
Holiday rentals with outdoor seating in Road Town
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Top-rated Holiday Houses with Outdoor Seating in Road Town
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Holiday House Rentals with Outdoor Seating

A secluded "Walk to Beach" villa
We absolutely loved our stay at this magical place. Starting from check in where Marilyn showed us around the house, which was absolutely spotless, it was a wonderful trip. We spent a lot of time on the huge porch looking at the most beautiful view. The house was plenty of room for our family, and well appointed with everything we needed to cook and just relax. The location was perfect to be able to walk down to the beach for the day, and we enjoyed being on the less busy end of Tortola. We went out on a boat one day, and the marina was only 10 minutes away (saw turtles, snorkeled in caves, it was awesome!). It was a wonderful family vacation for us, and we loved staying in this beautiful house!

Castaway Cottage: Privacy, Views
If you find yourself in St. John and want a beautiful secluded space with a great view, do not hesitate to stay here! The road getting up to it is extremely steep so if that is hard for you, that would be the only issue. Our jeep made the climb up and down no problem, but it was the steepest road I have ever been on! Other than that, the space is perfect for your homebase. I highly recommend Coffee on the porch for sunrise before your adventure of the day. A great clean space that just feels good to be in.

Charming Aerie Cottage
Beautiful, clean, eclectic villa in a great location!! Host representative met us at check in and walked us through everything. House was super clean and the view was great. Definitely want to arrive during daylight as the driveway is a little tricky the guest time up. Also, recommend 4 wheel drive vehicle. Having the beach chairs and cooler was a great addition for our adventures. Location is great for beaches and islands exploring. Was a great place to spend our 25th wedding anniversary:)

Hillside House
Everthing was exactly as pictured. Kitchen had all you needed and some free coffee, water and Coke to get us started with our groceries. Sophie was superb, answered all our texts quickly. We are in our late 70's and the ammenities were great for us. The porch with the grill was our favorite spot to watch the ocean and sail boats.

BIG WATERFRONT VILLA WALK SHOPPING & RESTAURANTS
Jon is a wonderful host. We have stayed there multiple times and are always pleased and amazed at the house. So much room, and the kitchen and living area are incredible to hang out in. Looking out of the house through the sliding doors to the bay cannot be accurately described. Great location for a direct walk to downtown Cruz Bay and all restaurants. You have to stay here!

Orchid House Cottage at Stoney Point
I don’t have adequate words so soon after leaving to express the feeling that stays with me after being at orchid house for a week. All I can say is that my heart is full. If you are a person who isn’t looking for fancy, and whose idea of contentment is lying in a hammock listening to all the sounds of life teeming around you, this is a place you’ll never want to leave. Wonderful hosts and truly an extraordinary place. A work of art in every way. So grateful to have experienced it!

Long Bay Murry House, ocean views and breezes
Beautiful villa located in beautiful location. perfect for our group to have their own private space. Jon and JB were great with communication!

Stone Cottage with a pool and gorgeous view
As other reviews noted, the drive up was intimidating at first, so a jeep is a must. Kim met us in Coral Bay and we followed her up, but once we went up and down it was easy. The view of the sunrise is incredible, and it's remote enough that we didn't see another person the whole time we were there. Skinny Legs is at the bottom of the hill and we went there multiple times, Lime Out is nearby and is also a must. Most beaches are about a 15-20 minute drive; Kim had several recommendations. We'll very likely be back within the next year or so.
Apartment rentals with outdoor seating

Secluded Apartment - just outside Cruz Bay
The Good: -James is a super kind, friendly and responsive host. -Apt has nice layout for 2, very comfortable bed, powerful A/C, and lovely kitchen to cook in. I loved his stove top. -Very nice full sized washer and dryer which has become a rare amenity on STJ. -Amazing projection TV. We loved watching movies at night. Needs Improvement: -Apartment was very dirty on arrival, however James had it cleaned the next day so the issue was resolved quickly. -Some advertised kitchen items missing or not available. James had them restored the next day. Even though our stay had some hiccups, we enjoyed our time and would not hesitate to recommend staying here for either a short or long duration. Important to note - you can rest assured that if you have any issues, James will absolutely take care of you. Thank you James for another memorable vacation!!

