Estate Annas Retreat holiday rentals
We found 3,362 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Estate Annas Retreat
Showing deals for:26 Sept - 3 Oct
Image gallery for The Peter Bay 1BR Penthouse Suite at St John's Most Prestigious Address
9.69.6 out of 10 rating
Exceptional
(27 reviews)
The Peter Bay 1BR Penthouse Suite at St John's Most Prestigious Address
St. John, VI
8% off
Price is AU$7,780
AU$7,780
AU$1,111 per night
includes taxes & fees
Image gallery for Beachfront Two Bedroom Luxury Marriott Frenchman's Cove
8.68.6 out of 10 rating
Excellent
(8 reviews)
Beachfront Two Bedroom Luxury Marriott Frenchman's Cove
Charlotte Amalie, St Thomas
8% off
Price is AU$10,267
AU$10,267
AU$1,467 per night
includes taxes & fees
Image gallery for TROPICAL SANDS 🌴 Luxury Beachfront Condo at Elysian Beach Resort
1010 out of 10 rating
Exceptional
(115 reviews)
TROPICAL SANDS 🌴 Luxury Beachfront Condo at Elysian Beach Resort
St. Thomas, St Thomas
8% off
Price is AU$5,297
AU$5,297
AU$757 per night
includes taxes & fees
Image gallery for Island Country Retreat with Expansive Ocean Views ~ Private Pool
9.69.6 out of 10 rating
Exceptional
(21 reviews)
Island Country Retreat with Expansive Ocean Views ~ Private Pool
St. Thomas, St Thomas
8% off
Price is AU$5,962
AU$5,962
AU$852 per night
includes taxes & fees
Image gallery for Luxury Ocean/Beachfront Condo on Sapphire Beach with the Best View!
1010 out of 10 rating
Exceptional
(20 reviews)
Luxury Ocean/Beachfront Condo on Sapphire Beach with the Best View!
Red Hook, St Thomas
8% off
Price is AU$5,697
AU$5,697
AU$814 per night
includes taxes & fees
Image gallery for Beautiful New Bungalow /Magens Bay/ 20K GENERATOR.
1010 out of 10 rating
Exceptional
(7 reviews)
Beautiful New Bungalow /Magens Bay/ 20K GENERATOR.
Peterborg, VIRGIN ISLANDS
8% off
Price is AU$3,252
AU$3,252
AU$465 per night
includes taxes & fees
Image gallery for Sunset in Paradise
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Sunset in Paradise
St. Thomas, VI
15% off
Price is AU$2,407
AU$2,407
AU$344 per night
includes taxes & fees
Image gallery for Sapphire Beachfront! Steps away from water, Great Location
9.49.4 out of 10 rating
Exceptional
(42 reviews)
Sapphire Beachfront! Steps away from water, Great Location
Red Hook, St Thomas
8% off
Price is AU$3,171
AU$3,171
AU$453 per night
includes taxes & fees
Image gallery for spacious and cozy 1 bedroom with garden views and AC-1 mile from Cruz Bay
9.49.4 out of 10 rating
Exceptional
(8 reviews)
spacious and cozy 1 bedroom with garden views and AC-1 mile from Cruz Bay
St. John, St John
8% off
Price is AU$2,499
AU$2,499
AU$357 per night
includes taxes & fees
Image gallery for CHECK OUT THE VIEW! Fantastic Affordable Oceanfront Studio - Listen to the Waves
1010 out of 10 rating
Exceptional
(23 reviews)
CHECK OUT THE VIEW! Fantastic Affordable Oceanfront Studio - Listen to the Waves
St. Thomas, St Thomas
7% off
Price is AU$1,652
AU$1,652
AU$236 per night
includes taxes & fees
Image gallery for Stylish Suite💎 ❤️of Downtown AC WiFi 10 minute drive to 🏖 Historical area
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Stylish Suite💎 ❤️of Downtown AC WiFi 10 minute drive to 🏖 Historical area
Charlotte Amalie, St Thomas
14% off
Price is AU$2,004
AU$2,004
AU$286 per night
includes taxes & fees
Image gallery for Private cliffside retreat full of magic. 10 bedrooms, 22 beds - infinity pool.
9.89.8 out of 10 rating
Exceptional
(39 reviews)
Private cliffside retreat full of magic. 10 bedrooms, 22 beds - infinity pool.
St. Thomas, Virgin Island
13% off
Price is AU$38,725
AU$38,725
AU$5,532 per night
includes taxes & fees
Image gallery for St John Inn Boutique Hotel
9.69.6 out of 10 rating
Exceptional
(21 reviews)
St John Inn Boutique Hotel
St. John, St John
8% off
Price is AU$4,260
AU$4,260
AU$609 per night
includes taxes & fees
Image gallery for Huge 2-bedroom condo with WiFi, AC in enjoyable St. Thomas
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Huge 2-bedroom condo with WiFi, AC in enjoyable St. Thomas
St. Thomas, VI
13% off
Price is AU$2,912
AU$2,912
AU$416 per night
includes taxes & fees
Image gallery for Spectacular View of St Thomas Harbor from both floors & Pool at Bettye’s Villa.
