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Oceanview Villas

Hillside or mountaintop with excellent views of the Caribbean

Rosebay - Great Cruz Bay (hillside)
Bed Bath Pool Hot Tub A/C Price/week
1 1 No Yes Yes $1400 to $1750
 
View of the islands, sunsets & great Cruz Bay – perfect & affordable for 1 couple very convenient to Cruz Bay & the Westin.
Periwinkle - Great Cruz Bay (hillside)
Bed Bath Pool Hot Tub A/C Price/week
1 1 No Yes Yes $1575 to $2205
 
A sweet view of Great Cruz Bay & islands & sunsets – charming & romantic – very convenient to Cruz Bay & the Westin Resort.
Casa Ya Ya - Coral Bay (western hillside)
Bed Bath Pool Hot Tub A/C Price/week
2 2 Yes No No $1540 to $2695
 
A truly splendid Mexican hacienda built in a classic Caribbean style - completely open to the east with views of Coral Bay and the island of Francis Drake Channel. Open air home offering indoor/outdoor living.
Aqua Gem - Great Cruz Bay (hillside)
Bed Bath Pool Hot Tub A/C Price/week
2 2.5 Yes No Yes $1610 to $2310
 
Cute, comfortable and affordable in a good neighborhood – harbor views – very convenient to town & walk to the Westin.
Ocean Pearl - Great Cruz Bay (hillside)
Bed Bath Pool Hot Tub A/C Price/week
2 2.5 Yes No Yes $1610 to $2310
 
Cute, comfortable and affordable in a good neighborhood – harbor views – very convenient to town & walk to the Westin.
Over the Rainbow - Reef Bay
Bed Bath Pool Hot Tub A/C Price/week
2 2 Yes No No $1610 to $2905
 
Gorgeous national park views from this very private, quiet & romantic villa – an ideal getaway for 1-2 couples or small families.
Jasmine - Great Cruz Bay (hillside)
Bed Bath Pool Hot Tub A/C Price/week
2 2 Yes No Yes $1715 to $2415
 
A pretty view of Great Cruz Bay & islands & sunsets – cute & romantic – very convenient to Cruz Bay & the Westin Resort.
Aria - Coral Bay (northern hillside)
Bed Bath Pool Hot Tub A/C Price/week
2 2 Yes No Yes $1750 to $2975
 
A very private and very romantic villa located on Ajax Mountain. Views of Bordeaux Mountain, Coral Bay and the BVI’s. Only a 5 minute drive to Maho & Francis Bay beaches.
Angelica - Great Cruz Bay (hillside)
Bed Bath Pool Hot Tub A/C Price/week
2 2.5 Yes No Yes $1850 to $2650
 
Comfortable and affordable in a desirable neighborhood - very convenient to town of Cruz Bay & walk to the Westin Resort.
Hawksbill - Great Cruz Bay (hillside)
Bed Bath Pool Hot Tub A/C Price/week
2 2 Yes No Yes $1855 to $2695
 
A fine view of Great Cruz Bay & islands & sunsets – good for 1-2 couples – very convenient to Cruz Bay & the Westin Resort.
Bayview - Coral Bay (northern hillside)
Bed Bath Pool Hot Tub A/C Price/week
2 2 Yes No No $1855 to $3325
 
A very private home located 1000 feet above the Caribbean on a scenic mountaintop and the North shore of St. John. Only a 5 minute drive to Maho and Francis Bay beaches.
Bayhouse - Coral Bay (western hillside)
Bed Bath Pool Hot Tub A/C Price/week
2 2.5 Yes No Yes $1950 to $2450
 
A peaceful and convenient spot with classic St John views overlooking Coral Bay Harbor. This 2-level home is perfect for families with young children.
Fun and Contentment
 - Coral Bay (western hillside)
Bed Bath Pool Hot Tub A/C Price/week
2 2 Yes Yes Yes $1960 to $2695
 
A peaceful and private villa with beautiful views of Coral Bay Harbor and the BVI’s. The living area, pool, Jacuzzi and deck are all on one level. Perfect for couples and families.
Orchid Knoll - Bordeaux Mountain
Bed Bath Pool Hot Tub A/C Price/week
2 2.5 Yes No Yes $1960 to $3325
 