Esperance~Pool~New~National Park
We had such an amazing time at Monic’s place. It was the perfect relaxing getaway. The view from the balcony overlooking the pool was so stunning The space was super clean, cozy, and had everything we needed. You can tell Monic really puts love into hosting, she was so helpful and responsive, and made us feel totally at home. Also, the location was great! There were so many good restaurants within a 10–15 minute drive. We tried a few different spots for dinner and every one of them was amazing. We left feeling so relaxed and recharged. Already talking about when we can come back. Highly, highly recommend if you’re looking for a peaceful spot with unforgettable view

Apple Surf: Ocean Mist - Oceanfront 1 bedroom
This space was perfect for us. Lovely view, close to walkable restaurants, close to west end ferry and lots around there to see. Val was amazing!! He helped us in every way possible and we would definitely go call here. We divided our stay and went to the east end for 4 days but wished we would have stayed at this place the whole trip. There are upstairs guests but we could not hear a thing. Beautiful area!!

Jasmine at Casa Tre Fiori
We really enjoyed our time here, which was a short drive from CRUZ BAY and not difficult to navigate to using Google Maps. This unit was a peaceful and comfortable place to come back to after a day of hiking and snorkeling, and the accommodations were simple but perfectly sufficient for our needs. The very friendly Peter the house cat welcomed us back every day, and we loved hearing the symphony of nature sounds at night on the front porch. The A/C and ceiling fans in the unit kept us cool and sleeping well. We made dinner and the kitchen had everything we needed. The washer/dryer and beach chairs were convenient to have access to. There were a few instances of brief power outages and loss of water pressure in the shower, but travelers to USVI should expect this from time to time as part of life on the island. The important thing is Tina and Joe took care to quickly address anything that came up and it never affected the enjoyment of our stay. We'd love to come back someday.

Sapphire Beach! Oversized Studio Best deal on Stt!
Grace’s place is amazing! Extremely close to sapphire beach and by the red hook area where there are lots to do. Her place is convenient for a lot of the beaches just a short drive away. She was very responsive when we had questions such as parking. Her place is also close by restaurants and coffee shops 3 min drive. Had pots and pans to cook along with cooking utensils. The great part was the foot bath by the entrance so we could rinse our feet from sand before entering.

Turtle’s Nest : Caribbean Studio Retreat
This place was so clean and comfortable. After long days on the beach, I looked forward to coming back to the nest. As a solo traveler who doesn’t drive, the only note I have is that the nest is far from cabs and taxis. I had to walk a bit and hitchhike to get anywhere, which isn’t a big complaint but worth noting!

Ariba - Stylish condo, walk to beach & restaurants
This rental had everything we needed from a fully stocked kitchen in terms of pans, appliances and accessories to beach must haves such as beach chairs and beach towels for our extended stay (12 days) on the West End of Tortola. Even after touring the island over the course of several days, my husband and I concurred the Long Bay area/Villas of Tortola location was the best choice for a quieter tropical stay. If/when we return, we would book this rental again without hesitation.

Serene Suite with Garden Views
We had a wonderful stay at Mayling's place! It was quiet and peaceful. Beautiful patio view! We enjoyed our morning coffee on the patio every day! Home away from home! We would definitely stay there again!
Condo rentals with outdoor seating

Somewhere in the Sun
Loved the place and the location! Met some great people around the apartment complex. We also found sapphire beach to be the best for us on the island

Serene Beach Condo- One Bedroom w/ Balcony
Great day for an overnight day trip. Very communicative and informative host. Would book again.

