Chocolate Hole, Saint John Rentals

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278 rentals

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

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$4,016

The Peter Bay 1BR Honeymoon Suite at St. John

St. John villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$683

Luxury 5 Bedroom Villa Overlooking Magens Bay

Peterborg villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

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$2,174

Luxury Villa with Large Pool Above Honeymoon Beach

Water Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$493

Escape Winter at Westin St. John Resort, USVI

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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$2,008

Rare Brand New Luxury 2BR Beachfront 2FL condo

East End apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$738

An Enchanting Caribbean Interlude affordable 4 you

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$167

Spectacular Views Day & Eve in Treetop Apartment

Cruz Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$311

Two Bedroom Villa at Sapphire Beach Resort

St Thomas East villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$458

Serenity - Private Caribbean Style Pool Villa

St Thomas East condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$259

@Sapphire Beach Playa Brisa y Mar

St Thomas East condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$574

Studio Condo on Bolongo Bay

Bolongo Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$190

Villa Madeira

St. John villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$602

Stunning Newly Renovated 1BR Beachfront Condo

East End condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$574

Our place in St Thomas 1BR Suite

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 44 minutes

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$194

Christian Villa

St Thomas Central villa

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 8

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$1,205

Antillean Yacht Charters

Water Island yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$1,652

⛵ Sail charter Catamaran NEW! Caribbean BVI's

Brewers Bay yacht

  • 1 bedroom
  • 3 bathrooms
  • sleeps 2

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$2,295

Striking Ocean Views, Privacy,

Water Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$488

Beachfront Condo - 37 Steps from thr water

St Thomas East condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$343

KAYAKS! - POOL! - AND THE BEST BEACH ON TORTOLA! 3 BEDROOM PRIVATE VILLA WITH AC

Sage Mountain National Park villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$378

Starfish Studio on Crystal Cove Sapphire Beach

Smith Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$224

Responds fast! avg. 3 hours 57 minutes

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$1,804

Lidskjalf at Annaberg - Walk to Francis Bay Beach!

Virgin Islands National Park villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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$501

Quart-A-Nancy Point, Cooper Island, BVI

Cooper Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$460

“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!

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$820

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

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$804

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

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$206

“Week in paradise!” Our stay in the Little Palm Suite was wonderful! The suite was exactly as described in the posting and was accurately displayed in the photos. The view of Fish Bay off the deck was amazing! It was a beautiful sight to look forward to every morning. The suite was very clean and well-stocked with necessities. Both the inside and outside (grounds) at the suite were extremely well-maintained. We appreciated having beach towels and beach chairs provided for us to use for our daily trip(s) to the beaches. Michael was a wonderful host! The information he provided to prior to our trip was extremely helpful as we made our plans. He was so helpful to us during our stay as well with directions and with restaurant and beach recommendations. We enjoyed all of the restaurants that he recommended. Our personal favorites were the Sun Dog Cafe for breakfast/lunch and the Lime Inn and Fish Trap for dinner. We loved being able to eat every meal outside for an entire week! The ice cream shop at the end of Mongoose Junction was also a favorite. Our favorite north side beaches were Hawksnest (smaller and not very busy) and Trunk Bay (busier, but so beautiful and picturesque). We really enjoyed the laid-back pace on St. John and had a truly relaxing week. I really enjoyed staying a little bit outside of Cruz Bay and the location in Fish Bay was perfect. We would highly recommend Little Palm Suite! Thank you, Michael for sharing your home with us and for helping us enjoy our week in paradise!

Responds fast! avg. 1 hour 21 minutes

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$327

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

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$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!

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$1,468

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

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$230

Responds fast! avg. 1 hour 21 minutes

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$343

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

Jost Van Dyke villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

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$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

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$517

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

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$987

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

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$862

Studio Condo on the Waterfront at Bolongo Bay

Bolongo Bay condo

  • 1 bathroom
  • sleeps 2

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$190

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