Vacation Rentals & Villas in St. John

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755 villas

Hacienda Margarita Private Pool Ocean/Rainforest Views

Luquillo house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Climbing frame Linen provided Private outdoor pool (unheated)

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Price per night from

$402

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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 3 match: Private outdoor pool (unheated), Climbing frame, Linen provided

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Price per night from

$499

Tranquil Two-Bedroom Retreat with Ocean Views!

Charlotte Amalie villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Private outdoor pool (unheated), Climbing frame, Linen provided

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Price per night from

$241

“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 3 match: Private outdoor pool (unheated), Climbing frame, Linen provided

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Price per night from

$115

Beautiful View Beachfront Apartment at Rio Grande ,Puerto Rico

Rio Grande apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 of 3 match: Private outdoor pool (unheated), Climbing frame, Linen provided

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Price per night from

$190

Feeling Tip’sea

Isla Verde condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (unheated), Climbing frame, Linen 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).

2 of 3 match: Private outdoor pool (unheated), Climbing frame, Linen 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.

2 of 3 match: Private outdoor pool (unheated), Climbing frame, Linen provided

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Price per night from

$442

OCEANFRONT CONDO, SERENE, UNCROWDED GENTLE WINDS

Christiansted apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (unheated), Climbing frame, Linen provided

2 of 3 filters match

Price per night from

$316

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

2 of 3 match: Private outdoor pool (unheated), Climbing frame, Linen 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.

2 of 3 match: Private outdoor pool (unheated), Climbing frame, Linen provided

2 of 3 filters match

Price per night from

$242

Responds fast! avg. 16 minutes

2 of 3 match: Private outdoor pool (unheated), Climbing frame, Linen provided

2 of 3 filters match

Price per night from

$1,278

2 of 3 match: Private outdoor pool (unheated), Climbing frame, Linen 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

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$343

Vino Villa - Private Pool Villa

Teague Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$365

Flamboyant Cottage, Saba - Great View & Pool!

Windwardside cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Beautiful cottage in a lovely place” I have stayed at Flamboyant several times now. It is a wonderful cottage, with all the amenities, including wireless, swimming pool, and the most gorgeous view from the porch and eating area. It is in a very quiet area and really allows me to unwind. I thoroughly recommend it. My only criticism is with the fees. Though it is advertised that the cottage houses 4 people, beware that there is a substantial added fee per person, per day if you have more than 2 people. The flat rate for two people is reasonable,a bit on the high side, but in my opinion worth it. However, I don't believe the owners incur any extra expenses in having 4 people and I question the surcharge.

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

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Price per night from

$276

Longford Hideaway Greathouse: 3BR, pool, OG farm

Christiansted villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

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Price per night from

$348

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

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$378

Beautiful House At The Hill With Private Pool

Luis M. Cintron house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$351

County Paradise

Naguabo house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

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Price per night from

$305

Private Pool Bar with Panoramic Caribbean View! A/C WiFi Bonita Vista Vieques!

Isla de Vieques cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

“A Great Escape! Private, with Views to Die for!” I want to add my chorus to all the positive comments. Bonita Vista received a coveted "5" from me (I don't give many) mainly because of the pool bar area. The view was gorgeous, it was a very private area, and we enjoyed the ability to eat outside at the bar, or just lounge on the comfy chairs. Soooo relaxing! Everything about the stay was positive. The cassita was more than adequate (although a microwave would have been nice). The bed was perfect and we slept like logs. Hot water immediately in the shower - wow, THAT was a welcome surprise - and the a/c worked great. The wifi was frustratingly come and go so if you depend on it for work or staying connected - this probably is not a good place for you. For us, it was absolutely fine as it appeared just often enough to respond to critical emails and to post my Facebook pictures. AND we were also able to stream our Netflix shows 2/6 nights. ;-) Barbara and Kris were great hosts, friendly and with good tips for island life. The location is great - very near both towns and NWF with its gorgeous beaches. I highly recommend this cottage. I would return in a minute!

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$253

Quinta Jabali -- Romantic Hillside Villa for Two

Isla de Vieques villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$660

2 bedroom, 2 bath harborside condo in St. Croix

Christiansted condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$171

Responds fast! avg. 2 hours 49 minutes

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,197

Responds fast! avg. 2 hours 49 minutes

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,464

Responds fast! avg. 2 hours 49 minutes

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,213

Kallaloo: Walk to Gibney Beach!

Hawksnest Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Kallaloo is a peaceful, comfortable house to enjoy with friends” This was our fourth year at Kallaloo, and we have loved it. Until this year we shared it with dear friends who went off sailing in the Bahamas this year on their new boat. So we invited other friends and family to join us. We are moving to a different property next year, but it is not because we haven't thoroughly enjoyed our time at Kallaloo; it is just more than we can manage without regular partners. The location cannot be beat, and the house is well-equipped and comfortable. We will miss our friends, the bananakeets and the hummingbirds. It is a pleasure to deal with the folks at Catered To who are always pleasant and responsive.

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,145

Private Pool Villa with Views ~Hook, Wine & Sinker

Teague Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

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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.

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 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

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

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.

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

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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.

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

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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.

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

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

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$339

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

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$230

Edge of Paradise Villa- The Ultimate Getaway

St. Thomas villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$1,556

Anam Cara Villa - Secluded Luxury Beachfront Home

South Sound villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 14

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$860

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

Teague Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Climbing frame, Linen provided, Private outdoor pool (unheated)

2 of 3 filters match

Price per night from

$372

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