A romantic and unique home made from hand cut native stone and wood, located on the peak Bordeaux Mountain. The home reflects the casual elegance of a French country villa.
Elysium - Fish Bay
Bed Bath Pool Hot Tub A/C Price/week
2 3 Yes Yes Yes $1960 to $3500
 
Built in 2007 – very private & quiet – a sun lover’s villa that is well furnished & romantic - ideal for small family or couples.
Fish Beach - Fish Bay
Bed Bath Pool Hot Tub A/C Price/week
2 3 Yes Yes Yes $1960 to $3500
 
Built in 2009 in a private & quiet location – lots of sun, but a/c keeps you cool, romantic and private hot tub & pool.
Orion's Hill - Coral Bay (northern hillside)
Bed Bath Pool Hot Tub A/C Price/week
2 2.5 Yes No Yes $1995 to $3220
 
A very quiet and peaceful location on the ridgeline of Ajax Mountain. Views face east as well as views of the north shore and St Thomas. A 5 minute drive to Maho and Francis Bay beaches.
Long View - Hart Bay
Bed Bath Pool Hot Tub A/C Price/week
2 2.5 Yes No Yes $2100 to $3255
 
Overlooks Hart Bay and Chocolate Hole Harbor – very well maintained with a lovely and very private and tranquil garden pool deck.
Island Time - Devers Bay
Bed Bath Pool Hot Tub A/C Price/week
2 2 Yes Yes Yes $2100 to $3325
 
A splendidly charming & romantic villa in a lovely setting - ideal for lovers and honeymooners & memories, convenient to town.
La Bella Villa - Coral Bay (northern hillside)
Bed Bath Pool Hot Tub A/C Price/week
2 2 Yes No No $2300 to $3200
 
A very attractive, one level villa built of native stone and concrete. Located on a hill overlooking the scenic and tranquil harbor of Coral Bay.
Bombalassy - Great Cruz Bay (harbor)
Bed Bath Pool Hot Tub A/C Price/week
2 2.5 Yes No Yes $2520 to $3500
 
Terrific view of Great Cruz Bay – elegant, romantic & sunny - built in 2007 – only 1 neighbor - private and quiet – convenient.
Bordeaux Breeze - Bordeaux Mountain
Bed Bath Pool Hot Tub A/C Price/week
2 3 Yes Yes Yes $2520 to $3500
 
An exceptionally private, peaceful and very photogenic mountainside location. Views overlook Coral Bay and Sir Francis Drake Channel. Perfect home for couples and families.
Pink Conch - Great Cruz Bay (harbor)
Bed Bath Pool Hot Tub A/C Price/week
2 2.5 Yes No Yes $2765 to $3710
 
Terrific view of Great Cruz Bay – elegant, romantic & sunny - built in 2007 - only 1 neighbor – private, quiet, convenient.
Someday Isle - Coral Bay (western hillside)
Bed Bath Pool Hot Tub A/C Price/week
3 3 Yes No No $1820 to $2800
 
A very private, peaceful, seemingly “on top of the world” setting. The view looks right down the Sir Francis Drake Channel.
Cocolobo - Reef Bay
Bed Bath Pool Hot Tub A/C Price/week
3 3 Yes No No $1960 to $2926
 
Spectacular 260 degree views from north to south, including the National Park an exceptionally private, quiet & beautiful spot.
Frank Bay House - Cruz Bay
Bed Bath Pool Hot Tub A/C Price/week
3 3 Yes No Yes $1960 to $3675
 
A conveniently located villa with a romantic pool and sundeck - a 5 minute walk to restaurants, bars and shopping in Cruz Bay.
One Particular Harbour
 - Coral Bay (western hillside)
Bed Bath Pool Hot Tub A/C Price/week
3 3 Yes No Yes $1960 to $3675
 
