Vacation rentals with a hot tub in Anna's Retreat

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Top-rated hot tub rentals in Anna's Retreat

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Guest favorite

A private balcony features a glass-top table with two chairs, creating a cozy spot to enjoy the stunning view of the turquoise Caribbean waters and surrounding hills. Sailboats are seen anchored in the bay, enhancing the scenic coastal landscape.

Condo in Cruz Bay

4.8 out of 5 average rating, 101 reviews

Upper Grande Bay-Studio King plus 1 foldout

FRESH AND UPDATED studio unit in the heart if Cruz Bay at Grande Bay Resort. King bed studio suite with a full foldout sofa, Kitchenette & living room seating area, washer dryer. Amazing view from inside & balcony perched high up on the hill over looking Cruz Bay and surround. Great for a honeymoon, anniversary, or any getaway! Very clean unit & well appointed furnishings. . Wake up to the Caribbean Blue water & sun! Please note. PARKINGis NOT included-paid parking offsite or taxis

Guest favorite

Condo in East End

5 out of 5 average rating, 25 reviews

Beachfront 2-Bedroom Condo in St. Thomas

Experience the essence of beachfront living in this exquisite two-bedroom condo at Cowpet Bay West. - Each bedroom features a private en-suite bath for comfort and privacy. - Enjoy a serene atmosphere just a two-minute walk from the beach. - Access to the Elysian Pool and Hot Tub for relaxation. - On-site dining at Caribbean Fish Market and Sangrias. - Explore five additional beaches within a mile for adventure. - 5 Windward is your gateway to an unforgettable Caribbean experience.

Top guest favorite

A serene beachfront scene showcases soft sandy shores meeting calm turquoise waters, dotted with boats. Lush palm trees frame the view, while distant green hills rise against a bright blue sky filled with fluffy white clouds.

Condo in East End

5 out of 5 average rating, 107 reviews

East End/Ocean Front/steps 2 beach/pool/restaurant

7+ Nights = 10% Off Stay! Stay at Océan Bleu, a recently renovated 2-bedroom, 2-bath oceanfront condo in Cowpet Bay, St. Thomas. Enjoy stunning views, a private balcony, and access to the beach, pool, and two restaurants. The condo has modern appliances, beach decor, and a fully equipped kitchen. Free WiFi, linens, beach towels, and laundry soap included. Located near Red Hook and the Ritz, with private parking and a gated community for peace and security. No smoking on the balcony or inside.

Guest favorite

A modern kitchen boasts sleek black and white cabinetry, with a large island at its center. Stools are arranged around the island, while large windows offer panoramic views of the mountains and water. Natural light fills the space, enhancing its contemporary design.

Villa in St. Thomas

4.88 out of 5 average rating, 137 reviews

NEW WATERFRONt Villa at Magens Bay, hot tub, Jeep

This new waterfront villa is conveniently located steps away from the Platform beach and 5 min. drive to famous Magens Bay Beach. Enjoy morning coffee watching turtles or Eagle rays flying above the turquoise water right from your balcony. This extraordinary furnishing and modern feel will provide cozy and exceptional vacation for your family and friends. The outdoor space offers great relaxing area overlooking the Caribbean sea. Hot tub brings the resort feel with the privacy you deserve.

Guest favorite

A modern kitchen space features a large marble island with seating for six. Two woven pendant lights hang above, casting a warm glow. The kitchen is equipped with stainless steel appliances and light cabinetry, complemented by soft greenery in a decorative vase.

Apartment in East End

5 out of 5 average rating, 10 reviews

Windward Breeze – Walk to Beach!

Welcome to Windward Breeze – a brand-new 2025 remodel in stunning Cowpet Bay! This luxurious 3-bedroom, 3-bathroom condo offers incredible views of the surrounding islands, St. John, and a sandy beach. Relax in the resort-style pool and hot tub, or dine at two on-site restaurants with a lively bar. Swim, snorkel and soak up the Caribbean sun in paradise. Experience the ultimate island getaway in the most updated and stylish rental in Cowpet Bay! See our listings for many 5-star reviews!

Top guest favorite

A modern living area features a large flat-screen TV mounted above a stylish wooden media console. A light-colored sofa and accent chairs are arranged around a circular coffee table, with large windows offering views of the ocean and islands beyond. Natural light fills the space.

Condo in East End

5 out of 5 average rating, 21 reviews

5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach

NEW! Spacious 1 Bedroom/2 Bathroom 1200 sq foot -2024 FULLY REMODELED OCEANFRONT Villa in St. Thomas, VI. This spacious villa has an all-new modern interior, spacious separate bedroom, 2 bathrooms, a private balcony and all the amenities! Situated on the sought-after East End, this luxurious retreat offers sweeping ocean/island views. Designed with modern elegance and spacious comfort in mind, the villa provides direct access to three pools, two gourmet restaurants, and a private beach.

