Guesthouse vacation rentals in Anna's Retreat

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Top-rated guesthouse rentals in Anna's Retreat

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Superhost

Guesthouse in East End, U.S. Virgin Islands

Garden Suite at Sapphire Beach Retreat

Very comfortable guest suite with direct access to Sapphire Beach. The garden suite boasts a queen bed in the main room and 3 twin beds in the bunk room... 2 bunks and a trundle. The Suite has a refrigerator, microwave and coffee maker. In addition, there is a private patio for your enjoyment. The location is premium. The home is just 5 minutes from Red Hook. You'll enjoy the ability to walk unto Sapphire Beach and enjoy all of Sapphire's offerings... coffee shop, restaurants and bars.

Jan 1 – 8

G$89,935 GYD per night

Guesthouse in Saint Thomas, U.S. Virgin Islands

4.76 out of 5 average rating, 38 reviews

Veronica's Hideout- Cozy Vacation Spot

Veronica's Hideout is located in a quiet residential neighborhood, less than 2 miles from the beautiful Magen's Bay Beach. A cozy two bedroom apartment with private entrance, fully stocked kitchen, air conditioning, and tv's in each bedroom. The master bedroom has an attached sitting room and office space for those that like to mix a little work with vacation. This Airbnb is perfect for a solo getaway or family vacation. A quick 10 minute drive to Charlotte Amalie and other local attractions.

Apr 17 – 24

G$43,613 GYD per night

Guesthouse in Saint Thomas, U.S. Virgin Islands

4.69 out of 5 average rating, 49 reviews

Hull Bay Glamping Studio: Walk 2 Beach!

This unique & tranquil studio is situated amongst the palm trees with a spectacular view of Hull Bay that’s a short 10 minute walk & 15 minute drive to Magen’s Bay! Features a queen bed, kitchenette, AC & full bathroom located off the outdoor deck. Deck features outdoor couches & dining area. Parking is located at the bottom of the road. Please be advised, the road is somewhat steep, but it's just a short walk up the hill to the private gated entry. Private staircase leads to front entryway.

May 20 – 27

G$21,666 GYD per night

Guest favorite

Guesthouse in Southside, U.S. Virgin Islands

5.0 out of 5 average rating, 32 reviews

Darling Palms Tree House: Beachside Studio Oasis

Welcome to our spacious studio apartment nestled among a paradise of palm trees, with a ‘tree house' atmosphere. Just a short stroll away, discover the allure of a nearby beach and resort, offering two restaurants, a market, and a pool bar for ultimate relaxation. Embrace the outdoor ambiance on our expansive patio, complete with comfortable seating and a grill, perfect for alfresco dining. Please note that the studio shares a wall with another rental unit. Parking on property is available!

Sep 15 – 22

G$42,403 GYD per night

Guest favorite

Guesthouse in Saint Thomas, U.S. Virgin Islands

5.0 out of 5 average rating, 52 reviews

Sunrise Cottage - Secluded, Romantic, Private

Sunrise cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 18 or older.

Apr 2 – 9

G$60,097 GYD per night

Guest favorite

Guesthouse in Northside, U.S. Virgin Islands

4.9 out of 5 average rating, 21 reviews

Island vibes and views! 5 min drive to the beach!

Relax to the sounds of the island and a gorgeous view of the harbor! You’ll have a private newly renovated apartment that sits within the jungle high up on the mountain side. From your living room you can see the Charlotte-Amalie Harbor, St Croix, and a glimpse of St John. We are a five minute drive to Hull Bay and the best fish tacos on the island. Magens Bay is just 10 minutes away. This middle apartment has a full kitchen, huge king bed, and renovated bathroom to make the stay yours!

Aug 11 – 18

G$37,668 GYD per night

Guest favorite

Guesthouse in Coral Bay, U.S. Virgin Islands

4.96 out of 5 average rating, 141 reviews

Ocean Blue Cottage

Update: New mattress as of Fall 2022! Ocean Blue Cottage located in Upper Carolina, 400' above sea level, overlooking Coral Bay harbor, Bordeaux Mt, Carolina valley and a peek of the Caribbean Sea. 23 steps down from the road, it has a bedroom 9'x12', dining/kitchen area 6'x10', bathroom 3'x10', private outdoor shower 4'x5', deck 8'x4' with grill, furniture, umbrella. Pricing is $150 night. There’s also an $90 cleaning fee per reservation. 5 min drive to restaurants, 10 min to beaches.

Dec 11 – 18

G$36,185 GYD per night

Guesthouse in Saint John, U.S. Virgin Islands

5.0 out of 5 average rating, 3 reviews

Hope

Our one bedroom/ one bathroom cottage is all you need after a day at the beach. Centrally located off of Centerline Road, Hope Cottage is minutes from Cruz Bay and less than 20 minutes from Coral Bay. Nestled in a serene garden setting. The surrounding area of Gifft Hill is home to local schools and is a stones throw away from the Emergency clinic. You can feel at peace in the safe and homely residential setting. Enjoy a comfortable and restful nights sleep in Grateful Grotto.

Aug 14 – 21

G$26,078 GYD per night

Superhost

Guesthouse in Charlotte Amalie West, U.S. Virgin Islands

4.93 out of 5 average rating, 230 reviews

OMAJELAN CASTLE (A)

Welcome to the Omajelan Castle. Set amongst the lush mountain canopy of Santa Maria, on the North Western side of St. Thomas, with a view that is befitting of a king and queen. About 5 minutes from the beach and 15 minutes from downtown, Charlotte Amalie, The Omarjelan Castle's regal architecture is further enhanced by a breathtaking yet tranquil view of the Atlantic ocean. These small yet comfortable efficiencies afford you a unique experience you'll not soon forget

Jul 14 – 21

G$20,620 GYD per night

Guest favorite

Guesthouse in Northside, U.S. Virgin Islands

4.96 out of 5 average rating, 25 reviews

CAR & Oceanview Suite Villa La Brisa

SUMMER SPECIAL - FREE CAR RENTAL NOTE: This particular unit listing includes daily access to a 2019 AWD Automatic Jeep Compass vehicle for getting around island upon execution of rental agreement and valid drivers license and auto insurance. ***MUST BE 25 Y/O TO BOOK*** If access to vehicle is not required you can send a message to inquire about lower rates.

Apr 1 – 8

G$71,155 GYD per night

Guest favorite

Guesthouse in East End, U.S. Virgin Islands

5.0 out of 5 average rating, 12 reviews

Large studio

Newly built compact yet spacious one bedroom studio located in a convenient location, minutes from beautiful beaches, grocery stores, gas stations, bars and restaurants. Gated property with multi vehicle parking, wifi, AC, and private balcony seating. The Jungalow is the perfect little gem to nestle into for your next quick island getaway!

Sep 20 – 27

G$30,903 GYD per night

Guest favorite

Guesthouse in Cruz Bay, U.S. Virgin Islands

5.0 out of 5 average rating, 39 reviews

The Guest House of Villa Solare

Upon entering the Villa property, you experience the natural Caribbean artistry of stone & shell archways, brick courtyard and tropical gardens. This accommodation includes access to the upper level of the Guest Cottage with a queen suite (en-suite bath) and attached, separate room with kitchenette, sleeper sofa and second full bath.

Oct 13 – 20

G$60,308 GYD per night