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Cottage holiday rentals in Saint Thomas

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Popular amenities for Saint Thomas cottage rentals

Cottage rentals with a hot tub

Cottage in Coral Bay
5 out of 5 average rating, 14 reviews

Cottage w/Awesome View, Hot Tub, Solar, sleep 2-4

HamishRating, 5 stars3 months ago
Cynthia and her team were amazing. From the moment we booked until we left, the communication was prompt and helpful. The place is Heaven on Earth! The views are amazing and very private. There are gorgeous paths on the property with exotic plants and wildlife. The hosts have everything you will need, including aloe for sunburns, beach chairs, snorkeling gear, towels, coolers, etc. This is probably the nicest and most well appointed rental we have stayed in. The location is quiet and only a short drive to restaurants, the market, marina, beaches and hikes. However, being at the far end of the island, everything is scaled down and there are fewer people. We found uninhabited beaches and some of the best hiking ever. If you don't like crowds, this is the place for you. Highly recommend.
Cottage in Northside
4.89 out of 5 average rating, 36 reviews

Cliffhanger By The Sea - stunning oceanfront villa

BarbaraRating, 5 stars7 months ago
Owners were super nice and easy to work with! Caretakers, Joe and Sally couldn't have been more helpful. My family would love to return to this special house!
Cottage in Coral Bay
5 out of 5 average rating, 6 reviews

Cottage w/Awesome View, Hot Tub, Solar, sleep 4-6+

JulieRating, 5 stars3 weeks ago
Our stay at Stonehenge Cottage checked all the boxes - perfect location, beautiful surroundings, plenty of room for 5 adults, comfortable beds, and lots of amenities. The place is close to restaurants in Cruz Bay and there are 3 markets to pick up groceries and fresh fish for cooking at home. It is also close to the hiking trails and beaches on the south side of the island which are less populated and provide great snorkeling.
Superhost
Cottage in Rogues Bay
4.92 out of 5 average rating, 190 reviews

Lowena Cottage

MarkRating, 5 stars3 weeks ago
Exceptional location, wonderful cottage we had a wonderful time
Cottage in Coral Bay
4.88 out of 5 average rating, 8 reviews

Fair Winds Villa - Perfect for two couples

SidneyRating, 5 stars22 months ago
A lovely week for our family vacation to St John! Fair Winds is very private, cozy, and comfortable. The VIEW IS AMAZING. We stargazed every night and felt the trade winds cool us off after an outdoor shower in paradise. The kids loved staying in the guest house while us parents stayed in the main house bedroom. Thank you, Margaret for meeting us in Coral Bay and leading us up the mountain so we knew exactly where to go!
Guest favourite
Cottage in Coral Bay
5 out of 5 average rating, 26 reviews

Fair Winds - Private, remote, hot tub

LizRating, 5 stars2 months ago
Great get away to the lovely Fairwinds. Coral Bay is a treasure and Margaret was terrific - greeting us to lead us up the house on our arrival and very responsive to our questions. Great trip!
Cottage in Cruz Bay
4.66 out of 5 average rating, 41 reviews

Amazing Views-Stardust 2 Bd/2 Bth Cottage, Hot Tub

HannahRating, 5 stars6 months ago
Lynn’s place was perfect for us as 2 couples visiting St. John. Close to everything and with beautiful views, we enjoyed our stay. Kitchen was also really well-equipped which was much appreciated!
Top Guest favourite
Cottage in Saint John
4.98 out of 5 average rating, 95 reviews

Bon Bini -Solar Power w/ Battery Back-Up & Hot Tub

IvyRating, 5 stars3 weeks ago
I absolutely adored my stay at Bon Bini. This was my 5th on island and this is by far my best experience because of this cottage. I loved walking out every morning to the view and hearing the lively animals. Seeing the donkeys, goats, chickens. Location is nearby many of the best beaches and not too far from town. The drive up hill to find the place was intimidating but Emily gave awesome instructions and got easy. This place feels magical and would love to stay here every time.

