Flag Hill, Saint Thomas Rentals

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Great rentals within 20 miles that match your search

2 & 3 Bedroom at the Ritz Carlton - All Dates Available, Even Last Minute!!

St. Thomas hotel apartment

2 bedrooms / 3 bathrooms / sleeps 6

“Paradise!” I highly recommend The Ritz in St. Thomas. It has absolutely everything you need to have the vacation of a lifetime. Whether you're going with your kids or just as a romantic getaway...there is something for everyone. This unit is gorgeous! The renter is super easy and very nice to deal with. Highly recommended!!! Would definitely vacation there again.

Responds fast! avg. 2 hours 38 minutes

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$722

CHRISTMAS Week now AVAILABLE

East End apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Outstanding Condo, Location, and Amenities” The condo was spacious with excellent appliances, furnishings, and amenities. Sherry was a fantastic host; she provided all the information we needed to enjoy our 2 week stay at Cowpet Bay West. The adjacent pool and beach were excellent. The on-site restaurants were convenient and provided great meals. We will definitely return to this condo for our next stay on St. Thomas.

Responds fast! avg. 2 hours 40 minutes

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$344

Condo on Beach Caribbean/Pool 40'Out Rear

East End apartment

1 bedroom / 1 bathroom / sleeps 4

“Amazing place with views!” My husband and I had a great time in the condo. The location was fantastic, and we thought the condo was in amazing shape. I loved all the kitchen - very nice and easy to throw together light dinners. We would definitely stay here again and recommend to friends!

Responds fast! avg. 3 hours 24 minutes

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$196

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

Responds fast! avg. 2 hours 20 minutes

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Price per night from

$689

St. John, USVI, Blue Agave Villa, 4 bedroom, dazzling sea view, pool, Cruz Bay

Cruz Bay villa

4 bedrooms / 4 bathrooms / sleeps 9

“Awesome View” We spent a week at the Blue Agave with 3 other couples. The set up was perfect as each couple had their own private bedroom and bath. When choosing a house for our vacation our main concerns was having master suites for all couples. Three of the suites had king beds and the fourth bedroom had a queen. That was all perfect. The other main concern was having a home that had a covered deck so we all would not crisp. Well this house was excellent for shade. There was a beautiful spacious deck with pool and lots of covered space so that no one had to sit in the sun unless they wanted to be. There were two tables under the shade area so plenty of room to eat any meals outside while enjoying the beautiful view. Always a nice cool breeze outside under the covered veranda area. We enjoyed watching the sugar birds come and go. Very entertaining. We put sugar on a plastic plate and set it on a post and had constant entertainment from the sugar birds. We would enjoy renting this home again if we should ever get back to St. John.

Responds fast! avg. 2 hours 16 minutes

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$592

Cabrite Paradise Oceanfront Elegant Villa, Pool, Private, stunning views !

East End villa

2 bedrooms / 2 bathrooms / sleeps 5

“Awesssooommmeee” Was reluctant to write this review, because didn't want other people renting possible time, I might rent again. It was the most relaxing time,I have ever had in ST.Thomas, the view was breathtaking,as much as I love ST.Thomas,i never wanted to leave Cabrite point,was never in a hurry to do anything or go anywhere , perfect place to experience, what they refer to has island time.I would highly recommend this to anyone looking to get away from the daily grind, lay back and relax and enjoy the view as well as the trade winds ,you won't regret it, my only regret was that we had to leave after 3 weeks , next time will book it for a month

Responds fast! avg. 1 hour 42 minutes

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Price per night from

$247

Blackbeard's Hideaway Tortola BritishVirginIslands

Road Town house

2 bedrooms / 2 bathrooms / sleeps 4

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$1,049

Pool-Private Snorkeling Beach-Free Kayaks

Virgin Islands National Park villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 25 minutes

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Price per night from

$397

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.

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$860

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 11 minutes

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$253

Caneel Trailside Cottage: Expansive Views of the Caribbean!

Cruz Bay villa

2 bedrooms / 2 bathrooms / sleeps 4

“Every thing was neat and tidy and just right for us.” Our first visit to this villa and we loved it. Two equal sized bedrooms and everything you could ask for. Great view and close to town. We will rent here again. Catered to was great to work with and gave us super service.

Responds fast! avg. 3 hours 2 minutes

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$431

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.

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$454

Altagracia: Stunning Sunsets!

Cruz Bay villa

4 bedrooms / 4 bathrooms / sleeps 8

“Paradise” This was our 3rd visit to St. John and will not be our last. Altagracia was wonderful. The house was so comfortable. Everything was perfect, the pool, the bedrooms, the decks, everything!!! The kitchen is fully equipped with everything one needs. The bedrooms are spacious. The views from the deck were breathtaking. We loved the fact that the home was close to Cruz Bay. Catered To Management is a very professional group of people, especially Jason. We needed something and he took care of it immediately. Our greeter Michelle was a very special person. Not only did she recommend us to take a day sail on Kekoa, but she followed through with a call to tell us the schedules and who to contact. We all have very special memories from that sail! All in all, we will definitely return to St. John and would love to stay at altagracia! Thanks to all of you for a very special vacation.

