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East End Vacation Rentals

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Top cities in East End

A marina with numerous sailboats docked, surrounded by lush greenery and a mountainous backdrop.
Vacation Rentals

Red Hook

Red Hook

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for East End vacation rentals

A coastal resort with beachfront villas, a golf course, and lush greenery.

1. 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, (258 reviews)
"We had an amazing time. It's highly recommended"
United States
Camierre
The price is CA $57
CA $396 total
includes taxes & fees
Nov 14 - Nov 15
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A resort with a beach, pool, and lush greenery.

2. Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove
4.0 star property
St. Thomas
9.6 out of 10, Exceptional, (179 reviews)
"We had great 8 days at this property. We are so happy with our stay. We got everything we need for wonderful vacation. Location is excellent, villa very clean and staffed with everything and has a lot of extras."
United States
Olena
The price is CA $265
CA $716 total
includes taxes & fees
Nov 25 - Nov 26
Beachfront Villas at Crystal Cove
A poolside area with lounge chairs and tables, a pool, and surrounding greenery.

3. Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
8.8 out of 10, Excellent, (40 reviews)
"The room was beautiful great View locations on point for everything you needed within the area the only downfall I would say was the hill if you're walking and if you have any type of handicap but other than that beautiful place to stay"
United States
Jason
The price is CA $223
CA $406 total
includes taxes & fees
Nov 10 - Nov 11
Breathtaking Views from Sapphire Village II
A bedroom with a bed, a desk, a chair, a ceiling fan, and a balcony with a view.

4. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (164 reviews)
"Great spot and excellent host"
United States
amanda c.
The price is CA $299
CA $559 total
includes taxes & fees
Nov 19 - Nov 20
The Mermaid's Pearl at Sapphire Beach
A swimming pool with lounge chairs and thatched umbrellas.

5. 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, (204 reviews)
"Great place to stay and peaceful"
United States
Candice D.
The price is CA $57
CA $374 total
includes taxes & fees
Nov 13 - Nov 14
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
A balcony with wicker furniture and a glass table, overlooking a coastal area with palm trees and a clear blue sky.

6. Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees

Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
St. Thomas
9.8 out of 10, Exceptional, (144 reviews)
"We had an amazing stay, the condo was very clean and close to several beaches and restaurants."
United States
Jessica D.
The price is CA $239
CA $505 total
includes taxes & fees
Nov 17 - Nov 18
Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
A pool area with lounge chairs, palm trees, and a view of the ocean.

7. 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, (97 reviews)
"Safire Condos and beach are great. Host were amazing, promptly responding to any messages. Short 5 minute walk to one of the best beaches, clean, not crowded, and outstanding food and drink options."
United States
Chamberlain
The price is CA $140
CA $323 total
includes taxes & fees
Nov 10 - Nov 11
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
A beachside restaurant with a view of the sea and mountains.

8. Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
St. Thomas
9.6 out of 10, Exceptional, (177 reviews)
"Good location. "
United States
Anonymous traveller
The price is CA $99
CA $464 total
includes taxes & fees
Nov 10 - Nov 11
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
A balcony with a glass table and wicker chairs, overlooking a scenic landscape with hills and a body of water.

9. Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
St Thomas
9.8 out of 10, Exceptional, (130 reviews)
"Super clean, hotness responsive. Would highly recommend"
United States
Nolan Y.
The price is CA $146
CA $329 total
includes taxes & fees
Nov 10 - Nov 11
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
An outdoor seating area with wooden tables and chairs, a covered patio, and a sandy beach in the background.

10. Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (45 reviews)
"Clean room, AC worked great, pool is very close. Overall, a really cool place to stay."
United States
Michael
The price is CA $165
CA $385 total
includes taxes & fees
Nov 12 - Nov 13
Sophisticated Beach Condo-Ocean View-Sapphire
A swimming pool with steps leading into it, a patio area with outdoor furniture, and a view of the outdoors.

11. Luxury Private Pool Villa. Grill. Generator@Sapphire

Luxury Private Pool Villa. Grill. Generator@Sapphire
Red Hook
9.6 out of 10, Exceptional, (19 reviews)
"Had a great stay, will definitely be back!"
United States
Madison C.
The price is CA $634
CA $1,111 total
includes taxes & fees
Nov 27 - Nov 28
Luxury Private Pool Villa. Grill. Generator@Sapphire
A swimming pool with a pergola, lounge chairs, and a table in a backyard setting.

12. Romantic Private Pool Villa @ Sapphire. Generator.Grill

Romantic Private Pool Villa @ Sapphire. Generator.Grill
Red Hook
9.2 out of 10, Wonderful, (24 reviews)
"Great experience. Nice property, easy walk to the beach, fun pool, TV to decompress with in the later evening. Cool rain shower, grill, quiet and peaceful. Good AC as well!Lovely time. Absolutely would book again and most likely will! Highly recommend."
United States
Timothy l.
The price is CA $445
CA $845 total
includes taxes & fees
Nov 15 - Nov 16
Romantic Private Pool Villa @ Sapphire. Generator.Grill
A pool area with a wooden deck, string lights, and a small boat.

