Road Town Rentals

Updating...

age 0-16
224 Results

Relevance

Price: low to high

Price: high to low

Reviews

224 Houses

AnaCapri Estate

Road Town villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Toaster

All filters match

Price per night from

$655

1 Bedroom Vacation Rental

Road Town apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Toaster

All filters match

Price per night from

$150

Great rentals within 20 miles that match your search

Beautiful 2015 Saba 50 Catamaran Sail Boat

East End yacht

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Toaster

All filters match

Price per night from

$4,016

The Peter Bay 1BR Honeymoon Suite at St. John

St. John villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Toaster

All filters match

Price per night from

$683

Suite 8C - Gallows Point Resort Oceanfront Upper Level

Cruz Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Match: Toaster

All filters match

Price per night from

$683

Yacht Catatonic-Crewed All-Inclusive BVI Charters

Charlotte Amalie yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Toaster

All filters match

Price per night from

$3,032

Escape Winter at Westin St. John Resort, USVI

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Toaster

All filters match

Price per night from

$2,008

An Enchanting Caribbean Interlude affordable 4 you

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Toaster

All filters match

Price per night from

$167

Bellamare at Mahoe Bay, Virgin Gorda

Spanish Town villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Toaster

All filters match

Price per night from

$803

Two Bedroom Villa at Sapphire Beach Resort

St Thomas East villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Toaster

All filters match

Price per night from

$458

Serenity - Private Caribbean Style Pool Villa

St Thomas East condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Toaster

All filters match

Price per night from

$259

@Sapphire Beach Playa Brisa y Mar

St Thomas East condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Toaster

All filters match

Price per night from

$574

Villa Madeira

St. John villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Toaster

All filters match

Price per night from

$602

Our place in St Thomas 1BR Suite

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 44 minutes

Match: Toaster

All filters match

Price per night from

$194

Tamarind - Virgin Gorda Overlooking North Sound

Virgin Gorda villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Toaster

All filters match

Price per night from

$1,721

⛵ Sail charter Catamaran NEW! Caribbean BVI's

Brewers Bay yacht

  • 1 bedroom
  • 3 bathrooms
  • sleeps 2

Match: Toaster

All filters match

Price per night from

$2,295

Beachfront Condo - 37 Steps from thr water

St Thomas East condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Toaster

All filters match

Price per night from

$343

Starfish Studio on Crystal Cove Sapphire Beach

Smith Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Toaster

All filters match

Price per night from

$224

Lion's Gate Getaway - Lush tropical setting

East End house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Incredible Getaway” This is a great place to stay when vacationing in St. Thomas. Max is an incredible host and generously shares her home and her knowledge of the islands. Rent a car if you don't like trekking up the hill, but we made it okay without one.

Match: Toaster

All filters match

Price per night from

$161

Satinwood: private, breezy eco-villa with an amazing View

Coral Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Toaster

All filters match

Price per night from

$419

Responds fast! avg. 3 hours 57 minutes

Match: Toaster

All filters match

Price per night from

$1,804

Lidskjalf at Annaberg - Walk to Francis Bay Beach!

Virgin Islands National Park villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Toaster

All filters match

Price per night from

$501

“We didn't want to leave!” My husband and I stayed at Mooncottage for too short a time in april 2014. We loved it and will hope to go back one day. The layout of the cottage is perfect for a couple. Separate sleeping cottage allows for one to sleep-in undisturbed while the other makes coffee. The island/asian decor is very attractive and the house was fully equipped with everything we needed. But the very best feature is the view which is absolutely to die for. Once there, you will be happy to skip a day at the beach and just bask in the breezy air, taking an occasional dip in the tiny pool, positioned perfectly between the bedroom and the deck. The drive in is pretty hair-raising, but once you get the hang of the very steep and very rough roads (typical in Carol Bay and much of St. John) and the perilously steep driveway, you'll be so glad you made the journey!

Match: Toaster

All filters match

Price per night from

$820

Bigger Splash, Private Villa-The Baths w/Concierge

The Baths villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Toaster

All filters match

Price per night from

$460

Sapphire 1 Bedroom-Free H/S WIFI & No Excessive Owner Fees #257

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Toaster

All filters match

Price per night from

$206

Drake's View: Voted Best View in the Caribbean

Coral Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Awesome family vacation” This was our second visit to Drakes View and we again enjoyed everything the property has to offer...views, a well equpped kitchen, hot tub and ample space for our 3 generations to be together for Thanksgiving week. In spite of an abnormally rainy week, we made the best of our beach time and enjoyed the views from the villa when we were forced inside. We lovedbeing able to stay overlooking Coral Bay,our favorite side of St. Johns. We explored several new beaches and snorkeling apots. Thanks to the Roberts family and their wonderful concierge team of Dorothy and Fernando.