A unique villa that was carved out of a steep mountainside in Coral Bay. The views look right down the Sir Francis Drake Channel.
Tennis Cottage - Chocolate Hole Harbor
Bed Bath Pool Hot Tub A/C Price/week
3 3 Yes No Yes $1960 to $3675
 
Nice harbor views and a large pool – rent just the 3-bedroom Cottage, or with Tennis Villa as a 7 bedroom estate with 2 pools.
Ilios - Hart Bay
Bed Bath Pool Hot Tub A/C Price/week
3 3.5 Yes No Yes $1960 to $3850
 
An attractive & cozy villa with a Greek flavor – ideal for indoor/outdoor island living – good privacy for 3 couples or a family.
Ellison - Virgin Grand Estates
Bed Bath Pool Hot Tub A/C Price/week
3 3.5 Yes No Yes $2100 to $3675
 
One Love - Rendezvous Bay
Bed Bath Pool Hot Tub A/C Price/week
3 3.5 Yes No Yes $2100 to $3675
 
Completely & splendidly remodeled in 2010 to like new condition – great views, south facing & sun all day - a/c throughout.
Coconuts - Gifft Hill
Bed Bath Pool Hot Tub A/C Price/week
3 3 Yes Yes Yes $2275 to $3850
 
Splendid views of St. Thomas & lovely sunsets – heated pool, pool table, hot tub, home theater & excellent amenities - sun all day + a gazebo & porch
Stillwaters - Chocolate Hole (hillside)
Bed Bath Pool Hot Tub A/C Price/week
3 2 Yes No Yes $2600 to $4100
 
A private & quiet setting that is convenient to town – nicely furnished and decorated - good for 1-2 couples or families.
Villa del Sol - Virgin Grand Estates
Bed Bath Pool Hot Tub A/C Price/week
3 3.5 Yes No Yes $2870 to $4249
 
Superb views of St Thomas & islands - lovely sunsets - very private & quiet - central a/c – south facing & sun all day.
Villa Hibiscus - Virgin Grand Estates
Bed Bath Pool Hot Tub A/C Price/week
3 3.5 Yes No Yes $2870 to $4400
 
Fantastic views of St Thomas & islands - lovely sunsets - very private & quiet - central a/c – south facing & all day sun.
Seawind - Chocolate Hole (hillside)
Bed Bath Pool Hot Tub A/C Price/week
3 3 Yes No Yes $2975 to $3500
 
Very attractive & casually elegant décor, a private and quiet location, ideal for 1-2 couples or families, convenient to town.
Colibri - Maria Bluff
Bed Bath Pool Hot Tub A/C Price/week
3 3 Yes No Yes $3900 to $5700
 
Cliffside location with truly spectacular views – remodeled in 2010 – sun all day + a/c in all rooms – very convenient to Cruz Bay.
Cinnamon Bay Estates - Cinnamon Bay
Bed Bath Pool Hot Tub A/C Price/week
3 3.5 Yes Yes No $5075 to $7700
 
Located in Estate Catherineburg this stunning villa offers beautiful views and undisturbed tranquillity and privacy. Wonderful home for both couples and families
Palm Villa - Gifft Hill
Bed Bath Pool Hot Tub A/C Price/week
4 4 Yes No Yes $2275 to $3850
 
Magnificent views of St. Thomas & amazing sunsets - very private & peaceful - sun all day on your pool & deck – large master bedroom.
La Collina - Great Cruz Bay (hillside)
Bed Bath Pool Hot Tub A/C Price/week
4 4 Yes No No $2345 to $3850
 
Picturesque views of Great Cruz Bay & sunsets – faces south with all day sun-a semi private, quiet & convenient location.
Summerwind - Bordeaux Mountain
Bed Bath Pool Hot Tub A/C Price/week
4 4.5 Yes Yes Yes $2380 to $4375
 
Located on Bordeaux Mountain in a private, peaceful and unspoiled location. Views of Coral Bay, the east end of St. John, the Sir Francis Drake Channel and many of the BVI’s.
Le Lapin II - Hart Bay
Bed Bath Pool Hot Tub A/C Price/week
4 4 Yes No Yes $2436 to $4550
 