13. Lazy Loft: Tiny Room Loft Queen w Pool

Lazy Loft: Tiny Room Loft Queen w Pool
St Thomas
10.0 out of 10, Exceptional, (14 reviews)
"Book the vibe inn ! You will not regret it. The host was amazing he not only put us onto the absolute best restaurants but also the best bays. The atmosphere at the vibe is so chill.. Everything you need to have a relaxing vacation. We will be back."
United States
Kimberly J.
The price is CA $138
CA $245 total
includes taxes & fees
Nov 12 - Nov 13
Lazy Loft: Tiny Room Loft Queen w Pool
A bedroom with a bed, a TV mounted on the wall, a wooden cabinet, and a kitchen area in the background.

14. Renovated Charming Studio Retreat with Stunning Caribbean Views

Renovated Charming Studio Retreat with Stunning Caribbean Views
St Thomas
9.8 out of 10, Exceptional, (22 reviews)
"it was excellent!"
United States
Sam F.
The price is CA $267
CA $482 total
includes taxes & fees
Nov 14 - Nov 15
Renovated Charming Studio Retreat with Stunning Caribbean Views
A table set with plates, cutlery, and glasses, overlooking a marina with boats and a clear sky.

15. Updated: Luxe Condo steps from Sapphire Beach!

Updated: Luxe Condo steps from Sapphire Beach!
St Thomas
9.6 out of 10, Exceptional, (101 reviews)
"Initially, somewhat tough to locate specific condo within the condo complex. Overall nice property. Very comfortable bed. Very close to Sapphire beach, Lindquist beach, and Red Hook. I would definitely stay again."
United States
Christopher
The price is CA $164
CA $386 total
includes taxes & fees
Nov 26 - Nov 27
Updated: Luxe Condo steps from Sapphire Beach!
A balcony with a table and chairs, overlooking a body of water and distant land.

16. St. Thomas Oceanfront 1BR | Balcony, AC, Near Ritz

St. Thomas Oceanfront 1BR | Balcony, AC, Near Ritz
Red Hook
7.4 out of 10, Good, (8 reviews)
"Place was even better than described. Private, ocean view is amazing, location to everything is great."
United States
Miranda P.
The price is CA $150
CA $402 total
includes taxes & fees
Nov 10 - Nov 11
St. Thomas Oceanfront 1BR | Balcony, AC, Near Ritz
A wooden deck with lounge chairs and a pool, overlooking a body of water with boats and a mountainous backdrop.

17. Villa East - Panoramic beachfront views - Prime location

Villa East - Panoramic beachfront views - Prime location
6600 Estate Smith Bay, East End
9.6 out of 10, Exceptional, (52 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 CA $140
CA $529 total
includes taxes & fees
Nov 12 - Nov 13
Villa East - Panoramic beachfront views - Prime location
A clear blue pool with stone walls and palm trees, surrounded by lounge chairs and a view of the ocean.

18. Sapphire Beach Resort Rental

Sapphire Beach Resort Rental
St Thomas
10.0 out of 10, Exceptional, (14 reviews)
"Very nice condo with beautiful views. We enjoyed ourselves. Definitely plan on booking this condo again. "
United States
Patricia (Pj) N.
The price is CA $424
CA $1,223 total
includes taxes & fees
Nov 10 - Nov 11
Sapphire Beach Resort Rental
A modern living room with a sofa, coffee table, and TV on a wooden cabinet.

19. Sapphire Beach Escape -Top Floor- Amazing Views- Walk to Beach/Restaurants- HGTV

Sapphire Beach Escape -Top Floor- Amazing Views- Walk to Beach/Restaurants- HGTV
St Thomas
10.0 out of 10, Exceptional, (13 reviews)
"Great spot! Well stocked, good view, hard to beat"
United States
John S.
The price is CA $164
CA $372 total
includes taxes & fees
Nov 17 - Nov 18
Sapphire Beach Escape -Top Floor- Amazing Views- Walk to Beach/Restaurants- HGTV
A balcony with two wicker chairs and a small round table, overlooking a beach and the sea.

20. Sapphire Beachfront Condo - Free Wi-Fi - Generator!

Sapphire Beachfront Condo - Free Wi-Fi - Generator!
St. Thomas
9.4 out of 10, Exceptional, (100 reviews)
"Beautiful view of ocean and surrounding islands.Clean and very comfortable room."
United States
Robert K.
The price is CA $235
CA $576 total
includes taxes & fees
Nov 10 - Nov 11
Sapphire Beachfront Condo - Free Wi-Fi - Generator!
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 East End Hotel Reviews

A resort with a beach, pool, and lush greenery.
Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove
St. Thomas

10/10 Excellent

Beautiful accommodations friendly staff 😍
Canada
Valeri
Reviewed January 18, 2026
Beachfront Villas at Crystal Cove

Find out more about East End

Everything you need to know about East End vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the East End vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, 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 East End vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

East End vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in East End. 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 East End vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of East End vacation rentals we have selected for you start as low as CA $56 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on East End rentals

At Expedia, we put the best East End vacation 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 East End 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 East End vacation.

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