Bolongo Bay Rentals

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348 Houses

2 Bdr Condo on the water in the beautiful Caribbean

Bolongo Bay condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$292

1BRM Apt w/deck & ocean views w resort amenities

Bolongo Bay apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$199

Studio Condo on Bolongo Bay

Bolongo Bay condo

1 bedroom / 1 bathroom / sleeps 3

Price per night from

$180

Studio Condo on the Waterfront at Bolongo Bay

Bolongo Bay condo

/ 1 bathroom / sleeps 2

Price per night from

$180

Oceanfront 3 bd/3ba condo - "Villa de sol"

Bolongo Bay villa

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$528

Mermaid Hideaway

Bolongo Bay condo

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$171

Great rentals within 20 miles that match your search

Swogjan's Dragon 7A Carolina

Coral Bay house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$318

Plumeria: Great Ocean Views, Sunsets, Heated Pool, Billiard Porch, and Privacy

Cruz Bay villa

3 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$561

Starfish Studio on Crystal Cove Sapphire Beach

Smith Bay apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 47 minutes

Price per night from

$219

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.

Price per night from

$530

Lion's Gate Getaway - Lush tropical setting

East End house

1 bedroom / 1 bathroom / sleeps 2

“Incredible Getaway” This is a great place to stay when vacationing in St. Thomas. Max is an incredible host and generously shares her home and her knowledge of the islands. Rent a car if you don't like trekking up the hill, but we made it okay without one.

Responds fast! avg. 2 hours 58 minutes

Price per night from

$157

Coconuts: Panoramic ocean views and sunsets

Cruz Bay villa

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$449

Relax 4 Us at Bolongo Bay ~ USVI

Charlotte Amalie apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Excellent property and great destination!” Our stay here was wonderful! We just came back a few weeks ago (Jan 7-14) from our trip and we are ready to book for the next year! We had such a great time: Accommodations - The apartment is very clean and modern. It has nice comfortable beds and lovely décor in every room. The kitchen is stocked with all necessary utensils and appliances. Bathrooms are clean and modern. I loved the cherry wood doors and marble countertops all around. There is a large balcony that you can eat or relax out on. Beach chairs, towels etc. is also provided for you. Beach - you can go downstairs and you are at the Bolongo Bay beach, its lovely, you have all the water sports options that you would find at a typical resort right there. If you walk past the restaurants and the hotel (5 minute walk along the beach), there is a great snorkeling spot past the rocks, very cool! We had a rental car so we also drove (about 15 min) to Smith Bay. This beach is pure heaven! It seems to be mainly visited by locals and is not crowded with perfect white sand and beautiful calm blue waters. Pool - There are a couple of pools that you can use. We used the one by the beach; it had a tap to wash off the sand as well. The pool was nice and clean and the water was pretty warm. Food - Like I mentioned you have everything you need to prepare your food 'at home' if you are on a budget or have specific dietary needs. There are many supermarkets that deliver or you can shop in a warehouse type place (CostUless) or a supermarket (Pueblo) or some local stands that are all around. There are three popular restaurants directly in the Bolongo Bay area so you don't ever have to leave the area if you choose not to: • Iggys - casual burger type place• Mims - fancier place that serves sea food• Lobster Grill - very fancy There is a lot to do on the island and its neighbors, but we have small kids so we took it easy this time and just enjoy the water. Next time we rent this apartment, we will explore the island.

Responds fast! avg. 1 hour 24 minutes

Price per night from

$235

Westin St John 3BR Private Pool Villa: 2023 Summer, Christmas & New Years Weeks

Cruz Bay villa

3 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$1,761

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.

Price per night from

$387

Waterfront Escape: Paradise at a Great Price!