Pet-friendly cottage rentals

Cottage in Culebra
4.18 out of 5 average rating, 34 reviews

Ka'Mia Cottage

JoseRating, 5 stars23 months ago
Great stay. Recommended and definitely will stay again. Very private, the view is amazing and 2 AC units which help the apartment stay cold during these extremely heat days. A 4x4 is needed to reach the apartment in rainy days. I don’t think the golf cart could reach the unit. Keila is a great host and communication was great. Thank you for everything.
Cottage in Jost Van Dyke, White Bay
5 out of 5 average rating, 10 reviews

Seaside Cottage overlooking incredible White Bay on Jost Van Dyke

BlairRating, 5 stars2 weeks ago
White Bay Villas cottages are just a slice of paradise. The view is the "wow" factor, however the cottage is more spacious than even the pictures do justice with a nice little separate living room and a small galley kitchen that has everything you need. The location is very private...a very manageable 4-5 minute footpath winds down to the private beach at east end of White Bay. You cannot leave a car immediately at the cottage...I was there without a car and any number of local drivers can pick you up very quickly...I think Jost Van Dyke is fine without a rental car FWIW due to the friendly and responsive taxis.
Superhost
Cottage in Culebra
4.78 out of 5 average rating, 265 reviews

Surfers in Paradise resting Casita.

XinnaRating, 5 stars2 weeks ago
I would like to come back to stay here one more time if I am here. This place is great and the host is very responsive. There was a power outage on the island and Alfred offered me power with a generator. The service is great!
Cottage in Central
4.77 out of 5 average rating, 22 reviews

Beautiful View * Private Cottage * Fish Bay *

JoshuaRating, 5 stars2 months ago
We had an incredible stay at this St. John gem! If you're looking for a private, authentic island experience, this is it. The hosts were incredibly responsive and helpful, making us feel right at home. The house itself is a charming rustic island home with breathtaking views. We loved having two separate living spaces, perfect for our group of two couples. The provided coolers, chairs, and floaties were a fantastic bonus, and we truly felt like we were living like locals. Plus, it was wonderfully affordable for all the amenities and views. Highly recommend!
Superhost
Cottage in Saint John
4.94 out of 5 average rating, 123 reviews

"Ocean" 1 Bedroom in The Garden of Eden

MargaretRating, 5 stars2 weeks ago
My wife and I stayed here for our honeymoon/anniversary trip and it was perfect! So peaceful and calm after busy days of swimming, snorkeling, hiking, and eating/drinking. The place is exactly as described. The pool was a perfect temperature, surrounded by beautiful gardens, and shaded in the late afternoon, great for a dip after an adventure. Hannah and Lorraine had great thorough recommendations and were very helpful and communicative! The bed is comfy and the air conditioning in the bedroom is powerful. The kitchen had everything we needed to cook meals while we were there and the beach supplies and cooler provided were so helpful! We loved the island, the nature, and our stay- thank you again for a wonderful time!
Superhost
Cottage in Water Island
4.94 out of 5 average rating, 100 reviews

Surf Song Cottage

MaggieRating, 5 stars5 months ago
Incredible energy, beautifully and thoughtfully decorated, and secluded from the rest of the world. If you’re looking for a beautiful place to escape on a small island, look no further. Grab a golf cart from Rachel’s rentals and enjoy the freedom of exploring water island! Ingrid was a delight in helping us with anything we needed. Everyone that was working/staying on the property was like minded and wonderful. Can’t wait to come back:)
Cottage in Northside
4.5 out of 5 average rating, 32 reviews

Bluewater Cottage (2) modern w/endless ocean view

LeslieRating, 5 stars9 months ago
St. Thomas was great but meeting Mida was my favorite part of the trip. She did more than she was suppose to do. Her personality was a true blessing during this trip. If you guys have de opportunity to book with her, don’t think it twice. After that trip I won a mom in st. Thomas.
Superhost
Cottage in Culebra
4.88 out of 5 average rating, 264 reviews

2 BR house Beautiful Views+Beach Gear WiFi Netflix

TerriRating, 5 stars4 weeks ago
Such a lovely home with two amazing water views. To our surprise, we were able to check in early, which was a super nice suprise. I gave us time to take a quick nap before we went snorkeling . having all the beach equipment and the beach towels provided was such an extra bonus, We were able to cook & make great meals that we enjoyed from the deck while watching boats in the harbor. I highly recommend staying here!