Wonderful down island views include sunrises & sunsets – very private, quiet & peaceful – ideal for families or 2-4 couples.
Anole - Cinnamon Bay
Bed Bath Pool Hot Tub A/C Price/week
4 4.5 Yes No No $2681 to $6083
 
A private and peaceful villa with breathtaking views of Cinnamon Bay. One of the more affordable homes in the Estate Catherineburg area.
Croix Vista - Skytop (Fish Bay)
Bed Bath Pool Hot Tub A/C Price/week
4 4.5 Yes No Yes $3000 to $4800
 
Great southern views from the top of Fish Bay – lots of sun on the decks of this spacious, well furnished and comfortable villa.
Blue Skies - Great Cruz Bay (harbor)
Bed Bath Pool Hot Tub A/C Price/week
4 4.5 Yes No Yes $3500 to $4850
 
A 2 level, 2 building design perfect for couples or families. Water views overlooking Great Cruz Bay Harbor. 5 minute drive to Cruz Bay.
Vista Caribe - Virgin Grand Estates
Bed Bath Pool Hot Tub A/C Price/week
4 4.5 Yes No Yes $4000 to $6000
 
Splendid views of St Thomas & the islands - lovely sunsets - very private & quiet - central a/c – south facing & sun all day.
La Bella Vita - Virgin Grand Estates
Bed Bath Pool Hot Tub A/C Price/week
4 4.5 Yes No Yes $4100 to $6400
 
Built in 2005 - private & quiet – excellent views of St Thomas & sunsets – a sun lovers villa – 4 master bedrooms.
Ti Moune - Rendezvous Bay
Bed Bath Pool Hot Tub A/C Price/week
4 5 Yes No Yes $4300 to $6000
 
An excellent neighborhood with very pretty views, lots of sun on the pool and sundeck, a well maintained and comfortable villa.
Sunset Vista - Virgin Grand Estates
Bed Bath Pool Hot Tub A/C Price/week
4 4.5 Yes Yes Yes $4400 to $6440
 
Magnificent views of St. Thomas & lovely sunsets - very private & quiet - central a/c – sun all day on your pool and deck.
Casa Del Sol - Rendezvous Bay
Bed Bath Pool Hot Tub A/C Price/week
4 5 Yes 6 p Yes $4620 to $8666
 
A very charming & romantic villa with lovely views – the southern exposure insures lots of sun - excellent pool & whirlpool tub and pool bar.
Bordeaux Mountain House
 - Bordeaux Mountain
Bed Bath Pool Hot Tub A/C Price/week
4 3.5 Yes Yes Yes $4655 to $6510
 
This luxury villa enjoys a spectacular mountain top location on the peak of Bordeaux Mountain. The view overlooks Coral Bay, the east end of St. John, the Sir Francis Drake Channel and many of the British Virgin Islands.
South Palm - Virgin Grand Estates
Bed Bath Pool Hot Tub A/C Price/week
4 4.5 Yes No Yes $4655 to $7455
 
Built in 2005 – good views of the harbor & sunsets - 4 master bedrooms - central a/c - very private & quiet - sun all day.
Casa De Sonadores - Virgin Grand Estates
Bed Bath Pool Hot Tub A/C Price/week
4 4.5 Yes Yes Yes $4900 to $6900
 
A 3-level villa built in 2006 - good views of St. Thomas & colorful sunsets – sun all day – central a/c - home theater.
Heaven's Gate - Hurricane Hole
Bed Bath Pool Hot Tub A/C Price/week
4 4 Yes No Yes $4900 to $6900
 
A very attractive, Mediterranean style two level home that is a modern classic. This unique and beautiful villa offers outstanding view overlooking Hurricane Hole and the southeastern coast of St. John.
Infinity - Virgin Grand Estates
Bed Bath Pool Hot Tub A/C Price/week
4 4 Yes No Yes $4900 to $6900
 
Built in 2009 - 4 equal sized master bedrooms with 26” TV/DVD – terrific views of St Thomas & sunset – a sun lovers villa.
Peace and Plenty - Cinnamon Bay
Bed Bath Pool Hot Tub A/C Price/week
4 4.5 Yes No Yes $5250 to $8750
 
