Pet-friendly holiday rentals in Charlotte Amalie

4.86 out of 5 average rating, 111 reviews

A spacious master bedroom is featured, with large windows framing a stunning sunset over the Caribbean Sea. A freestanding bathtub is positioned near the window, allowing for scenic views. Light wooden beams enhance the open feel, while a white dresser offers additional storage.

Villa in Cruz Bay

Sunset View Private Home-Cruz Bay

The Love Palace as named by its original owner for his love of the Island, This 3 bedroom (2 bedroom plus small bunk room) / 2 bath vacation rental in Cruz Bay is perfect for couples, friends or family looking for a comfortable stay on St. John. Wake up to the breathtaking view of the Caribbean Sea and neighboring island of St. Thomas. The Villa is nestled in the lush tropical beauty of St.John with plenty of shade and outdoor patios. You will be surrounded with banana mango and Tamarind trees.

Outdoor spacesWalkabilityBathroom

5.0 out of 5 average rating, 29 reviews

A view from a covered balcony showcases lush greenery framing the tranquil turquoise waters and distant hills of the coastline. A decorative lantern hangs from the ceiling, adding architectural charm to the space.

Home in Charlotte Amalie

Save $1000/Wk! Haagensen House w/ Generator

A rare downtown estate located at the top of the famous “99 Steps”. Haagensen House is intimately tucked into the hillside of the stately neighborhood of Government Hill. Enjoy an easy walk to almost everything from this centrally located private estate and gardens with amazing harbor views. Parking is steps away to drive to our amazing beaches or take a leisurely 5 minute stroll downtown to the waterfront or enjoy world class dining, shopping and parks. Rental car is optional, so save $1000!

PetsWalkabilityBarbecue

4.89 out of 5 average rating, 101 reviews

A private pool is highlighted in the foreground, with steps leading into the water. A spacious deck offers lounge chairs and a shaded dining area under a pergola. Clear blue skies and distant islands create a stunning coastal backdrop.

Home in Cruz Bay

Mar de Amores - October special!

At this villa we offer the best cleaning and sanitization practices . Long term rentals are also welcome. This is a three bedrooms villa which offers the most magnificent 180 degree views of four bays: Rendezvous , Hart , Chocolate Hole and Great Cruz Bay, St Croix and Pillsbury Sound to the west, in St John. All bedrooms are under the same roof; the balcony and the pool are facing the sea. 3 bedrooms - 2 bathrooms, amazing garden and ample space for parking. Ample wifi and very private pool.

Outdoor spacesParksAccuracy

Villa in Charlotte Amalie

The spacious living area features high vaulted ceilings, with ample natural light from large windows. A long dining table accommodates multiple guests, while a cozy seating area is arranged for relaxation. A decorative bookshelf filled with various books extends along one wall, enhancing the inviting atmosphere.

4.99 out of 5 average rating, 158 reviews

Tropical Modern Loft | SoHo Style | Concierge

Single night bookings welcome! A luxe art loft experience in the heart of St. Thomas, this exclusive space in a convenient central location provides a chic home base, with sleek design, concierge options, + creative vibes. Perfect for both adventure and serenity. Ample space to lounge, with a balanced historic/contemporary aesthetic, and near beaches, restaurants, historic landmarks, boutiques, + ferry/airport/transportation. Private gated parking and a cafe and art gallery right downstairs.

Outdoor spacesWalkabilityDecor

4.93 out of 5 average rating, 150 reviews

Condo in Cruz Bay

Rockroom One Bedroom Condo at The Hills Saint John

"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bar (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

WalkabilityOutdoor spacesAmenities

Apartment in Charlotte Amalie

The spacious living area features two light-toned sofas arranged around a glass coffee table, with a cozy bean bag on the floor. Natural light enters through two well-sized windows, creating an airy ambiance complemented by a modern floor lamp and a potted plant.