Match: Toaster

All filters match

Price per night from

$912

Luxury Honeymoon Suite/ Wifi/ Gated/ Privacy/ Private Pool/ Hot Tub

East End apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Best Place On Earth!!” Where do I begin... My husband and I were on our honeymoon. Dana and Jason were the best hosts-they gave you privacy, but if you need assistance they were always there to help. They made us feel at home in the HarmonySuite with happy smiles and open arms. We were given breakfast every morning-tastes of the Island foods- DELICIOUS ; ) It was amazing to see the iguanas that would come up to the deck to visit. The rooms were well-kept and well-stocked Dana and Jason have everything at your hands. The pictures don't lie the VIEWS were phenomenal-(I think I have a billion pictures of just the view) It was awesome to wake up and come home every day to the spectacular views. The pool/cabana and hot tub were extra touches to this fantastic getaway and are exclusively for your enjoyment . The people on the island are the best so sweet, helpful, and genuine-always great to be around, the beaches are jaw dropping we never wanted to get out- recommending COKI BEACH/ MAGENS BAY and night life was amazing recommending DUFFY'S LOVE SHACK/ SENOR FROGS (RED HOOK) all of this plus much more all located about 6-8 minutes away (car recommended). Can't wait to go back to the best place on earth!! Dana & Jason we love you, Thank You for making our honeymoon a time to remember forever..God Bless

Match: Toaster

All filters match

Price per night from

$339

Great Expectations St. John vacation rental villa

Cruz Bay villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 20

“Re-impressed” I spent time at Great Expectations for one month, each, in 2010 and 2011 with family and friends. We had an amazing time. Its really a beautiful property, and its true, everything you need, they supply. in 2013 we tried a new place on a different island. What a mistake. the place did not live up to its on line review or pics. This year we went back to G E and were even more pleased (which none of us thought was possible)! The new pool is amazing. Infinity in style, large, with amazing views. Can't wait for next year!

Match: Toaster

All filters match

Price per night from

$1,468

SOUTH SOUND VILLA VIRGIN GORDA Waterfront Luxury villa 7 bedrooms w/pool A/C

South Sound villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 18

“Heaven on earth” I want to thank the owner Thursten Cook for another wonderful week at South Sound. The property is located on a private cove with breathtaking views of the Ocean. The property was in great shape with a new refrigerator and a new boat. It is difficult to put into words the feeling of falling asleep at night and hearing the roar of the ocean. As this is our second time at the Villa we are starting to get to know all the citizens. The people on the Island go out of their way to make you feel confortable. Thanks again for an incredible week and hopefully we will see you again next summer. Heaven on earth!!! Michael Vincent John Spaziani Palm Beach, Florida

Match: Toaster

All filters match

Price per night from

$936

Ocean View Villa!!! 2 bedrooms, 2 Bathrooms ( sleeps 4 to 6 ).

Jost Van Dyke villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Toaster

All filters match

Price per night from

$505

Too Blue Villa - Spectacular Caribbean front 3B/3B

St. Thomas apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“A Gem” Too Blue is a Gem!! Having tea every morning while watching Yacht Club activities, or boats coming and going from Cowpet Harbor was soothing. Walking to the beach each day without having to drive, perfect. Being close to Red Hook was nice too. Very good restaurants near by as well. Perfect spot. The unit itself is beyond 5 star's ! The only issue we had was there was no electricity in the bathrooms that is it (you shouldn't blow dry your hair on the islands any way). Every other amenity was thought of (frying pan's on the small side should you want to cook breakfast in the am for the group) The furniture and beds are all comfortable. But wait.... The master bath shower, will be the best shower you ever experience. I had tears in my eyes the day I turned off the water for the last time! I actually waved good bye to the view! Miray has been nothing but great to work with! This is the place to stay!!!

Responds fast! avg. 3 hours 36 minutes

Match: Toaster

All filters match

Price per night from

$517

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

Match: Toaster

All filters match

Price per night from

$987

Oceanfront secluded villa, walk to private beach

St. Thomas villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Toaster

All filters match

Price per night from

$574

Villa Mirino, Ocean front, Intimate East End Home

East End villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

“Beyond Expectations” I would not stay anywhere else on the island. The house itself is in immaculate condition with huge sliding glass doors in every room allowing for amazing views of the Caribbean from every room. I loved waking up to the breathtaking sunrise every morning and the house's beautiful décor encourages complete relaxation. Whether watching TV, playing Xbox/Playstation or listening to music via the surround sound system, it felt like our every whim was met. The kitchen is stocked with gourmet appliances and cookware which made my ability to create fantastic meals for us easy and fun. When we tired of laying by the pool, the beach was less than a mile away and the Red Hook night life was right down the street. This villa is truly one of the premier locations on the island. I cannot wait for the next trip back

Match: Toaster

All filters match

Price per night from

$862

Allamanda Estate A Dream Villa With Amazing Views

Tortola villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Toaster

All filters match

Price per night from

$1,476

Spectacular VIew in Lush Surroundings

East End cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Toaster

All filters match

Price per night from

$259

Anam Cara Villa - Secluded Luxury Beachfront Home

South Sound villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Toaster

All filters match

Price per night from

$862

Limin'House Luxury 4 Bedroom Caribbean Villa Fully updated and renovated!

West End villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Loved this house!” The layout of Limin house was perfect, lots of private areas to chill and a lovely open air veranda to come together. The attention to detail was noted from the great margarita and ice machines to flashlights in all rooms. Loved to be able to make coffee in the bedroom and the sit on the balcony early in the morning and watch the scene unfold below. We loved the huge outside BBQ and took advantage of having half our dinners in. Pool was fantastic with great views and gardens all around the property were lovely. Outdoor showers were great anytime of day! We had issues with our main fridge, but Deb (Manager) was very attentive and helpful and brought us ice if we needed. The freezer worked and there was a bar fridge by the pool so we all got lots of exercise. We understand things go wrong and it is hard to get parts etc on the island. The house more than made up for this and we didn't really care too much. we hope to be back in 2 years and would definitely stay at Limin House.

Responds fast! avg. 38 minutes

Match: Toaster

All filters match

Price per night from

$821

Viewing 38 of 224
rentals in Road Town

×

Also consider