Guest favorite

A cluster of white jasmine flowers blooms amidst lush green leaves. The delicate petals are arranged symmetrically, creating an inviting contrast against the vibrant foliage.

Apartment in Fish Bay

4.93 out of 5 average rating, 180 reviews

Jasmine at Casa Tre Fiori

Jasmine at Casa Tre Fiori is located in the peaceful neighborhood of Fish Bay on beautiful St John. An adorable cozy private one bedroom apartment with a kitchenette, which includes a refrigerator, microwave, two burner stove. Wifi. Dish TV. AC in Bedroom with King bed. Living area AC. Private patio. Shared pool. This is a no smoking property. Adjacent rentals can be added for larger groups. See Orchid at Casa Tre Fiori, Wild Ginger at Casa Tre Fiori and Cactus Flower Cottage.

Superhost

A private balcony features a round table set for two, adorned with a vase of yellow flowers. Two turquoise chairs are positioned around the table, overlooking a scenic view of the turquoise waters and lush hills of St. Thomas, creating a welcoming outdoor dining space.

Apartment in Charlotte Amalie

4.92 out of 5 average rating, 172 reviews

St. Thomas Studio w/ Balcony & Pool

Experience your island escape at this charming studio villa, offering stunning balcony views over St. Thomas from Bluebeard’s Hilltop Villas. Guests enjoy tennis courts, a poolside spa, dining options, and concierge services, all within a lively resort atmosphere. Ideally located minutes from Charlotte Amalie’s shopping, beaches, and excursions, this villa is your ideal Virgin Islands retreat for both relaxation and adventure.

Guest favorite

A sandy beach is lined with beach chairs and straw umbrellas. The sun sets in the background, casting a warm glow over the water. Tall palm trees sway gently, and distant hills can be seen across the bay, enhancing the tropical atmosphere.

Apartment in Saint Thomas

5 out of 5 average rating, 15 reviews

Studio Presidential Ocean View Margaritaville USVI

This resort, nestled in a cove fringed by waving palm trees, is a perfect tropical dream-come-true. So grab a beach chair, kick off your flip-flops, sip a tasty boat drink — and let your gaze rest upon an expanse of fine white sand, crystal-clear waters, and St. John island in the distance. Pictures used are stock photos. May not be exact room. Resort may charge taxes and fees at the resort. Must be 21 years old to check in.

Guest favorite

A spacious deck overlooks the ocean, featuring a hot tub and outdoor dining area. Lounge chairs provide comfortable seating under the sun. A grill is positioned nearby, enhancing the outdoor experience. The view extends to serene waters and distant island landscapes under a clear blue sky.

Villa in Northside

4.95 out of 5 average rating, 37 reviews

Crosswinds Villa Gorgeous Views & Breezes, Pool

Step through the door and enter this lush property with stunning views of Hans Lollick and the British islands. This stunning villa sleeps 8 in it's three bedrooms and sleeper sofa. The large pool, hot tub and deck is where you'll spend most of your time enjoying the Caribbean breeze and views! **Please note that there are many steps from the front entry door at the road to the villa due to its cliffside location**

Superhost

A brightly colored living area features a comfortable sofa and a wooden coffee table on a patterned rug. Large sliding glass doors open to a balcony with views of the water. A television is positioned on a media console while a small dining space and a work area are visible.

Condo in East End

4.83 out of 5 average rating, 131 reviews

Amazing View: 1 Bed/1 Bath Villa on Red Hook strip

We are located in the Heart of Red Hook, within walking distance of the market, banks, ferries, restaurants, entertainment & much more! We host multiple units in the same building, 1 and 2 bedroom units. Be sure to click our profile picture (JBH Rentals) to view more listings. Please feel free to send an inquiry if you have trouble viewing. For returning guest, we do offer "In-Season" discounts toward any unit we host.

Guest favorite

A private pool sits invitingly on a spacious deck, surrounded by white lounge chairs. Views of the sparkling Caribbean Sea and distant islands are prominent against a bright blue sky, creating a serene outdoor retreat.

Home in Northside

5 out of 5 average rating, 5 reviews

Northside Villa, Pool + Views near Magens Bay

Escape to this designer Northside villa just minutes from Magens Bay! Enjoy breathtaking ocean views, a private pool, and laid-back luxury in the heart of St. Thomas. Perfect for couples, families, or friends—this island retreat offers modern coastal style, full kitchen, spacious bedrooms, and sunset vibes. Close to beaches, dining, and adventure—your Caribbean getaway starts here!