Flag Hill, Saint Thomas Rentals

Updating...

age 0-16
103 Results

Relevance

Price: low to high

Price: high to low

Reviews

103 rentals

Great rentals within 20 miles that match your search

Ada by the Sea

Coral Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Mountain Views

All filters match

Price per night from

$694

Banana Grove Villa, Ocean Views and Pool!

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Mountain Views

All filters match

Price per night from

$257

Sheraton Steamboat Resort Villas

Virgin Islands National Park villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Mountain Views

All filters match

Price per night from

$426

Island Breeze- Central Location - Easy Access - New AC - Spa

Coral Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Mountain Views

All filters match

Price per night from

$373

Match: Mountain Views

All filters match

Price per night from

$2,495

Impeccable, Comfortable 1-Bed Apartment

Chalwell apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Mountain Views

All filters match

Price per night from

$210

The Tipsea Turtle

Estate Thomas condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Mountain Views

All filters match

Price per night from

$195

Brand New Waterfront Villa on Magens Bay - Ocean Breeze Villa

Charlotte Amalie house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Mountain Views

All filters match

Price per night from

$596

Villa Ventosa

Coral Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Mountain Views

All filters match

Price per night from

$568

Sailfish Villa Luxury Beachfront Estate on Magens Bay, St. Thomas USVI

Peterborg villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Mountain Views

All filters match

Price per night from

$2,515

Vacation Rental

Charlotte Amalie house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Mountain Views

All filters match

Price per night from

$258

Bananakeet

Coral Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Mountain Views

All filters match

Price per night from

$487

Mayan Sky

Coral Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Mountain Views

All filters match

Price per night from

$619

Villa Nesta

Coral Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Mountain Views

All filters match

Price per night from

$373

An Enchanting Caribbean Interlude affordable 4 you

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Mountain Views

All filters match

Price per night from

$166

Charming luxury villa/ Super views/ Sleeps 2-8

St. John house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“My happy place” A beautiful and well maintained villa with a breathtaking view of Coral Bay and the Francis Drake channel. Not the hustle and bustle of Cruz Bay but still close to great restaurants in Coral Bay. Separate living and sleeping buildings isa great idea.

Match: Mountain Views

All filters match

Price per night from

$542

Sweet Wind Villa overlooking Hurricane Hole

Coral Bay house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Sweet Wind is outstanding” We just returned from 9 wonderful days at Nina"s Sweet Wind Villa. The view is spectacular, the trade winds always kept the villa very comfortable and the location to great snorkeling and beautiful beaches is a big plus. Nina is a great hostess and close by if you need any hints on where to go or places to eat but she is never in the way. She even was so kind to fillet a Mahi Mahi I bought in Cruz Bay!! The "Pod" set up of the Villa makes it really nice. The living, dinning and kitchen area is separate but right next to two pods that are the sleeping and bathroom areas. Great for 3 couples or a family. The East end of the Island is also very peaceful and quiet. We certainly plan to return.

Match: Mountain Views

All filters match

Price per night from

$686

Match: Mountain Views

All filters match

Price per night from

$1,799

Poi Pu St John Villa - great views & total privacy

Cruz Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“St John is just the best little island around.” The villa is wide open, very spacious. Open the big doors and you let the cool breezes in. There are always breezes at Poi Pu. It's great to have your own pool right there, even if you have spent the day at the beach. It's close to town for shopping and dinning, but there is nothing like dinning right there on the deck with the breezes and all those stars. I will be going back it's just the best place to be with friends. Carol

Match: Mountain Views

All filters match

Price per night from

$395

“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: Mountain Views

All filters match

Price per night from

$818

“Absolute Paradise!!!!” Thanks to Tom we had the perfect getaway!!! Fast booking, we were provided with tons of information before we even left and the deposit returned asap. This condo was in the best place - you were in your own world yet so close to everything. We had privacy, everyone was pleasant and perfect weather. All that was needed was right there. The view was beautiful, the pool 2 minutes away - walking and Sapphire Beach 5 minutes away - walking. And lets not leave out the Off the Grid food truck at the top of the hill. We are early risers so we snorkeled in the morning, walked the beach in the afternoon and made good use of the pool 7am to 10pm with cocktails and appetizers at the Sapphire and Grill. The ferry to St. Thomas is a 5 minute drive too!!! This is the place you want to be and we will definitely be booking this amazing place again. Thanks to you Tom and your condo - you rock!!!!

Responds fast! avg. 3 hours 18 minutes

Match: Mountain Views

All filters match

Price per night from

$160

VILLA AMOUR ,Romantic , Art Lovers Paradise ,

North Side villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Perfect!” Title says it all. PERFECT island vacation home. Better than advertised. We had 7 adults and 2 infants and had plenty of room to relax. Pool, views are incredible. Convenient enough to travel the rest of the island (although you may ask yourself "why leave!". Rick and Steve are great hosts, responsive to any questions you might have. Recommend renting SUV and also that you give yourself plenty of time at the airport when departing. Highly recommend Villa Amour and would definitely return!

Responds fast! avg. 1 hour 0 minutes

Match: Mountain Views

All filters match

Price per night from

$802

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: Mountain Views

All filters match

Price per night from

$911

Sale! $180/night Dec 18-23, 2023 Last minute cancellation.

