Vacation Rentals & Villas in St. John

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782 villas

Hacienda Margarita Private Pool Ocean/Rainforest Views

Luquillo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Climbing frame Clothes dryer Private outdoor pool (unheated) Towels provided

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Price per night from

$402

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Tranquil Two-Bedroom Retreat with Ocean Views!

Charlotte Amalie villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Private outdoor pool (unheated), Climbing frame, Clothes dryer, Towels provided

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Price per night from

$241

Beautiful View Beachfront Apartment at Rio Grande ,Puerto Rico

Rio Grande apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

3 of 4 match: Private outdoor pool (unheated), Climbing frame, Clothes dryer, Towels provided

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Price per night from

$190

“One of the best vacations I've ever had” This villa has two-bedrooms, two-bathrooms, beautiful kitchen, great balcony and comfy living room. It housed ten of us comfortably (1 king sized bed, 2 queen sized beds, 1 full sized bed, 1 futon). The showers were fine - using them both at the same time often decreased water pressure a bit. The kitchen is fully stocked with kitchenware. There are supermarkets on highway 3 not too far from the resort. There is cable and aC so we ended up hanging out in the villa a decent amount. While the beach isn't the prettiest that Puerto Rico has to offer, we definitely got use out of it and spent nearly every day there. The pool area has a kiddie pool, infinity pool, laps pool, and hot tub. This area was is primarily for those living in the villa and was never really crowded. It is also very close to the hotel pool and bar if a renter wishes to interact and meet new people. This area of Puerto Rico is only about a ten minute drive to the Rainforest. My friends and I enjoyed spending a morning/afternoon at El Yunque National Rainforest Park. Such proximity to the rainforest did not provide 24/7 sunshine. We did get rain here and there everyday. San Juan is about a 40-minute drive away, and we ended up going there three times out of our six days - I recommend renting cars (we used Enterprise, and they were great!). This also meant that we decided against "going out" to clubs/bars in San Juan because we would've had to designate drivers to drive back really late at night. From the very first moment we were interested, Diana had been in constant communication with us. She made the whole process of planning our Spring Break so easy and efficient. When we were finally there and settled in at the pool, Jesus came by to introduce himself and welcome us. Then, all ten of us were invited one night to come over to their other property for some drinks and hors d'oeuvres. This was a great experience, and I definitely hope to come back (she'll be the first one I contact).

3 of 4 match: Private outdoor pool (unheated), Climbing frame, Clothes dryer, Towels provided

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Price per night from

$1,061

Calypso Condo, Luxury on the Water at Gentle Winds

Christiansted apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Calypso condo stay was paradise!!!” We recently returned from a weeks vacation to St. Croix where we stayed at Calypso Condo C-2 in the gated community of Gentle Winds and had a fabulous time!!! The condo was immaculate upon arrival and Angela, the unit manager, stocked us with some groceries I requested so we didn't have to go out at night when we first arrived. There were six of us and with the three bedrooms, three bathrooms, three balconies and the loft area we did not feel crowded. Barbara, the owner, thought of everything to make our stay enjoyable and a home away from home. The book Life in the Left Lane, the bottle of champagne in the fridge, the starfish necklaces and the gift certificate to the Snack shack were complimentary gifts to us for staying there. It was a vey nice finishing touch by Barbara and very much appreciated. The kitchen was very well-equipped. There were so many books, Wii games, VHS movies, DVDs, and board games for all ages to choose from. It was nice having a grill to cookout on since we don't always like to eat out and as we found out food in St. Croix is expensive. I would definitely come back to St. Croix and stay at Calypso Condo again in a heartbeat !!!! The view was breathtaking, the beach gorgeous and the pool refreshing. The grounds at Gentle Winds were beautifully kept and the people there including the guard, the groundskeepers, and the woman who ran the Snack Shack were very polite. Staying there in early June had its benefits. I truly felt we had the whole place to ourselves. Besides us there were maybe 6 units out of 65 that were occupied at the time. No fighting for chaise lounges at the beach or pool.. A nice perk of the off season. Before leaving for St. Croix Barbara made sure we had directions from the airport to the condo and how to access the lockbox should the unit be locked. She also stressed checking out her website which had extremely helpful tips and suggestions one should know before arriving. I was also impressed that early on in our stay Barbara called and sent me an email checking in with us to see that everything was going well. We did so many fun activities while in St. Croix- stand up paddle boarding , snorkeling, kayaking, relaxing on the beach, shopping in Christiansted, touring the Cruzan Rum Factory, watching the sunset at Off the Wall restaurant while playing bingo and watching the sunrise at Point Udall. Needless to say we were all very sad to leave but have so many fond memories and beautiful pictures.

