Chocolate Hole Rentals - Vacation Rentals in Estate Annas Retreat

Villa Palmera - 5-Star Modern Tropical Paradise From US $1,294
         

Wild Ginger Villa From US $704
         

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10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool
Villa Marina Vista From US $470
         

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9.6 (56 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Down Island Dream - your perfect getaway! 1BR/1BA From US $305
         

Breath Taking Views at Sapphire Beach - Sapphire Gem VI From US $386
         

Luxury Places to Stay in Estate Annas Retreat

Over 2318+ Luxury Places to Stay in or Near Estate Annas Retreat

Top-Rated Vacation Rentals with a Pool in Estate Annas Retreat

Over 1623+ Top-Rated Vacation Rentals with a Pool in or Near Estate Annas Retreat
On The Beach, Few Steps To The Ocean unit D-204 From US $312
         

10.0 (229 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
New York Designer's Caribbean Hideaway on Sapphire Beach From US $242
         

Pet-Friendly Vacation Rentals in Estate Annas Retreat

Over 78+ Pet-Friendly Vacation Rentals in or Near Estate Annas Retreat
Come Chill on the Hill From US $110
         

10.0 (3 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Security/Safety
Little Indigo Apartment #2 with BIG Harbor View From US $401
         

6.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Villa Indigo 1BR in Private Gated Estate From US $347
         

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8.8 (32 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
PROMO 5% WEEKLY AND 10% MONTHLY DISCOUNT 4 bedrooms with great views From US $515
         

Villa Mas: Also available as a 3 bedroom. From US $1,289
         

10.0 (103 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Sapphire Beach Resort Rental From US $683
         

10.0 (12 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Private condo by the beach! ¡Condo a pasos de la playa! From US $447
         

10.0 (7 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Your tropical studio steps from the beach. From US $176
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Estate Annas Retreat

Over 355+ Large Vacation Homes & Villas in or Near Estate Annas Retreat
HOORAY! YOU'VE FOUND THE GORGEOUS GETAWAY YOU'VE BEEN LOOKING FOR. From US $410
         

9.6 (57 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Private Villa, Pool, Views, Generator, Fast WiFi From US $1,604
         

Wheelchair Accessible Vacation Homes in Estate Annas Retreat

Over 323+ Wheelchair Accessible Vacation Homes in or Near Estate Annas Retreat
The Westin St Thomas Beach Resort & Spa From US $324
         

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8.4 (159 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Marriott's Frenchman's Cove From US $944
         

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9.0 (199 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Sea You Soon Retreat+Jeep option From US $261
         

10.0 (5 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Estate Annas Retreat Vacation Rentals and Airbnb Places to Stay Under $200

Over 308+ Estate Annas Retreat Vacation Rentals and Airbnb Places to Stay Under $200
Hidden Hilltop Treasure From US $95
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Tillett Gardens Guest House From US $150
         

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8.0 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Salt Life at Sapphire Beach From US $191
         

9.8 (36 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Estate Annas Retreat

Over 1306+ Instantly Bookable Vacation Homes in or Near Estate Annas Retreat
Beach Front Villa with Down Island View - Priceless! From US $410
         

Our Home is Your Home in St Thomas, ~USVI~ From US $321
         

9.4 (109 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
JUST REMODELED! Beachfront Villa, 2 Bed/2 Bath, Building B From US $760
         

RENOVATED, Spacious 1 BDRM, Luxurious, BEACHFRONT From US $512
         

9.8 (115 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Beautiful Oceanfront Condo From US $276
         

9.6 (44 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

About Estate Annas Retreat Vacation Rentals

With more than 2327 Estate Annas Retreat vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Chocolateholerentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Estate Annas Retreat.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Chocolateholerentals Estate Annas Retreat, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Estate Annas Retreat. Places to stay near Estate Annas Retreat are 510.61 ft² on average, with prices averaging US $620 a night.

Chocolateholerentals makes it easy and safe to find and compare vacation rentals in Estate Annas Retreat with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Estate Annas Retreat

Type Count
Holiday Apartments 506
Resorts 268
Villas 251
Vacation Homes 200
Hotels 40
Cottages 10
B&B 5
Cabin Rentals 2
Others 2

Use these Quick Filters to Find a Vacation Rental in Estate Annas Retreat

Pro Tip: Chocolateholerentals makes it easy to compare the best listings on Chocolateholerentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Chocolateholerentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Estate Annas Retreat.

Weather in Estate Annas Retreat

View the weather forecast for Estate Annas Retreat before booking your Estate Annas Retreat Vacation Rentals to confirm your best time to go.

December - February
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March - May
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June - August
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September - November
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Other Places to Stay Near Estate Annas Retreat, VI


Complexes around Estate Annas Retreat, VI


Estate Annas Retreat Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Estate Annas Retreat?
How many vacation rentals are available in Estate Annas Retreat?

Currently, the total number of properties listed in 2026 is over 2327 in the Estate Annas Retreat area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Estate Annas Retreat.