Stunning Ocean View w/Balcony~Shades of Sapphire~
Thank you Deb and Rob for a great stay. Small but spacious enough for 2 people. The place looks just like the pictures, great location and just a few minutes away from the beach (walking distance). The check-in process was fast and easy. Our plane landed around 11am and Deb allowed us to check-in at 1pm which was awesome. Deb and Rob had great recommendations and responded almost immediately to the few questions we had. They also suggested we get a rental car which I am so grateful that we did! Overall, amazing spot and we would definitely recommend staying here :) Thanks again! 🩷

Oceanfront Beach Hideaway Retreat
My fiancé and I stayed here for our annual trooical getaway. We're from the mountains of Colorado so we're very active and adventerous. This place was perfect! Close to the Red Hook ferries, some great restaurants, and everything was very driveable. We had a rental car and I'd recommend it for this location. It made life very easy. We enjoyed multiple dinners at home because the windows really do look like that and they're SPOTLESS. Enjoy that patio but definitely light a bug candle. We did everything! Hiking, snorkeling off beaches, snorkeling using boat charters... everything. We love this island and Veronica's little condo was exceptional. We did lose power for 1 night. I would recommend blasting the AC the minute you get back to prepare for having to go a night without it and do not open the windows if it happens. Just ride it out. Blame WAPA. I use a CPAP machine and brought a travel battery. I strongly recommend you do the same and bring battery banks for phones at least.

"H2Oh What a Beach!" condo: Walk-out Beach Access!
Our stay at Darryl & Deb's couldn't have been better. From the minute we booked our trip, they were in communication and provided answers for anything we inquired about. On the day of our arrival, we found everything to be as described and never had a complaint for the 10 days we stayed. The location of their condo is prime, with the patio being just steps to the water. It is also close - but not too close - to the bar and several options for eating, as well as the area where live music or a DJ is provided on weekends. We enjoyed a wonderful and relaxing 10 days and really can't think of anything that we would improve upon. Thank you Darryl and Deb for your hospitality. We will be back!

HarborHouse-PRIME OCEANFRONT VILLA SAPPHIRE BEACH
We had an amazing time at Ben and Erica’s property! It was a great location to enjoy the amenities at Sapphire beach and the bars and restaurants in nearby Red Hook. It also provided a great jumping off point for catching a boat charter and enjoying the beauty of St. John. The place was incredibly clean and well stocked and we especially enjoyed the view from the balconies. The only complaint we had is that our party of 5 (listed on the reservation) had a little bit of trouble locating the extra linens for the pull out beds. Other than that tiny hiccup we had the absolute best time at Ben and Erica’s condo and would definitely stay again!

Sea-N-Dipity 1 by the Sea @ Sapphire Resort
Scott’s place was fantastic. Looked just like the photos and awesome location. Would highly recommend.

Sail Away II-WOW Beachfront to Paradise Remodeled
We had a great time staying at sail away on sapphire beach. Great walkout little condo with easy access to all of St. Thomas. Super close to Red hook, 20 minutes to magens bay and minutes to various other beaches. We took the car ferry a couple times to St. John and that is super close as well. We met lots of nice people in the same complex. The pool is right outside the condo and watching the sunrises every morning was a treat. We stayed with our son who slept on the pullout and we were all comfortable.
Quick stats about holiday rentals with outdoor seating in Road Town
Total rentals
20 properties
Nightly prices starting at
$139 AUD before taxes and fees
Total number of reviews
340 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
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- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
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- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Flamenco Beach
- Honeymoon Beach
- Magens Bay Beach
- Limetree Beach
- Oppenheimer Beach
- Coki Beach
- Cane Garden Beach
- Chocolate Hole
- Cinnamon Bay Beach
- Cane Bay Beach
- Peter Bay Beach
- Gibney Beach
- Pelican Cove Beach
- Josiah's Bay
- Caneel Bay Beach
- Maho Bay Beach
- Salt River Beach
- Virgin Islands National Park
- Oil Nut Bay
- Grapetree Beach
- Hull Bay Beach
- Secret Harbor Beach
- Mandahl Bay Beach
- Buccaneer Beach