe in St Thomas

Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches

9.6 out of 10, Exceptional, (15)
"Stunning location! Very easy check in, and the bedroom setup worked perfectly for our group of 10. "
Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches

New 2BR villa w/ balcony near Cruz Bay

8.0 out of 10, Very good, (21)
"This unit fit all of our needs regarding location, cleanliness, and amenities. I would 100% recommend this property to my friends and family and will revisit this if I'm in town in the future!"
New 2BR villa w/ balcony near Cruz Bay

Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon

10.0 out of 10, Exceptional, (89)
"Such a blessing to be able stay at this villa! Perfect for families, kids of all ages! Pool so much fun! Views are crazy and proximity 5 minute walk to one of the most beautiful beaches in the world! Thank you! Thank you! Highly recommend this property and location. See ya next year! "
Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon

STUNNING VIEWS! NEW LUXURY VILLA W/PRIVACY SUITES CONCIERGE SERVICE

10.0 out of 10, Exceptional, (22)
"The house boasted incredible views as well as all amenities imaginable. Our concierge, Jenn, was so warm, knowledgeable and responsive."
STUNNING VIEWS! NEW LUXURY VILLA W/PRIVACY SUITES CONCIERGE SERVICE
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 St. Thomas and St. John Hotel Reviews