Vacation Rentals & Villas in North Side

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348 Houses

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 14 minutes

Price per night from

$802

Captain's Quarters Inviting YOU to make Memories in Paradise

North Side apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Price per night from

$247

Price per night from

$457

Fairwinds: Privacy,Stunning Views Lg Pool,Spacious

North Side villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$660

Beachfront Villa #1

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$2,290

Great rentals within 20 miles that match your search

Great Expectations St. John vacation rental villa

Cruz Bay villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 20

“Great expectations helped us have the perfect vacation.” We traveled here for spring break - 8 kids and 8 adults. The house was perfect. The views, the pools and the layout made an ideal getaway for our families. Hoping to return soon.

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.

Price per night from

$281

Responds fast! avg. 1 hour 2 minutes

Price per night from

$340

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

Jost Van Dyke villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 28 minutes

Price per night from

$504

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

St. Thomas apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Great condo great location” We truly enjoyed our stay at this condo. The furnishings were comfortable and the view was great. Doesn't have its own grill but we were able to gain access to one and that was important to us. Everything else was top notch. Great communication from owners. A/c worked great for the hot summer afternoons. We would stay again.

Responds fast! avg. 1 hour 16 minutes

Price per night from

$447

Secret Haven Villa St. Thomas, US Virgin Islands

St. Thomas villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$1,775

Responds fast! avg. 3 hours 15 minutes

Price per night from

$144

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

Price per night from

$985

St. Thomas USVI 3 bedroom plus Cottage Villa

Peterborg villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Truly Exceptional Property!” Villa Sunrose was a truly exceptional property. The villa was exceedingly well appointed, very tasteful and spacious. All the bedrooms were extremely well decorated and comfortable, and the cottage was a once in a lifetime experience. The main living areas and kitchen were spacious and beautiful, and accommodated our group wonderfully. The owners have thought of everything, and make your stay warm and inviting, from having beach chairs and coolers to kitchen supplies ready for your use. Like the inside, the outdoor decks/living areas went far beyond our expectations, and we thoroughly enjoyed our time in the hammocks, glider and chairs, and meals and games at the outdoor tables. The views from all the decks of St. John and the BVIs were breathtaking day and night. The binoculars were a fabulous treat. The decks, like the inside, were so very well appointed and decorated, and we truly enjoyed all the small touches throughout the many decks.The kids loved the pool, and we adults appreciated the ample covered decking to enjoy the outside while taking a break from the sun. The outdoor shower was a hit, the boys and dads especially loved this. Thank you for a truly exceptional stay at your villa. Your graciousness and sharing of your exceptional property have left us all with a trip of a lifetime.

Responds fast! avg. 1 hour 50 minutes

Price per night from

$498

Oceanfront secluded villa, walk to private beach

St. Thomas villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 43 minutes

Price per night from

$573

Edge of Paradise Villa- The Ultimate Getaway

St. Thomas villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$1,554

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

Price per night from

$859

Studio Condo on the Waterfront at Bolongo Bay

Bolongo Bay condo

  • 1 bathroom
  • sleeps 2

Price per night from

$184

Spectacular VIew in Lush Surroundings

East End cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Wonderful island retreat with views!” This was our fourth trip to St. Thomas, and we are so glad that we found Max and Chris. Not only did we feel connected to all the activities in Red Hook, we also had a sense of privacy - being 350 feet up the mountainside. This also afforded us fantastic panoramic views of St. Thomas, St. John, St. Croix on the horizon, and BVI as well. The cottage is beautifully appointed, and Chris has made beautiful mahogany finishes and furniture - including the tables and queen-sized bed. Max and Chris are gracious hosts who are as visible (or invisible) as you need. We also spent a magnificent day sailing with Max as well. We've had great success in finding places to stay in St. Thomas, but this is clearly our favorite! We'll be back soon.

Responds fast! avg. 2 hours 58 minutes

Price per night from

$258

Coral Bay Eco Retreat:Tropical Living Off the Grid, Hike to Beach!

Coral Bay cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

“Self-contained, off-the-grid mountaintop luxury with a view” Anyone who thinks living off the grid requires sacrifice of comfort clearly hasn't stayed here. Your water is provided by the rain. Your electricity is provided by the sun. A huge deck, cushy living spaces with beds in open air... windows? There aren't any. Shower? Outside. Yes, the toilets flush. And the view is a never-ending masterpiece of sea and sky. Complete privacy here on the mountain top. No neighbors.. except for an occasional island donkey. If you like quiet, romantic places, this is it. The stairs up are steep so if you can't climb, don't come here. But if you can climb stairs, you need to try this place, one of the cheapest luxuries on St. John. and one of the most powerful boosts for the soul one can imagine.

