Holiday Rentals in St. Thomas and St. John

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

Flamboyan on the Bay Resort and Villas

Flamboyan on the Bay Resort and Villas
3.5 star property
St. Thomas
8.6 out of 10, Excellent, (883 reviews)
"Every thing perfectly describes the place !"
United States
Tuwanna
The price is €104
includes taxes & fees
3 Jun - 4 Jun
Flamboyan on the Bay Resort and Villas

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (30 reviews)
"Beautiful location with stunning views and a peaceful atmosphere. The room was clean and comfortable, and the staff was friendly and helpful throughout the stay. Great option for a relaxing getaway in St. John."
United States
Quoc Phong Eric
The price is €506
includes taxes & fees
27 May - 28 May
Villa Island Paradise

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
St. Thomas
9.4 out of 10, Exceptional, (243 reviews)
"We were impressed with the room and its location. Had everything we needed for our brief stay. Appreciated the king sized bed after several days of much smaller ones. In great walking proximity to Sapphire Bay Beach and its restaurants and coffee shop."
United States
Roxanne
The price is €248
includes taxes & fees
2 Jun - 3 Jun
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (140 reviews)
"Best place for a vacation, great view from the cottage.Great host and thank you very much Bill for the Christmas gift."
United States
Suresh Kumar B.
The price is €334
includes taxes & fees
6 Jun - 7 Jun
Lameshur Cottage's Guest House

Shibui Cove

Shibui Cove
2.0 star property
St. Thomas
7.4 out of 10, Good, (6 reviews)
"Not everything was operational in the apt. Lights/fans etc. but was an awesome place to stay."
United States
William Eric
Shibui Cove

Charming Beach Condo w/ Balcony

Charming Beach Condo w/ Balcony
Smith Bay
9.4 out of 10, Exceptional, (46 reviews)
"We spent five days at the beginning of May 2026 in this condo and couldn’t ask for a better spot for our first trip to St. Thomas! Perfect location ..close to Red Hook for shops and the ferry. Nice balcony for watching the sunrise and coffee. Pool was refreshing and maintained regularly. Local restaurant / bar, Sudi’s, located in the lower level of building. Provides laid back island vibes with great drinks and delicious food. Host was accommodating and responsive when needed. Would definitely...
United States
Catherine
The price is €265
includes taxes & fees
29 May - 30 May
Charming Beach Condo w/ Balcony

Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
St. Thomas
9.6 out of 10, Exceptional, (193 reviews)
"Excellent location. The kitchen had everything we needed, and the view was excellent."
United States
Jessica M.
The price is €248
includes taxes & fees
2 Jun - 3 Jun
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate
3.5 star property
St. Thomas
8.8 out of 10, Excellent, (33 reviews)
"It was great, clean apartment and definitely recommend going again or booking in the future."
United States
John
The price is €303
includes taxes & fees
30 May - 31 May
Villa Indigo 1BR in Private Gated Estate

Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
8.8 out of 10, Excellent, (36 reviews)
"Perfect overnight location for us. the unit is as described, the owner was responsive as we did need to contact her with a question. We were able to walk to the beach where there were restaurants and bars to enjoy :) "
United States
Darcy
The price is €247
includes taxes & fees
25 May - 26 May
Breathtaking Views from Sapphire Village II

Salt Pond Bay Glamping Site With AC

Salt Pond Bay Glamping Site With AC
St John
10.0 out of 10, Exceptional, (8 reviews)
"rooms are new and very clean. host was present when we arrived and lives on site. nice shared kitchen area with fridge, sink, grill, dishs etc."
United States
Jim H.
The price is €203
includes taxes & fees
24 May - 25 May
Salt Pond Bay Glamping Site With AC

The Captain and the Mermaid - Adventures in Paradise are waiting!

The Captain and the Mermaid - Adventures in Paradise are waiting!
St Thomas
9.8 out of 10, Exceptional, (226 reviews)
"Host was great! Super responsive and accommodating to our early check in needs. "
United States
Susanne M.
The price is €231
includes taxes & fees
30 May - 31 May
The Captain and the Mermaid - Adventures in Paradise are waiting!

Lameshur Bay Glamping Site with AC

Lameshur Bay Glamping Site with AC
St John
9.8 out of 10, Exceptional, (30 reviews)
"Really enjoyed our stay. We felt well taken care of and loved the location!"
United States
John
The price is €207
includes taxes & fees
27 May - 28 May
Lameshur Bay Glamping Site with AC

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝
St Thomas
9.8 out of 10, Exceptional, (54 reviews)
"Our host, Tatiana, was responsive and welcoming. The apartnent had everything we needed and the views were phenomenal."
United States
Carla W.
The price is €205
includes taxes & fees
17 Jun - 18 Jun
Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (40 reviews)
"We stayed just one night before heading over to St. John. The room was clean and suited our needs well. It was nice to have an on site restaurant, Sudi's, that provided a fun start to our trip"
United States
Marshall
The price is €233
includes taxes & fees
31 May - 1 Jun
Sophisticated Beach Condo-Ocean View-Sapphire

Villa East - Panoramic waterfront view - Best location

Villa East - Panoramic waterfront view - Best location
6600 Estate Smith Bay, East End
9.6 out of 10, Exceptional, (51 reviews)
"Room was very clean and the staff at the resort were very helpful and friendly. The view was incredible!"
United States
Konner
The price is €323
includes taxes & fees
8 Jun - 9 Jun
Villa East - Panoramic waterfront view - Best location

The Cottage at Villa Indigo

The Cottage at Villa Indigo
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (15 reviews)
"We got a true dose of the life experience on the island staying here. The entire experience was MAGICAL!!!! Me and my family will most definitely staying again when we come back "
United States
Oronde
The price is €391
includes taxes & fees
24 May - 25 May
The Cottage at Villa Indigo

The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (153 reviews)
The price is €240
includes taxes & fees
28 May - 29 May
The Mermaid's Pearl at Sapphire Beach

Luxe Oceanfront Escape steps from Sapphire Beach!

Luxe Oceanfront Escape steps from Sapphire Beach!
St Thomas
9.8 out of 10, Exceptional, (94 reviews)
"Had everything we needed, nice layout, loved the balcony! Could use some new rugs though. Decor was nice and beachy. LOVED the pool! Ate at Sudi's a few times; very good! Very nice location, short walk to Saphire beach, restaurants. Other than a few pesky bugs, pretty nice place."
United States
Dale
Luxe Oceanfront Escape steps from Sapphire Beach!

Family Glamping Site with AC

Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (34 reviews)
"Thoughtful to have bug swatters, dart boards, honor system drinks/snacks, sunscreen/bug spray. Couches/chairs/hammocks decks were great and Frisbee golf hole/discs!"
United States
Kelly
The price is €299
includes taxes & fees
27 May - 28 May
Family Glamping Site with AC

Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312

Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
St Thomas
9.6 out of 10, Exceptional, (93 reviews)
"Very clean comforting room. Owner thought of everything, beach chairs, towels, excellent stay in the area. "
United States
wing
The price is €226
includes taxes & fees
25 May - 26 May
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
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

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Everything you need to know about St. Thomas and St. John holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the St. Thomas and St. John holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect St. Thomas and St. John holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

St. Thomas and St. John holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in St. Thomas and St. John. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A St. Thomas and St. John holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of St. Thomas and St. John holiday rentals we have selected for you start as low as €231 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on St. Thomas and St. John rentals

At Expedia, we put the best St. Thomas and St. John holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top St. Thomas and St. John rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream St. Thomas and St. John holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around St. Thomas and St. John. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.