A stunning 3 level home located along St. John’s fabled north shore with amazing views overlooking Cinnamon Bay. A spacious, beautiful and very comfortable luxury villa.
Las Brisas Caribe - Maria Bluff
Bed Bath Pool Hot Tub A/C Price/week
4 4.5 Yes No Yes $5775 to $9975
 
A beautiful blending of classic architecture & modern comforts – central a/c - good views + very convenient to Cruz Bay.
Rapture - Virgin Grand Estates
Bed Bath Pool Hot Tub A/C Price/week
4 4.5 Yes Yes Yes $5985 to $8995
 
Very private & quiet - Built in 2005 – fantastic views & blazing sunsets – sun all day - 51” satellite TV with 6 speakers.
Amorosa - Peter Bay
Bed Bath Pool Hot Tub A/C Price/week
4 5 Yes Yes Yes $6400 to $8610
 
A reproduction of a Tuscan villa in one of St. John’s finest neighborhoods - great views + access to a private beach.
Inn Love - Great Cruz Bay (harbor)
Bed Bath Pool Hot Tub A/C Price/week
5 5 Yes Yes Yes $$2350 to $$3000
 
A newly remodeled 5 bedroom vacation villa located in Great Cruz Bay featuring finely crafted stonework, island art and tropical decor.
Ixora - Coral Bay (northern hillside)
Bed Bath Pool Hot Tub A/C Price/week
5 4 Yes Yes No $2841 to $5227
 
A villa with classic architectural beauty and comfortable and stylish interior furnishings. Located on Ajax Mountain w/views overlooking Coral Bay and the BVI’s. A 5 minute drive to the National Park Beaches.
Cinnamon Ridge - Cinnamon Bay
Bed Bath Pool Hot Tub A/C Price/week
5 5 Yes Yes No $3000 to $4000
 
North Shore location offering magnificent views and privacy in the Estate Catherineburg neighborhood. 200 degree view from every room overlooking Cinnamon Bay and BVI’s.
Caribe Villa - Rendezvous Bay
Bed Bath Pool Hot Tub A/C Price/week
5 5.5 Yes No Yes $6020 to $7805
 
Fantastic down island views & colorful sunrises – a very peaceful & quiet location, spacious, perfect for families or couples.
Kalorama - Virgin Grand Estates
Bed Bath Pool Hot Tub A/C Price/week
5 4.5 Yes No Yes $6020 to $7805
 
Contemporary design built in 2008 – marvelous 180 degree views of St Thomas & sunsets – private & quiet – 50” satellite TV.
Mermaid Falls - Peter Bay
Bed Bath Pool Hot Tub A/C Price/week
5 5.5 Yes Yes Yes $6750 to $8250
 
One of the best views in St John’s most luxurious neighborhood – central a/c & access to the private beach at Peter Bay.
C'est Bleu - Virgin Grand Estates
Bed Bath Pool Hot Tub A/C Price/week
5 5.5 Yes Yes Yes $7280 to $9100
 
A refined luxury villa built in 2005 – spacious, with 3 buildings of 2-levels – great St Thomas & sunset views – central a/c.
Rhapsody - Contant Point
Bed Bath Pool Hot Tub A/C Price/week
5 5.5 Yes Yes Yes $7700 to $11515
 
A spacious & beautiful home built in 2008 – a lovely, peaceful location on the water with no traffic, very convenient to town.
Jungle Stone - Cinnamon Bay
Bed Bath Pool Hot Tub A/C Price/week
5 6 Yes Yes Yes $9996 to $18000
 
Luxury villa located in Estate Catherineburg, surrounded by National Park w/legendary North Shore views. The interior of this villa is beautifully finished and sumptuously decorated.
Kismet - Maria Bluff
Bed Bath Pool Hot Tub A/C Price/week
5 6.5 Yes Yes Yes $16002 to $27300
 
One of St. John’s most luxurious villas – splendid down to the last detail – includes a private movie theater – very convenient.