Price per night from

$201

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. 2 hours 2 minutes

Price per night from

$819

Westin St. John Luxury -- Three-Bedroom Pool Villa

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$2,290

Eco Friendly Beachfront Villa

Virgin Islands National Park villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$745

Villa Towanda, Belmont Estates Tortola

West End villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 34 minutes

Price per night from

$802

Waterklip

Cruz Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$375

Eco Serendib Villa & Spa - Call for Specials!

Cruz Bay villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 18

“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!

Responds fast! avg. 2 hours 41 minutes

Price per night from

$6,298

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!

Price per night from

$401

CARIBBEAN Beachfront Condo,Georgeous Views, Elysian Beach Resort

East End apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“I really cannot imagine any place more enjoyable for us” We recently stayed at Nancy's condos for the first three days of our 10 day stay. All I can say is that I wished we had stayed there the entire time! We headed to a resort and even my 12 and 7 year old boys (who had plenty to keep them busy at the resort) kept saying that they wished we were back at "Nancy's condos." The beach and the water were simply amazing. No having to fight for pool or beach chairs. I was pleasantly surprised at how well appointed the kitchen was with excellent cookware and general supplies with many guests "paying it forward," with items they left. We did the same. There is really nothing negative I can say at all, as evidenced by the fact that we already booked for next year immediately upon arriving home!

Price per night from

$344

Eco-friendly Stonegarden Cottage ~ Awesome View in Coral Bay, Sleeps 4-6

Coral Bay cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“we loved Stonegarden Cottage” My wife and I had a wonderful stay at Stonegarden Cottage.We really love Coral Bay and this has been our favorite rental.The property is just as the photos show it.It was immaculate and and everything he could have wanted. The kitchen had everything we needed. The deck is lovely and has a great view.Our host were very nice and very helpful. We would happilt recommend Stonegared Cottage to our friends.

Price per night from

$659

View of Paradise (Fully Renovated Condo)

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$457

Marriott Frenchman's Cove 2/2 Gorgeous, Spacious, Villa

Charlotte Amalie hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$516

“TreeTops has it all” We are from Minnesota and make a warm weather getaway every winter. We have been to a number of different places but this was our first time to the USVI. Both the destination generally and our stay with June and Steve exceeded our expectations. June called shortly after our arrival and gave us directions that were easy to follow. She was there to greet us on arrival (along with her dogs Buddy, Fred and Ginger) and walked us through the property so we knew beforehand where everything was located. While walking around, she also went through a running list of things to do and see on the island as well as nearby St. John. The best place to get groceries if we wanted to dine in, the best places nearby to go out for dinner, the best places to go to get away from "the tourists" and mingle with the local islanders, and on and on. Way too much to digest at one time. Fortunately, she and Steve were around most of the week so we could ask a second and third and fourth time when we couldn't remember. They were quite accomodating when it came to providing the "extras" like a cooler, snorkel gear and beach chairs so we didn't have to rent when we got to the beach; and we loved the "furry extras" when Buddy, Fred and Ginger periodically came up to visit during our stay. All in all, the convenient location, the wonderful view, the warm breeze making its way up the hill, the comfortable accomodations, and especially the attention we received from June and Steve made this an exceptionally wonderful break from the Minnesota winter!

Price per night from

$190

White Seagull -Just For Two- POOL SALE NOW

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Spectacular View and Wonderful Hospitality!” We just returned from a wonderful 8-day stay in the White Seagull, at "Just For Two" on St. John. This was a return trip for us, having stayed there, last May, as well. We rarely return to the same location, preferring to seek new adventures. This was a rare exception and a testimony to the wonder of this place - both St. John and Jacqueline's hospitality. The room is wonderfully decorated and comfortable, with 270 degree views of the Caribbean. We overlook Great Cruz Bay and Chocolate Hole from our windows, with views of St. Thomas from the Sky Lounge. It's amazing to wake to the early sunrise and see the ocean view, by simply sitting up in the bed. We took wonderful photos of the sunsets from the rooftop Sky Lounge and our location near the top of a mountain, overlooking the island. Jacqueline readily gave us access to her private patio, as well, providing wonderful views of Great Cruz Bay and relaxing surroundings to talk or simply play cards, in paradise! The room is well decorated with antiques and personal items. There was good Wi-Fi access and a TV with limited channels, but we rarely used them. A fireplace was available, but we can't imagine using it, except in the dead of "winter"! The room offers a small kitchenette, suitable for simple breakfasts or lunch preparation. There is access to a grill in the courtyard, as well. However, we mostly enjoyed the wonderful food at all the restaurants on the island. You definitely need to rent a car and we have had great experience with Courtesy Rental. The roads are steep, somewhat narrow and you get the challenge of driving on the left side. It's a challenge, but quickly becomes comfortable. The roads Just For Two are steep, but enjoyable. There is a back way that allows a "less steep" option, if it is rainy. Next year is our 25th anniversary and we are planning to return, yet again. It's hard to argue with perfection - especially for a milestone date.