Responds fast! avg. 3 hours 2 minutes

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Price per night from

$702

Top 10 Reasons to Stay at Our Place in Sapphire

East End apartment

1 bedroom / 1 bathroom / sleeps 4

“Home away From Home” This condo was the perfect choice for our stay in St. Thomas. It was close to everything; the beach, shopping and recreation, yet it was quiet and private. The place worked well with our family of four. There was a private bedroom and two full size futons in the living room for the kids. The pool was not crowded with the Sapphire Grill a bonus we didn't expect. We ended up having lunch by the pool a few times. The snorkeling at Sapphire Beach was outstanding. We will definitely stay here again.

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$201

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!

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$574

Sapphire Jewel

East End condo

1 bedroom / 1 bathroom / sleeps 4

“Super comfortable condo, excellent value, owners thought of everything” We stayed at this Sapphire Bay condo this February for a week and it was paradise. It is on THE best beach in the Virgin Islands. Everything about the condo is perfect including the bed, which was so comfortable we wish we had it at home. The owners have provided all the comforts of home. The kitchen is so we'll appointed we were able to cook gourmet meals and have friends over and have dinner parties at the elegant no generous sized dining table. The a ir conditioning worked well. The View from condo was absolutely gorgeous. The location was the best- Close to stores, beach, marina... Everything! This is a great vale (I hope owners don't raise rates reading this because we want to come back next year, but the price makes it an incredible value) 10 stars for this rental

Responds fast! avg. 3 hours 5 minutes

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Price per night from

$201

Beautiful Sapphire Beach only steps away from our comfortable 1,000 sq ft condo

East End apartment

1 bedroom / 2 bathrooms / sleeps 5

“A Honeymooners Paridise...” My husband and I spent our honeymoon in this condo it was beautiful. The Sunroom is glowing with sunlight in the morning and filled with stars in the evening. The beach was just outside our doorstep. The living room was cozy and clean. The kitchen was equipped with everything you need for light cooking and if you need something the market is just a few minutes away. The bedroom was big and comfy. The bathrooms were clean and had a cute fish theme. The whole condo was decorated very tastefully. Over all our stay was amazing. The owner of the condo was a pleasure to deal with. We plan to rent the condo again this coming year.

Responds fast! avg. 2 hours 27 minutes

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$201

Beauty, Comfort, Quality, Service... Your Island Home in the Caribbean!!

East End house

2 bedrooms / 2 bathrooms / sleeps 6

“Can't wait to go back!” Of the several places I've staying on St. Thomas (and St. Croix) the past year, this is the best. I loved all the thoughtful touches: comfy, LONG chaises; lovely pool; beautiful balcony; fantastic, well-appointed kitchen and bath; extra towels, linens, and bathrobes! Everything was spotless. The pool was kept clean. The winds keep the mosquitoes away. Completely quiet but restaurants, supermarket, etc. all easy to get to. Very caring owners and the whole experience was professional but very kind. Loved it!

Responds fast! avg. 3 hours 20 minutes

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Price per night from

$242

Casa Azul at Crystal Cove, St. Thomas

Red Hook condo

1 bedroom / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 28 minutes

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$344

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

Responds fast! avg. 2 hours 17 minutes

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Price per night from

$316

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

Cruz Bay villa

3 bedrooms / 3 bathrooms / sleeps 8

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$1,149

Edge of Paradise Villa- The Ultimate Getaway

St. Thomas villa

4 bedrooms / 5 bathrooms / sleeps 10

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$1,559

Magens Bay, Pool, Amazing View, New Construction, Exquisite Comfort, Gated

Magens Bay villa

4 bedrooms / 5 bathrooms / sleeps 14

“Beautiful well-equipped home, very relaxing, lots of privacy, st” My husband and I rented Blue Skies for a week's stay with our two college-aged sons during their Spring Break. We were looking for a family bonding week, and this definitely fit the bill! Blue Skies Magen's Bay offered an exotic, gorgeous setting that made their jaws drop! Not your ordinary "been there/done that" vacation. This location makes memories. At Blue Skies, both sons had their own quarters, which they loved. They slept in to their hearts' content while we sipped coffee on the covered porch and watched the iguanas sunning. Everyone enjoyed time reading, laughing, playing cards and trying to navigate around St. Thomas. The grocery service was great, the 2 helpers on the island and Shawna, the homeowner, are extremely helpful. We did get a few more groceries one day, even. We did one outing to Magen's Bay Beach -- just lovely. And another day on St John, snorkeling at Trunk Bay and driving around. Ate dinner out 3 times, quite the adventure. The home is incredibly well-furnished. All the beach/picnic supplies you could want, kitchen utensils galore, good knives, blenders, coffeemakers -- people generously left olive oil, cooking spray, spices, condiments and more. A positive vibe where people had taken care of the place and respected its beauty. The deck has plenty of shade and plenty of sun, the pool is just right for cooling off. The view will leave you breathless! I would recommend this property to friends and family. It was clean and matched the photos and description perfectly.