3 of 4 match: Private outdoor pool (unheated), Climbing frame, Clothes dryer, Towels provided

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Price per night from

$442

OCEANFRONT CONDO, SERENE, UNCROWDED GENTLE WINDS

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Climbing frame, Clothes dryer, Towels provided

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Price per night from

$316

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

3 of 4 match: Private outdoor pool (unheated), Climbing frame, Clothes dryer, Towels provided

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Price per night from

$986

Isla Verde Oceanfront Condo

Isla Verde apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Perfect!” My husband and I stayed here in April 2015 with our 10yr. old daughter. The Condo was perfect. Very tastefully decorated, and very clean. The owner took a lot of thinking into everyone's needs that would be staying here. Both bathrooms were stocked with multiple toiletries, all kitchen appliances necessary, including coolers for the beach. Beach chairs, beach towels, games, baby equipment and the list goes on. The location was absolutely perfect. We rented a car so did a lot of exploring but if you do not rent a car, you will not miss it. Everything you need is within walking distance or a very short taxi ride for groceries. I was a little worried about the condo being so close to the airport, although very convenient, I thought it would be somewhat of a disturbance with the airplanes flying over. We never even noticed the airplanes! That was not an issue. We had soooo much wonderful food in Puerto Rico but I must say, One of my very favorite things was walking down the beach, to the left and getting fish taco's. It is about 1 block down from condo if you are facing the ocean. We like fine dining and have tried fish tacos from all over, even the ones from Cabo do not compare with these. We were skeptical at first, but you will not regret or "get sick" if you try! The leasing agent and owner both were very friendly and very timely will all responses. Comparing this condo to a hotel, you can not beat the price. We normally stay in luxury hotels but because our daughter was with us, we did not spend the extra money. We made an excellent choice and would absolutely stay here again.

3 of 4 match: Private outdoor pool (unheated), Climbing frame, Clothes dryer, Towels provided

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Price per night from

$242

Responds fast! avg. 16 minutes

3 of 4 match: Private outdoor pool (unheated), Climbing frame, Clothes dryer, Towels provided

3 of 4 filters match

Price per night from

$1,278

3 of 4 match: Private outdoor pool (unheated), Climbing frame, Clothes dryer, Towels provided

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Price per night from

$574

A Dream Condo W A Private Pool At 7 Seas Beach

Las Croabas apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

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Price per night from

$343

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.

2 of 4 match: Private outdoor pool (unheated), Towels provided, Climbing frame, Clothes dryer

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Price per night from

$499

“Our best vacation yet!” My family is from Puerto Rico, and so is my husband's, so we go to the island often. The last two visits we stayed at the Embassy Suites, but it gets pricy for such a long stay. This year we opted to stay at San Juan Towers and room 663 was amazing! The view from our balcony was the beach and the pool - you can't really ask for more than that. It was great to have a kitchen available, fully equipped, and the front desk, doormen, and staff were all very friendly and helpful. Best part for us was free parking. I will definitely be staying here in the future, and recommend it for anybody making travel plans. Isabel made the process easy and made herself available via email and cell. The reservation deposit was reimbursed immediately upon our return, and I will be sure to rent from her again in the future.