Responds fast! avg. 3 hours 38 minutes

Price per night from

$487

Chateau Margot

St. John villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

“Wonderful” Chateau Margot was perfect for a family celebration and holiday. The three seperate buildings gave privacy and comfort for the three different families on this trip. The terrace was perfect to enjoy the spectacular views and get together for breakfast and afternoon cocktails. The house is very well appointed, tastefully furnished and very quiet.

Price per night from

$1,057

Hart Bay Great House

St. John villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

“Our vacation was wonderful.” This was my fourteenth trip to St. John, tenth stay at Rendezview, excellent as always. Island Getaways always does a great job. The island of St. John is a wonderful place, as with the people of St. John.

Price per night from

$714

Cinnamon Stones

St. John villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

“Enjoy oustanding views from this totally secluded villa” My wife and I spent a week at Cinnamon Stones and we couldn't have been more pleased. The views are some of the best you can enjoy anywhere and you're totally secluded from anyone else. The modest-sized pool is on the lower level which, while not ideal, is necessary due to the slope the house is built upon, and only adds to the privacy. Lush foliage is well-maintained. The kitchen is outstanding, ideal for amateur chefs who enjoy staying in and preparing gourmet meals, which we do. It is well-stocked with many high-end items. If you like going out for dinner every night this place probably isn't for you since the road leading to the highway from the house can be challenging in the dark, moreso if it's raining. My advice, stay in and enjoy what you're paying for. My wife and I walked for exercise every morning, and due to the terrain you can get a great workout! Nice outdoor shower at the pool and the master bathroom shower is amazing, you'll have to see for yourself. No a/C in the villa may scare away some but it honestly was never an issue the entire week we were there (in June!!), great breezes and plenty of ceiling fans. Tourists from the northeast us probably can't imagine staying at a villa with no a/C since they sweat profusely above 60 degrees. This place is a gem, bring your lover and get busy!

Price per night from

$971

The Pink House

Jost Van Dyke house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 22

“Pink Paridise” We absolutely loved our vacation here. The house is beautiful & well equipped. The sunsets are phenominal from the porch! We had 6 adult family members & there was plenty of space for privacy, as well as plenty of room for gatherings for dinners, etc. Frankie is an excellent contact for whatever you might need & is very resposive to your needs. A short walk down the beach delivers you to great beach bars & resturants. The beach is secluded with rarely anyone there. We even had a beach wedding right in front of the house! We highly recommend the "pink house"!!

Price per night from

$921

Crystal Cove Deluxe Suites on Sapphire Bay Beach

Smith Bay apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 22 minutes

Price per night from

$441

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rentals in North Side

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Top Destination reviews

VILLA AMOUR ,Romantic , Art Lovers Paradise ,
AMAZING EXPERIENCE - BOOK IT!

I highly recommend Villa Amour. When you are booking a vacation you want it to be relaxing and everything to go just right. We were so pleased with our experience. It is very easy to get around and quite fun to rent a jeep and drive throughout the island. We would have never found Neltjeberg Bay if Villa Amour hadn't been located near it. It was the perfect tucked away beach experience and totally private even though it was a public beach. The views from this Villa were breath taking. Waking up and walking down what I called the grand staircase to the grand view was the perfect way to start the day. We could have stayed at the Villa our entire stay and would have been perfectly content. Opening the wide span doors filling the villa with the sea breeze was spectacular. The art was great conversation and added to our truly enjoyable experience. The showers are AMAZING and beds were plentiful and comfortable. The kitchen was fun to cook in too! The pool was fabulous and the owners were like our own built in concierge yet provided complete privacy unless we asked for something. I can't say enough about our experience and promise you will create the most amazing memories here. Just book it! You won't regret it....just don't take a week that we want because we will be back!see more

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