1010 out of 10 rating
Exceptional
(5 reviews)
Spectacular View of St Thomas Harbor from both floors & Pool at Bettye’s Villa.
Charlotte Amalie, St Thomas
16% off
Price is AU$14,267
AU$14,267
AU$2,038 per night
includes taxes & fees
Image gallery for Unforgettable views, amazing sunsets minutes from Cruz Bay and the beach.
9.89.8 out of 10 rating
Exceptional
(35 reviews)
Unforgettable views, amazing sunsets minutes from Cruz Bay and the beach.
St. John, St John
7% off
Price is AU$9,420
AU$9,420
AU$1,346 per night
includes taxes & fees
Image gallery for Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
1010 out of 10 rating
Exceptional
(79 reviews)
Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
St. Thomas, St Thomas
7% off
Price is AU$3,364
AU$3,364
AU$481 per night
includes taxes & fees
Image gallery for Platinum Paradise! Renovated/Modern Luxury! Romantic Couples Getaway! Book Now!
1010 out of 10 rating
Exceptional
(5 reviews)
Platinum Paradise! Renovated/Modern Luxury! Romantic Couples Getaway! Book Now!
St. Thomas, USVI
6% off
Price is AU$3,076
AU$3,076
AU$439 per night
includes taxes & fees
Image gallery for Villa Mangorosa
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Villa Mangorosa
St. Thomas, USVI
8% off
Price is AU$8,739
AU$8,739
AU$1,248 per night
includes taxes & fees
Image gallery for SPECTACULAR OCEAN FRONT VILLA
1010 out of 10 rating
Exceptional
(68 reviews)
SPECTACULAR OCEAN FRONT VILLA
Peterborg
8% off
Price is AU$11,314
AU$11,314
AU$1,616 per night
includes taxes & fees
Image gallery for Pelican Way Villas, Family Fun Villa. Ask about our Remote Work monthly plans.
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Pelican Way Villas, Family Fun Villa. Ask about our Remote Work monthly plans.
St. Thomas
8% off
Price is AU$5,860
AU$5,860
AU$837 per night
includes taxes & fees
Image gallery for The Villa Michelle • Luxury • Heated Pool • Generator
1010 out of 10 rating
Exceptional
(6 reviews)
The Villa Michelle • Luxury • Heated Pool • Generator
St. Thomas, St Thomas
8% off
Price is AU$8,989
AU$8,989
AU$1,284 per night
includes taxes & fees
Image gallery for Bryan's Villa "Where the Views are Endless" Not too good to be true!
1010 out of 10 rating
Exceptional
(29 reviews)
Bryan's Villa "Where the Views are Endless" Not too good to be true!
St. Thomas, VI
9% off
Price is AU$11,751
AU$11,751
AU$1,679 per night
includes taxes & fees
Image gallery for 5 bedroom Atlantic Waterfront
9.89.8 out of 10 rating
Exceptional
(36 reviews)
5 bedroom Atlantic Waterfront
St. Thomas, VI
7% off
Price is AU$8,614
AU$8,614
AU$1,231 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Estate Annas Retreat
Showing deals for: 24 Sept - 27 Sept
Island Oasis, Special Nightly Rates. Vehicle rental available.
Sleeps 4 · 2 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
The current price is AU$1,303
AU$1,303
for 3 nights, 1 home
AU$434 per night
includes taxes & fees
Beachfront Tropical Paradise-Step Out the Door to the Beach!!
Sleeps 4 · 1 bedroom · 2 bathrooms
8.88.8 out of 10
Excellentexcellent
33 reviews(33 reviews)
The current price is AU$1,516
AU$1,516
for 3 nights, 1 apartment
AU$505 per night
includes taxes & fees
Cozy cottage - New Build, 10 minutes from the beach!
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
16 reviews(16 reviews)
The current price is AU$1,122
AU$1,122
for 3 nights, 1 cottage
AU$374 per night
includes taxes & fees
.Whispers of the Sea – A Magnificent Island-View Escape
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
29 reviews(29 reviews)
The current price is AU$2,205
AU$2,205
for 3 nights, 1 apartment
AU$735 per night
includes taxes & fees
Two Bedroom Unit on the Atlantic with Trade Winds, Views
Sleeps 6 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
39 reviews(39 reviews)
The current price is AU$1,617
AU$1,617
for 3 nights, 1 home
AU$539 per night
includes taxes & fees
New studio in Sapphire Village!
Sleeps 3 · 1 bathroom
8.48.4 out of 10
Very goodvery good
70 reviews(70 reviews)
The current price is AU$949
AU$949
for 3 nights, 1 apartment
AU$316 per night
includes taxes & fees
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value