Smoking friendly vacation rentals in Water Island

Cottage in Charlotte Amalie

4.81 out of 5 average rating, 36 reviews

Island Life in Frenchtown, Centrally Located

We welcome you to the most authentic ISLAND LIFE that we hope you will fall in love with. Being on a hill, enjoy balmy breezes when you open your windows while also letting the charm of Frenchtown in. Wake up to church bells ringing on a Sunday morning; spy the seaplane landing in the bay; enjoy dinner on the patio with supplied amenities for cooking; walk to bars, restaurants & downtown shopping; take a $1 Safari bus to the beach; pack lightly knowing that we have thought of everything for you!

4.44 out of 5 average rating, 86 reviews

Tiny home in Northside

Vanda Suite

Discover serenity in this tranquil, centrally located private studio at Castia Orquídea 🍃 Immerse yourself in nature with a king-size bed and spacious master bath featuring a rain shower with a glass window overlooking the lush landscape. Relax on your private balcony or any of the indoor or outdoor property’s unique shared spaces. Refresh with an outdoor shower or enjoy a day bed for stargazing, a hammock for leisurely reading, and a cozy fireplace to unwind after a blissful day at the beach.

Apartment in Lerkenlund Bay

4.86 out of 5 average rating, 84 reviews

*No Cleaning Fee* Private & Perfect for Two

* NO CLEANING FEE* Breathtaking views of St. John & all the isles of the BVI. Sip coffee watching the sunrise over the island peaks along the Sir Francis Drake Channel while yachts anchor & dolphins play at Magens Bay. 1/ 1 apt on the Northside of St. Thomas. Includes AC, Starlink, generator, large patio, queen-sized bed, smart TV, fully-equipped kitchen, dishwasher, gas grill & more! Coffee, toiletries, beach chairs & coolers provided. The perfect place for your romantic island getaway!

Treehouse in Saint Thomas

HarmonySuite Luxury Tree House/Suite

Enjoy the lovely setting of this romantic spot in nature. HarmonySuite Tree House provides an added sense of tranquility. You become one with nature as you sit in your hot tub listening to the sound of the ocean. To satisfy our guests demands, we have added the tree house so that a maximum of six guests can enjoy the property, while having their own privacy. The suite is impeccably designed to capture your utmost attention while providing a modern flair. This listing is for both rentals.

Apartment in Anna's Retreat

Blue Sky on Skyline drive !

Blue Sky on beautiful Skyline drive !quiet ,peaceful and centrally-located on SKYLINE DRIVE .Quiet , safe neighborhood . Facing south way above charlotte Amalie harbor ! With a lovely view of the cruise ships . Perfect for morning coffee to watch the ships quietly pulling into the harbor . Afternoon cocktail after a lovely beach day to enjoy sunset and watch the ships leaving the harbor ! 5 min from town . 15 min to Magens bay beach & Coki beach . 20 min from the airport .

Apartment in Charlotte Amalie

4.97 out of 5 average rating, 96 reviews

Chateau Belle, Studio in the Heart of Frenchtown

Nestled in the old French village of Carenage/Frenchtown, this modern Chateau Belle apartment has a private balcony, overlooks traditional Caribbean wood homes, with a harbor view. A 5 minute drive from the airport, the apartment is located across the valley from St. Anne's Chapel, with a 1 minute walk to quality restaurants, the fish market and wharf. Easy access to public transportation and a 10 minute walk to downtown shopping. Perfect for guests without a rental car.

4.99 out of 5 average rating, 83 reviews

Apartment in Northside

A Peace in Paradise too!

Cute 2/1 apartment located on the quieter side. (Northside) Walking distance to Hull Bay Beach (Downhill there, uphill back) “Nomads” and “The Shack” are super convenient to grab a bite/drink while at Hull Bay Beach. “Fish Bar” is super close too, it’s so good! . A/C in both bedrooms. The two twin beds in the second bedroom can be converted into a king bed if preferred. Queen air mattress and pack n play available upon request! Side note : I recommend renting a vehicle.

4.93 out of 5 average rating, 28 reviews

Guest suite in Southside

Casa Agave

Jubilant June price drop! Bring the whole family to this great place with lots of room for fun. Very spacious 3 bedroom 2 bathrooms. Open Concept gourmet kitchen with huge center island open to living and dining area. Screened in porch has picnic table for 8 and outdoor seating overlooking the Caribbean and Pool. Enjoy watching Cruise ships arriving and Spectacular nightly sunsets. Deck with pool, Griddle and both lounge and deck chairs. High Speed Internet everywhere.

4.94 out of 5 average rating, 100 reviews

Cottage in Northside

Caribia Cottage-Elegant Villa w/Private Pool

Caribia Cottage is located in a private Estate with access only through an electronic gate. The spectacular panoramic view of the St. Thomas Harbor is unforgettable and one which many a famous star toasted to when the property was formerly owned by a celebrated Broadway Producer. Walk just two steps from the Cottage into the spacious swimming pool. Enjoy gazing at the busiest Harbor in the Caribbean, as the mega yachts, seaplanes and cruise ships come and go.

Guest suite in Water Island

4.89 out of 5 average rating, 114 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.

4.89 out of 5 average rating, 46 reviews

Apartment in St. Thomas

1BR Getaway w/ Breathtaking Views + King Bed

We are a 5 minute drive to beaches, restaurants and dining, airport, seaports and downtown. We have excellent views, and you’ll love my place because it is spacious and very clean. This apt is perfect for couples, solo adventurers, business travelers, and families (with kids). Pets are allowed. We ask that you kindly clean up after your pet.