Responds fast! avg. 3 hours 0 minutes

2 of 4 match: Private outdoor pool (unheated), Clothes dryer, Climbing frame, Towels provided

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Price per night from

$115

Beautiful House At The Hill With Private Pool

Luis M. Cintron house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

3 of 4 filters match

Price per night from

$351

Responds fast! avg. 2 hours 49 minutes

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

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Price per night from

$1,345

Responds fast! avg. 2 hours 49 minutes

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

3 of 4 filters match

Price per night from

$1,199

Responds fast! avg. 2 hours 49 minutes

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

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Price per night from

$1,466

Quinta Jabali -- Romantic Hillside Villa for Two

Isla de Vieques villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

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Price per night from

$660

Feeling Tip’sea

Isla Verde condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 4 match: Private outdoor pool (unheated), Clothes dryer, Climbing frame, Towels provided

2 of 4 filters match

Price per night from

$190

Private Pool Villa with Views ~Hook, Wine & Sinker

Teague Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

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Price per night from

$365

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.

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

3 of 4 filters match

Price per night from

$543

Satinwood: private, breezy eco-villa with an amazing View

Coral Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

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Price per night from

$419

Casa Angular- 2BR villa with ocean view on Vieques

Isla de Vieques villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

“Beyond our expectations” This was the perfect spot for a relaxing week surrounding our son's wedding. The owner is a pleasure to deal with, his property manager is a gem, and the experience was just wonderful. As for the home itself, it was everything we had hoped. You can see the beautiful view and well appointed amenities by looking at the Casa angular website. What you can't see is the attention to every detail that we so appreciated. Everything we needed was readily available. It was clean, comfy, and we will be back soon.

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

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Price per night from

$459

Beachfront Bungalow With Private Pool in Vieques Isle, PR

Isla de Vieques house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Beautiful!” The location was perfect. Walk out the door to the beach which was great for snorkling and walking. After spending the day at the many beaches or sights, swimming in the pool was a nice end to the day. Bungalow was stocked with everything we needed. It was an amazing family vacation for our family of 5.

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

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Price per night from

$287

360 Vieques - Romantic Hilltop Villa Private Pool

Isla de Vieques house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Amazing!” check in was a breeze. The house was very nice and the views were amazing! The location of the house was perfect...5 minutes from Isabelle, 10 mins from Esperenza, 15 minutes from the airport. One of the best vacations! We love Vieques and hope to return within the next couple months.

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

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Price per night from

$413

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

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

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Price per night from

$339

Edge of Paradise Villa- The Ultimate Getaway

St. Thomas villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

3 of 4 filters match

Price per night from

$1,556

Come & Feel Alright at Caribbean Dreamin ~ Private Pool & more to Enjoy!

Teague Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

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Price per night from

$372

Eco Friendly Beachfront Villa

Virgin Islands National Park villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

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Price per night from

$746

Luxury private 2 BR condo at Gentle Winds

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“The perfect family vacation” We have stayed at this condo each year for 6 of the last 7 years. The reason that we keep coming back is that this condo is well kept, convenient to the whole island, but also has local accommodations for the whole family. It is safe and the beach and pool are wonderful for staying local. All restaurants are a short drive and it is minutes to Christiansted. The owner is friendly and accommodating. We will continue to go back, there is no reason to look elsewhere.

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

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Price per night from

$287

Abandon shoes for flip-flops at romantic Caribe

Teague Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Very restful, quiet and peaceful” This is the best deal on St. Croix. For less than the cost of a room at one of the upscale island hotels, you get a fabulous and romantic room overlooking the ocean, your own living room, kitchen, and your very own private pool! What could top that??? The accommodations were impeccable and I lived on the patio and in the pool all week! Anne's services are top-rate, too. Nothing is overlooked. All in all, a great vacation!

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

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Price per night from

$372

AnaCapri Estate

Road Town villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

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Price per night from

$656

Villa Madeira

St. John villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

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Price per night from

$601

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

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Price per night from

$488

Bord De Mer ~ Private Luxury Villa at Villa Madeleine

Christiansted villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

3 of 4 filters match

Price per night from

$365

Tamarind - Virgin Gorda Overlooking North Sound

Virgin Gorda villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

3 of 4 filters match

Price per night from

$1,720

Calypso Sol - Private Pool & Ocean Views

Teague Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

3 of 4 filters match

Price per night from

$372

Stunning Eco-Luxury Villa on Caribbean Sea

Esperanza villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

3 of 4 match: Climbing frame, Clothes dryer, Private outdoor pool (unheated), Towels provided

3 of 4 filters match

Price per night from

$2,637

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