Coral Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Mountain Views

All filters match

Price per night from

$315

Beauty, Comfort, Value! Your Home in the Caribbean

Charlotte Amalie house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Magical Vacation” Thank You Gail & Curlson for allowing us to rent from you. The instant we got to your place, we felt like we were "home". The location of your property is perfect, a short drive to Red Hook and close to some gorgeous beaches. The villa included many "little" amenities such as beach towels, paper goods, hairdryers, that really made my packing job much easier! The kids had the best time swimming in the pool & hot tub and ask daily when we can go back! I think even breakfast tasted better because we were able to eat it every morning on the patio overlooking St. John and Sapphire Beach. Whenever we had a concern or question, you were a quick phone call or email away. And the place looked exactly as it does in your pictures. This was one of the best vacations our family has ever taken. Thank you from the bottom of my heart - Take Care!

Match: Mountain Views

All filters match

Price per night from

$542

1BRM Apt w/deck & ocean views w resort amenities

Bolongo Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Mountain Views

All filters match

Price per night from

$201

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: Mountain Views

All filters match

Price per night from

$338

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: Mountain Views

All filters match

Price per night from

$1,465

Villa in Paradise w/Private Pool! Walk to beach!

East End villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Perfect vacation in St Thomas” Spent end of January, beginning of February at Laverne's place in Pavilions and Pools. Everything was perfect. The condo was clean and very comfortable. It was great having your own pool just outside the door. The property was quiet and peaceful and We really enjoyed our stay here. The girls at the front desk, the maintenance people, everyone at the facility were extremely friendly and very responsive to any of our requests. Vicars, the on site restaurant was excellent. If you go there, order the steamed mussels appetizer. It was fabulous. Every morning there are bagels, muffins, cereal, juice and coffee if you don't feel like making your own breakfast. We also used the grill to cook a few steaks during our stay. The only slight drawback was the walk to the beach, it was approximately 5 minutes long, but seemed worse if you are carrying beach chairs, towels, etc. However, once you get to the beach the walk was worth it. Sapphire Beach is a really nice beach, with changing and rest room facilities and a vendor (Banana Bar) that serves sandwiches, drinks etc. From the beach it's a short walk to the Marina where you can see the Tarpon & Barracudas swimming in the clear waters. Red hook was a great area for restaurants or a trip to St Johns and it's only a few minutes away. We did not have a car and didn't need one. The Safari taxis stop right in front of the hotel, and regular taxis are not that expensive and easy to find. Don't miss the fiddle player at Latitude 18 on the other side of the Red Hook Harbor.

Responds fast! avg. 3 hours 24 minutes

Match: Mountain Views

All filters match

Price per night from

$229

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

Jost Van Dyke villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Mountain Views

All filters match

Price per night from

$504

Responds fast! avg. 39 minutes

Match: Mountain Views

All filters match

Price per night from

$172

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

Match: Mountain Views

All filters match

Price per night from

$985

Oceanfront secluded villa, walk to private beach

St. Thomas villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Mountain Views

All filters match

Price per night from

$573

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: Mountain Views

All filters match

Price per night from

$819

Eco Friendly Beachfront Villa

Virgin Islands National Park villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Mountain Views

All filters match

Price per night from

$745

“Great time at Bliss” Bliss is not large but perfect for 3 to 4 people. We enjoyed the view of Cruz Bay and the proximity to town. Cynthia has all the necessities in Bliss and it was nice to use the cooler and beach chairs. We rented a jeep from amalie at the airport in St Thomas, I would recommend renting a vehicle, as the walk to town and back is possible, but requires a lot of effort. The beaches around the island are beautiful and it is great to be able to explore. I would recommend going to Chateau Bordeaux for lunch, it has a great view of Coral Bay and wonderful food. Thanks Cynthia, you have a great villa and would love to stay again.

Match: Mountain Views

All filters match

Price per night from

$263

Eco Serendib Villa & Spa - Luxury in Harmony with Nature

Cruz Bay villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 16

“Want for nothing -- and I mean nothing!” From the incredibly spacious and luxurious suites to the world class swimming pool to the on-site massage therapy sanctuaries to the full on-site gym with sauna, steam and soaking tub to the Epicurean theater to the on-site fruit, vegetable and herb garden to the meeting facilities and beyond -- all served up astride one of the most amazing views on St. John -- it's not only possible to spend several weeks here without the need to leave the grounds, it's actually desirable. Still, see the parks and head downtown for some amazing cuisine just to round out the stay. And enjoy one of the best support staffs on the island. Well done, all!

Match: Mountain Views

All filters match

Price per night from

$3,430

Honeymoon Hikers Cottage- Coral Bay,USVI- St. John

Coral Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

“Amazing Vacation Rental” I have stayed at this property owner's other rental and did not think I could top that..I was wrong! This property was just as, if not more gorgeous than her other place, Mimosa. The views were amazing and we always felt like we exploring the island, even if we never left the villa. One thing that made this great was how easy it was to talk to and work with the owner, easiest vacation I have ever planned. The place was clean and bug/dirt free. I have stayed in quite a few places around St. John and this is by far the nicest. I already booked my vacation for next winter at this property and can't wait. It is private but still has easy access to hiking, swimming, getting to town, it is just an all around great place and I cannot wait to go back. I highly recommend this rental, and I'm picky!

Match: Mountain Views

All filters match

Price per night from

$401

Viewing 38 of 103
rentals in Flag Hill, Saint Thomas

×

Also consider