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Price per night from

$394

Villa stomach

Magens Bay villa

3 bedrooms / 4 bathrooms / sleeps 6

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$656

Mooncottage: Most Romantic St. John Petite Luxury Villa in peaceful Coral Bay

Coral Bay villa

2 bedrooms / 4 bathrooms / sleeps 4

“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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$655

SAPPHIRE DESIRE *Amazing views!!* Oceanfront Condo St. Thomas, VI

East End apartment

/ 1 bathroom / sleeps 2

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$148

White Seagull 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 33 minutes

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$448

JUST RENOVATED - Ocean Views 2Bed/2Bath Condo overlooking Redhook

East End apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 38 minutes

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$459

Oceanfront Private Beach Paradise Kayaks,SUPS,Snorkel,Fishing ,Pool w waterfall

Cruz Bay villa

5 bedrooms / 4 bathrooms / sleeps 12

“Amazing dream house in perfect natural setting with every amenit” Wonderful house in spectacular waterfront location with amazing sunsets every night. The flow of the house and deck work wonderfully four lazing or entertaining as does the fully stocked kitchen. Snorkeling just outside the villa is terrific but challenging to enter and exit - but there is a nearly always empty beach head close by. This is clearly a dream house that the owners have given every thought to designing and furnishing. It's waterfront position , close to town but in a spectacular natural setting is unique on st. john.

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$1,313

Beautiful Sapphire Beach St. Thomas, USVI

East End apartment

1 bedroom / 2 bathrooms / sleeps 5

“Perfect Stay at Sapphire Bay” We just returned from the most fabulous week in St Thomas at the Sapphire Beach condo. The condo location could not be more perfect. Just steps to the beach with the most serine views of the island. It is a quick 2 min drive to Red Hook harbor for great restaurants, bars, grocery store and ferry to BVI or St John. The owners were so accommodating bringing in a full size crib, high chair and pack and play for my 1 YO. The house keeper Norma gave us a complete run down of the area, where to eat and what to do during our stay. Being a family with 2 kids, this was the perfect stay for us. Full kitchen in the unit, washer and dryer, satellite TV, games and movies for the kids--and the convenience of going back and forth between the beach and home when needed. The island was nothing but beautiful and after visiting many beaches on the island, this was by far the best. If you don’t snorkel, you will start on this trip. The water is so calm and clear with amazing fish, turtles and coral. Plus gear is provided at the condo! A trip to the Mountain Top for a banana daiquiri is a must. For dinner, Fish Tails had the freshest seafood and best sushi around. For Caribbean fare, don’t skip Cuzzin's and Glady's in Charlotte Amalie-- absolutely delicious! We cannot wait to return to paradise-- maybe next time without the kiddos!

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$201

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

Charlotte Amalie hotel apartment

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 23 minutes

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Price per night from

$492

Easy Breezes - Family Luxury & Romantic Getaways

Coral Bay villa

2 bedrooms / 2 bathrooms / sleeps 5

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$478

Luxury Home, Affordable rates! Close to beaches, shopping, and dining!

Cruz Bay villa

5 bedrooms / 6 bathrooms / sleeps 14

“Beautiful estate” Great views, awesome kitchen and amenities. Kids loved the pool. Amazing architecture. We were 6, could easily have fit 8.

Responds fast! avg. 3 hours 19 minutes

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$723

“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!

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$316

Inquire Today about last minute discounts!

Cruz Bay villa

3 bedrooms / 4 bathrooms / sleeps 6

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$775

Eco Friendly Beachfront Villa

Virgin Islands National Park villa

4 bedrooms / 4 bathrooms / sleeps 8

“Great House and Setting” I agree with every positive comment made by others. This was our second year of staying at Reef Bay. There were 6 of us, including four teenage girls. There is so much living space! The design is remarkable. Our days were full: from hiking to the petroglyphs, swimming at the nearby beach (quietest scenic beach that you'll ever see), and sampling the island's beautiful north shore beaches. The house is a nature lovers dream, looking over the National Park. The owner and caretaker were always quick to answer any questions I had leading up to our visit. After arriving, we never needed help because we had no problems!

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$689

Lime Tree at Peter Bay! New Construction! Luxury! Hot Tub! Pool! Full AC!

Hawksnest Bay villa

5 bedrooms / 6 bathrooms / sleeps 10

Responds fast! avg. 3 hours 2 minutes

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$1,935

Poi Pu St John Villa - great views & total privacy

Cruz Bay house

3 bedrooms / 2 bathrooms / sleeps 6

“Lifetime Memories” My family and friends rented Poi Pu for a week this past June. We had an amazing time. We loved the rock double shower. Several nights we cooked dinner and everyone ate out on the deck what a beautiful experience. It was also located close to some of the most beautiful beaches ever. The house was very clean, great amenities, cozy, and we were comfortable. If we needed anything we could call the property management and they were prompt to offer advice or their services if needed. It was also the little things that made our stay like the beach accessories that we were able to use instead of having to rent them daily. Those costs could have added up quickly. A beautiful home with a beautiful view. We can't wait to return. Also we were traveling with our 10 month old daughter. She took her very first steps at Poi Pu. We made lasting memories for our family.

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$345

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