Private cottage rentals

Top Guest favourite
Cottage in Cruz Bay
4.9 out of 5 average rating, 113 reviews

SKIPPER COTTAGE unit number 1

DianeRating, 5 stars1 month ago
We had a lovely time. Sylvia showed us around on the first day which was a big help. It was nice to be able to walk everywhere, and we got to see the island peacocks on several occasions :-) walking to and from town.
Cottage in Saint Thomas
4.92 out of 5 average rating, 38 reviews

Spacious 1 Bedroom Apt- 1 Mile from Magen's Bay

DwanRating, 5 stars2 months ago
Besides the difficulty to get there because it’s in the hills it was a great place for a relaxing getaway and the view is amazing well worth the stay and will definitely return.
Guest favourite
Cottage in Water Island
4.96 out of 5 average rating, 56 reviews

Blue Moon I - 2 BR Villa on Water Island, USVI

SusanRating, 5 stars3 weeks ago
William's place was lovely. The only issues we had were with the frequent power outages which left us without water or electricity sometimes lasting as long as 5+ hours. My recommendation would be to make sure all your phones, tablets, etc. are fully charged and always fill several large containers with water. William and/or Doug always responded almost immediately to any calls or texts. We love to snorkel and came to the island to check out Honeymoon Beach and the turtles. If your goal is to swim with turtles you will not be disappointed. There were always 5-6 turtles of all sizes grazing right in the middle of the swimming area. Sadly, there isn't much else to see as far as fish or coral. We explored both sides of the bay there and only saw a few small fish and lots of rocks. We also snorkeled at the pilings at Flamingo Beach which was a little more interesting and saw a good variety of fish.
Cottage in Saint John
4.94 out of 5 average rating, 17 reviews

Private, Perfect for Couples Retreat-Ocean Views

MireenaRating, 5 stars4 days ago
Beautiful home, great communication & provided everything we needed 🙌🏻
Superhost
Cottage in Charlotte Amalie
4.81 out of 5 average rating, 36 reviews

Island Life in Frenchtown, Centrally Located

KelRating, 5 stars1 month ago
The stay here was so beautiful, peaceful, and felt right at home. I really enjoyed the surroundings area, long walks, easy check in, and the cooler filled with beach supplies. Kristie was always responsive to every inquiry or concern. I recommend walking to the street light to catch a safari to avoid taxi rates everyday. But other than that, everything was perfect.
Guest favourite
Cottage in Saint John
4.94 out of 5 average rating, 115 reviews

Blissful Treetop Retreat: Samsara

LisaRating, 5 stars3 weeks ago
Hannah is a star! When infrastructure issues came up, as they will in a tropical location (and also in the big mainland city where we live) , she was a source of current local information. She was very responsive and supportive. The place needs a refresh (towels, frying pans, wonky curtain rod, uncomfortable sectional) and is apparently getting that, so yay for that. I hope they don’t touch that broom though. Handmade wood handle from a branch. The view needs no refresh. If you happen to wake up at 1am or whatever, slide the doors back and go out on deck. The Milky Way reaches across the sky, a river of stars. Kitchen fine for cooking meals when you want a break from restaurant food. The drive there is hair-raising, and kind of scary and fun. Follow Hannah’s instructions. Highly recommended if you like comfort and quiet with a touch of the rustic.
Guest favourite
Cottage in East End
4.9 out of 5 average rating, 10 reviews

The house #1

TracyRating, 5 stars4 weeks ago
I have stayed in other places that Ana has I loved this one so much, wil definitely be retuning and recommending to friends. I’m from st Thomas so it’s good to have a place to go home that feels like home.

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