East End studio

Studio / 1 bathroom / sleeps 4

“Perfect Honeymoon” My husband and I stayed at this property at the end of June/early July for our honeymoon...which ended up being great because St. John was celebrating carnival! We didn't rent a car and had no trouble navigating the island. However, we like to do things "off the beaten path"...I don't think everyone would enjoy the safari buses or "gypsy" taxi drivers, but we really enjoyed both and you can't beat the price. $1 per person go travel to Red Hook?! Billy's list of transportation, activities, etc. was amazing. We went to Coki Beach - interact with locals and snorkeling, St. John - hiking/beautiful beaches/carnival, Red Hook for groceries and restaurants/bars, Charlotte Amalie for shopping/pier/more food (avoid at all costs on Tuesdays and Wednesdays - cruise ships come in these days), Magen's Bay - beautiful and great to relax, Linquist Beach - this one was a little to windy and too much sea grass for me, but my husband enjoyed it. Some of our favorite restaurants were Duffy's (not so much the food, but the atmosphere and bartender were great), XO Bistro (amazing food and cocktails, fine dining atmosphere), Greengos (Mexican cuisine in Charlotte Amalie - fun sitting in the shopping corridors), Tap & Still (great burgers). Latitude 18 was our absolute favorite. Laid back, live music, great food, and friendly locals right on the water. The actual condo was perfect for us because we were out and about except to shower and sleep. I did cook breakfast almost every morning (there was plenty of cooking equipment for this), but we ate at a different beach or restaurant for every other meal. There were plenty of towels (for showers and the beach), bedding, and toiletries. We loved the coolers, so we could save on beverage costs when we went to the beaches. The only confusing part was the transportation around the resort. Initially, we were told we had to pay $40 a day for transportation. We kept calling for golf cart rides to the front gate (where we would catch the safari bus or a taxi)...waiting for them to ask us for payment, but they never did. A couple days into the trip, I met a very friendly resort employee and she said that was absolutely incorrect and the resort employees will take us anywhere on the grounds for no charge. The $40 a day transportation is if you wanted to go anywhere off grounds. Not a big deal, but incase someone else is told they have to pay $40...here you go. Billy was great to work with and his communication couldn't have been better. All-in-all, we can't wait to come back! It was an amazing start to our marriage :)

Responds fast! avg. 1 hour 59 minutes

Price per night from

$309

Drake's View: Voted Best View in the Caribbean

Coral Bay villa

4 bedrooms / 5 bathrooms / sleeps 8

“Incredible, Gorgeous View!” Our family stayed at Drake's View June 13th - July 1st, 2013. We needed a villa with 4 bedrooms. It was the "view" from Drake's View that won it over! Wow, what an incredible, gorgeous view of Coral Bay & the Bvi's! The Kit, LR & DR areas are all on the upper level & flow into each other so you always feel a part of what's going on & with several seating areas, you can have your space too! There are 3 bdrms on the lower level in the main house & a private 1 bdrm cottage. All are equal with a/C & kg beds with 1 in the main house having the option to be made into twins. Entry to 1 of the bedrooms in the main house is off the porch so you have to walk outside to get to it. The kit was well equipped & used & so was the BBQ grill. We ate about ½ our meals at the villa while enjoying the view! We used the pool & hot tub just about every day after coming back from the beach. The pool gets good sun until mid-day & is larger than most. It has a gradual slope to deep end & has a built-in bench all along the length of the pool. You can sit there or in the hot tub & enjoy a nice view. The villa has plenty of outdoor seating space, sun & shade, to gather as a group or find a quiet space to yourself! Even though you could see a couple villas on other hillsides, they were far enough away & situated to where we felt complete privacy! In the evenings we enjoyed listening to music on the stereo...speakers worked great...while playing Scrabble & card games. The villa only has 1 TV...no big deal because we don't typically watch TV. The large capacity W/D are on the lower level & conveniently located near the pool's ½ bath for wet suits & towels & near the bdrms. They were used often during our 18 night stay & worked great! We loved Drake's View & the Bordeaux Mtn location...the view, close to Maho Bay & close to our family's favorite Coral Bay restaurant...Shipwreck Landing!

Price per night from

$891

Spectacular Sunsets & Ocean Views Remodeled Villa

Cruz Bay villa

3 bedrooms / 4 bathrooms / sleeps 10

“Great location, beautiful view, all the amenities you need!” We just returned from our honeymoon in St. John and Heavenly Villas was perfect for our time on the island, and the views from the deck are incredible. The villa is the perfect size for a couple, or a very small group, and had everything we needed. We had breakfast and coffee on the deck each morning, and spent most evenings there watching the sunset before going out for dinner. We also took advantage of the beach chairs, snorkel gear, and cooler and didn't have to worry about buying anything aside from food and drinks while we were down there. Josh, the property manager, was very helpful, and everything went smoothly when we arrived to check in, meeting us at the ferry dock, and he also helped us get in touch with our jeep rental company. He also had the villa provisioned for us with food and drinks we had requested. The villa is located a short 2 minute drive from downtown Cruz Bay, and a short drive to all the beautiful beaches, so it made it easy for us to get anywhere on the island. Scott, the owner, was very helpful and super responsive throughout the booking process, and made everything super easy and stress-free, which was much appreciated. We will definitely be returning and recommending Heavenly Villas to friends!

