East End Holiday Rentals from NZ$386: Search Short-Term Rentals

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Our top choices for East End holiday rentals

A beach with turquoise water, sandy shore, and distant mountains.

1. Flamingo Grove Glamping Site with AC

St John

John

includes taxes & fees

1 Sept - 2 Sept

2. Lameshur Cottage's Guest House

St John

Shawn C.

includes taxes & fees

3 Sept - 4 Sept

A tropical beach with clear turquoise waters, white sand, and lush greenery.

3. Villa Island Paradise

St. John

Angelo

includes taxes & fees

30 Aug - 31 Aug

4. Turtle Nest Family Glamping Site with AC

St John

Carlee D.

includes taxes & fees

1 Sept - 2 Sept

A resort with a central pool, palm trees, and a view of the ocean.

5. The Westin St. John Resort Villas

St. John

Rituparna

includes taxes & fees

11 Sept - 12 Sept

A wooden chair and table set against a lush green backdrop with a view of a valley and distant buildings.

6. Cozy Island Studio-5 Mins to Cruz Bay & Beaches

St John

Stephanie K.

includes taxes & fees

8 Sept - 9 Sept

A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

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

St. Thomas

Alessandra C.

includes taxes & fees

5 Sept - 6 Sept

A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

8. Bluebeard's Castle Resort

Charlotte Amalie

Tricia

includes taxes & fees

27 Sept - 28 Sept

A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

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

St. Thomas

Jason A.

includes taxes & fees

3 Sept - 4 Sept

Clear turquoise sea water with waves at the shore.

10. The Mermaid's Pearl at Sapphire Beach

St. Thomas

"The Mermaid’s Pearl was a comfortable fit for my son (19) and me. It is located in a quiet complex with a beautiful view from the balcony. The studio is a perfect size for two people and was very clean. We enjoyed the local restaurant (Sudi’s) and the pool just outside the front door, as well as the short walk to the Safire Beach complex (local coffee shop and eateries on the beach). We also walked into Red Hook which took about 20 minutes. Red Hook is small but has plenty of little shops and...

Melissa

includes taxes & fees

30 Aug - 31 Aug

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

St Thomas

Jo S.

includes taxes & fees

5 Sept - 6 Sept

A balcony with a table, chairs, and a view of a turquoise sea and green hills.

12. Peter Bay Gatehouse

Maho Bay Quarter

Thomas

includes taxes & fees

3 Sept - 4 Sept

A coastal resort with multiple buildings, a marina, and clear turquoise waters.

13. Breathtaking Views from Sapphire Village

ST THOMAS

Kyle E.

includes taxes & fees

30 Aug - 31 Aug

A room with a TV, wicker furniture, and a view of the ocean.

14. Suite St. John at Gallows Point Resort

St. John

Sean

includes taxes & fees

30 Aug - 31 Aug

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

St Thomas

Carolyn W.

includes taxes & fees

3 Sept - 4 Sept

A coastal resort with multiple buildings, a swimming pool, and boats in the background.

16. Sunset Ridge Villas Unit D

St. John

Jessica

includes taxes & fees

5 Sept - 6 Sept

A beach with clear turquoise water, sandy shore, and buildings in the background.

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

St Thomas

John H.

includes taxes & fees

3 Sept - 4 Sept

18. Sapphire Beach-Beachfront Pools, Restaurants, Jet Ski, Paraceiling, Generator

St. Thomas

John W.

An outdoor seating area with a pool view, covered by white canopies, and surrounded by potted plants.

19. Sophisticated Beach Condo-Ocean View-Sapphire

Smith Bay

Chelsea

includes taxes & fees

1 Sept - 2 Sept

A beach with palm trees, clear blue sky, and a calm sea.

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

St Thomas

Steph M.

includes taxes & fees

1 Sept - 2 Sept

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Top East End Hotel Reviews

Bluebeard's Castle Resort

10/10 Excellent

"The property sits on top of a hill overlooking Charlotte Amalie and as such has amazing views. My room was very big and clean with a small kitchenette and balcony. The hotel grounds aren’t very walkable due to the hills but I was able to call the front office to get a bellman to drive me around if needed. The poolside bar and the onsite restaurant are great to hang out at and meet people from all over. I would definitely recommend and stay there again."

Secret Harbour Beach Resort

10/10 Excellent

"I cannot rave about Secret Harbor enough. My wife and I booked our 5 day honeymoon stay for August '26 at Secret Harbor all the way back in December '25, and we were excited about the stay after reading some reviews and seeing the pictures of the property BUT when we arrived, we were absolutely blown away. We had a first floor villa that allowed us to just walk right out on to the absolutely stunning beach. The room was immaculate upon arrival and the staff did an incredible job of keeping it immaculate throughout our entire stay. The on-property restaurant, Sunset Grille, was a perfect place to grab a hearty breakfast and the dinner service was excellent as well. The location of Secret Harbor (we had a rental car, highly recommend) made it very easy to hop over to Red Hook for some evening festivities, as well as being a great location to depart from to the many beaches on the St. Thomas island, although, I would have to rank the Secret Harbor beach as one of the best, if not the best on the island. Between the friendly staff (and the friendly cats that roam the property), the amenities, beach, crystal clear water, amazing sunset views, food, drinks, and overall amazing vibe of Secret Harbor, I would very highly recommend. There were multiple times my wife and I would tell locals where we were staying, and they all told us we booked an absolute gem of a resort. 10/10 across the board!"

Find out more about East End

Everything you need to know about East End 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 East End holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

East End holiday 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 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 East End holiday rentals we have selected for you start as low as NZ$386 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 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 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 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 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.

Frequently asked questions

Are there holiday rentals in East End?

Yes, there are holiday rentals close to the most popular sights in East End, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that East End has to offer?

Gorgeous View, Beach Access, Swimming Pool, Kayak, Quiet Privacy - the East End: This highly rated holiday home rental in East End is located in the mountains, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in East End?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your East End stay.

What’s there to see and do in East End?

Virgin Islands National Park and Privateer Bay are a couple of lovely local spots to get outside and enjoy nature. You’ll find favourite places to visit such as Trunk Bay and Sapphire Beach in the wider area.

What’s a holiday rental in East End like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in East End. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for families.

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Check prices for these dates

Our top choices for East End holiday rentals

1. Flamingo Grove Glamping Site with AC

2. Lameshur Cottage's Guest House

3. Villa Island Paradise

4. Turtle Nest Family Glamping Site with AC

5. The Westin St. John Resort Villas

6. Cozy Island Studio-5 Mins to Cruz Bay & Beaches

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

8. Bluebeard's Castle Resort

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

10. The Mermaid's Pearl at Sapphire Beach

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

12. Peter Bay Gatehouse

13. Breathtaking Views from Sapphire Village

14. Suite St. John at Gallows Point Resort

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

16. Sunset Ridge Villas Unit D

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

18. Sapphire Beach-Beachfront Pools, Restaurants, Jet Ski, Paraceiling, Generator

19. Sophisticated Beach Condo-Ocean View-Sapphire

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

Find holiday rentals that suit your style

Top East End Hotel Reviews

Bluebeard's Castle Resort

Club Wyndham Elysian Beach Resort

Bunker Hill Hotel

The Westin St. Thomas Beach Resort & Spa

Margaritaville Vacation Club - St. Thomas

Buoy Haus Beach Resort St. Thomas, Autograph Collection

St John Inn

Bolongo Bay Beach Resort

Secret Harbour Beach Resort

Find out more about East End

Frequently asked questions

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