4.99 out of 5 average rating, 156 reviews

Chic 1 Bedroom Oasis with Designer Decor & Pool

Welcome to our impeccably designed oversized 1-bedroom apartment (+ queen size Murphy bed) a stylish retreat that promises an unforgettable stay in the heart of the historic district of Charlotte Amalie with its own plunge pool and deck. This apartment boasts a sophisticated ambiance, curated with the finest designer furnishings, decor and lighting as well as a custom kitchen. This is a perfect location to serve as the base to explore St. Thomas and the surrounding islands.

Outdoor spacesWalkabilityCheck-in

4.79 out of 5 average rating, 180 reviews

A tranquil resort pool is highlighted in this image, featuring clear blue water and surrounded by lush palm trees. An open shelter overlooks the pool area, with a backdrop of a striking sunset casting warm hues across the sky.

Condo in East End

Premium Oceanfront Sapphire Beach Resort & Marina

Experience St. Thomas's premier oceanfront resort. Our ground-floor condo offers stunning St. John views, a one-minute walk to Sapphire Beach, and free beach lounges. Enjoy on-site dining, bars, a coffee shop, car rental, and transport services. Exciting water activities, like fishing charters and jet ski rentals, await. Red Hook's vibrant dining scene, marina, and ferry service to neighboring Islands is just a mile away. Enjoy our newly renovated bathroom.

Outdoor spacesWalkabilityKitchen

Guest suite in Water Island

A serene beach scene is captured with gentle waves lapping at the shore. Palm trees line the sandy beach, providing a tropical ambiance. In the distance, beachgoers can be seen enjoying the water, while a red kayak rests on the sand.

4.89 out of 5 average rating, 128 reviews

Mar Brisa

This unique space includes one bedroom with one bath and an outdoor shower. There is a small dorm fridge, microwave and coffee maker. You will need to bring paper goods for light meals. We will supply coffee mugs and cutlery. Walk out the door and down the path to go to the beach. We are very close. Just go down once you make a right at bottom of our path. We have some masks and fins to use. Also other water toys. Ask if you want to use.

PetsOutdoor spacesNearby

4.91 out of 5 average rating, 11 reviews

Home in Charlotte Amalie

Bellavista Grand Historic Villa | 6BR with Pool

Experience old-world charm in this stunning historic home overlooking downtown Charlotte Amalie. Once a beloved bed and breakfast, this spacious 6-bedroom, 5-bath sleeps 12 guests. Enjoy breathtaking harbor and city views, just a short walk to shops, restaurants, and the waterfront. Steps from the chic Pink Palm Hotel, where you can dine or relax by the pool- this home blends island history with modern comfort and unbeatable convenience!

WalkabilityAccuracyHospitality

4.82 out of 5 average rating, 168 reviews

A dining table set for a meal overlooks a vibrant marina filled with boats. The scene features a decorative starfish and elegant glassware, with sunlight casting striped shadows across the tabletop. Lush greenery and water in shades of blue enhance the backdrop.

Condo in East End

Luxury 1/1 Oceanfront @ Sapphire Beach Resort

Oceanfront Condo at Sapphire Beach Resort Enjoy stunning marina and St. John views from this fully furnished 1-bedroom condo. Sleeps up to 4 with a plush King bed and Queen pullout sofa. Features include AC, WiFi, full cable, and an outdoor grill. Relax on your private balcony and soak in the scenery. Need more space? We also have additional units at Sapphire Beach Resort to accommodate your group. Book your perfect getaway today!

Outdoor spacesWalkabilityAmenities

4.98 out of 5 average rating, 131 reviews

A spacious balcony offers panoramic views of lush green hills and sparkling blue waters. A small table and chairs are positioned for outdoor dining, surrounded by tropical plants and flowers. The combination of sunlight and clouds creates a serene atmosphere.

Home in East End

Brigadoon: RedHook Villa, (sleeps 6) WOW VIEW!

Brigadoon! This recently built villa commands a bird's eye view over “the city” of Red Hook to St. John all the way to the British Virgin Islands. Breezes abound. Enjoy a full kitchen, grill and all the comforts of home. Choose between 6 beaches all within 5 minutes drive. There are 2 king beds, 2 single sofas, and an additional downstairs studio should you need the extra space. Pricing is based on the number of guests.

Outdoor spacesWalkabilityKitchen