Price per night from

$1,009

Captain's View - Best Views In Town, Day or Night

Cruz Bay apartment

2 bedrooms / 2 bathrooms / sleeps 4

“The best view of paradise!!” Captain's View is certainly a delight of St. John's. I visited there in the summer of 2011 and the accommodations were perfect! Plenty of room for listening to island tunes and enjoying lunch or dinner at the villa. Capt's View is close enough to town to walk down and enjoy all the fine dining and night life that St. John's has to offer without having to rent a car. The aC kept me cool at night on the evenings it was needed and the bed was very comfortable. All is all a great place to stay while in St. John and would absolutely stay there again!

Price per night from

$270

Pura Vida: Large Deck w/ Pergola and Pool Overlooking Ocean

Cruz Bay villa

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$617

Beauty, Comfort, Value! Your Home in the Caribbean

Charlotte Amalie house

2 bedrooms / 2 bathrooms / sleeps 6

“Magical Vacation” Thank You Gail & Curlson for allowing us to rent from you. The instant we got to your place, we felt like we were "home". The location of your property is perfect, a short drive to Red Hook and close to some gorgeous beaches. The villa included many "little" amenities such as beach towels, paper goods, hairdryers, that really made my packing job much easier! The kids had the best time swimming in the pool & hot tub and ask daily when we can go back! I think even breakfast tasted better because we were able to eat it every morning on the patio overlooking St. John and Sapphire Beach. Whenever we had a concern or question, you were a quick phone call or email away. And the place looked exactly as it does in your pictures. This was one of the best vacations our family has ever taken. Thank you from the bottom of my heart - Take Care!

Price per night from

$464

'Billion$ View' New Deluxe 2FL Beachfront Villa

East End apartment

1 bedroom / 2 bathrooms / sleeps 7

Price per night from

$640

Pelican Peak Villa, Panoramic Island Views - Only minutes to the best Beaches.

West End villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$544

@Sapphire Beach Playa Brisa y Mar

St Thomas East condo

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$561

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

/ 4 bathrooms / sleeps 10

Price per night from

$964

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

$488

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

$561

Edge of Paradise Villa- The Ultimate Getaway

St. Thomas villa

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,521

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

$253

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

$196

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

$802

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

Cruz Bay villa

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$2,241

Eco Friendly Beachfront Villa

Virgin Islands National Park villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$729

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

$785

Bliss Cruz Views 1: near NP Beaches; Amazing Sea/Sunset Views, A/C, private

Cruz Bay condo

2 bedrooms / 1 bathroom / sleeps 4

“Great time at Bliss” Bliss is not large but perfect for 3 to 4 people. We enjoyed the view of Cruz Bay and the proximity to town. Cynthia has all the necessities in Bliss and it was nice to use the cooler and beach chairs. We rented a jeep from amalie at the airport in St Thomas, I would recommend renting a vehicle, as the walk to town and back is possible, but requires a lot of effort. The beaches around the island are beautiful and it is great to be able to explore. I would recommend going to Chateau Bordeaux for lunch, it has a great view of Coral Bay and wonderful food. Thanks Cynthia, you have a great villa and would love to stay again.

Price per night from

$291

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. 3 hours 32 minutes

Price per night from

$6,163

Calicaribe--hill top villa with views of Caribbean

Cruz Bay house

3 bedrooms / 3 bathrooms / sleeps 6

“Lovely property, very convenient, incredible views” I have been travelling to St. John for many years and Calicaribe is my absolute favorite place to stay. I will sometimes change the dates of my travel so I can stay here. Lovely, well maintained property, tastefully furnished and literally minutes from Cruz Bay and the Marketplace. The house has a wonderful pool for relaxing beside and dipping in after a day at the beach. Very reasonably priced as well. But the major asset of this property in my opinion are the views. Located on a hillside facing west, north/west the view includes Stevens Cay, Grass Cay, Mingo Cay, Two Brothers, Thatch Cay, Hans Lollik, all of Pillsbury Sound and, of course, parts of St. Thomas. Sunsets range from beautiful to truly spectacular. I wish I was there now! Highly recommended.

Responds fast! avg. 2 hours 18 minutes

Price per night from

$1,009

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

$393

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