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Caribbean Short Term Vacation Rentals - Page 10 of 132

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Terres Basses L Oasis - Secluded and Gated Beachfront Estate with Gourmet Chef!

  • 7 BR/7 BA Villa (sleeps 14)
    $5,714 - $12,857/nt
    $39,998 - $89,999/wk
    $159,992 - $359,996/month
    per property, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Baie Rouge Little Jazz Bird - Beautiful beachfront villa with pool & views of the sea.

  • 4 BR/4 BA Villa (sleeps 8)
    $1,071 - $3,142/nt
    $7,497 - $21,994/wk
    $29,988 - $87,976/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Baie Rouge Little Jazz Bird - Beautiful beachfront villa with pool & views of the sea.

  • 3 BR/4 BA Villa (sleeps 6)
    $928 - $3,142/nt
    $6,496 - $21,994/wk
    $25,984 - $87,976/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Terres Basses Oceanview Day O Villa on Sublime Plum Bay Beach - Poolside Gazebo

  • 2 BR/3 BA Villa (sleeps 4)
    $785 - $2,857/nt
    $5,495 - $19,999/wk
    $21,980 - $79,996/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Baie Rouge Beau Rivage - Magnificent villa on beach, sparkling pool & numerous activities nearby.

  • 3 BR/3 BA Villa (sleeps 6)
    $1,214 - $3,428/nt
    $8,498 - $23,996/wk
    $33,992 - $95,984/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Baie Rouge Beau Rivage - Magnificent villa on beach, sparkling pool & numerous activities nearby.

  • 2 BR/3 BA Villa (sleeps 4)
    $1,071 - $3,428/nt
    $7,497 - $23,996/wk
    $29,988 - $95,984/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Virgin Gorda Sand Castle- divine beachfront surroundings, unique freshwater pool- jacuzzi

  • 4 BR/5 BA Villa (sleeps 8)
    $1,042 - $2,342/nt
    $7,294 - $16,394/wk
    $29,176 - $65,576/month
    per property, Private Pool, Air Conditioning, Television, DVD Player

Virgin Gorda Sand Castle- divine beachfront surroundings, unique freshwater pool- jacuzzi

  • 2 BR/5 BA Villa (sleeps 4)
    $885 - $2,342/nt
    $6,195 - $16,394/wk
    $24,780 - $65,576/month
    per property, Private Pool, Air Conditioning, Television, DVD Player

La Romana Las Cerezas is an ocean view villa adjacent to the country’s biggest golf course with pool & jacuzzi

  • 4 BR/4 BA Villa (sleeps 8)
    $800 - $1,600/nt
    $5,600 - $11,200/wk
    $22,400 - $44,800/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Westmoreland Fig Tree House #1 - Beach access villa with wide covered terrace located in the Royal Westmoreland resort.

  • 6 BR/6 BA Villa (sleeps 12)
    $500 - $5,500/nt
    $3,500 - $38,500/wk
    $50,400 - $154,000/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Westmoreland Fig Tree House #1 - Beach access villa with wide covered terrace located in the Royal Westmoreland resort.

  • 4 BR/6 BA Villa (sleeps 8)
    $500 - $5,000/nt
    $3,500 - $35,000/wk
    $33,600 - $140,000/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Westmoreland Cassia Heights #3 - Ocean view villa on the prestigious Royal Westmoreland golfing resort.

  • 2 BR/2 BA Villa (sleeps 4)
    $290 - $750/nt
    $2,030 - $5,250/wk
    $8,120 - $21,000/month
    per property, Private Pool, Air Conditioning, Internet, Television, Parking

St Barthelemy Spacious Villa Chambord offers magnificent views & large heated pool

  • 3 BR/3 BA Villa (sleeps 6)
    $720 - $2,550/nt
    $5,040 - $17,850/wk
    $20,160 - $71,400/month
    per property, Private Pool, Air Conditioning, Television, DVD Player

St Barthelemy Spacious Villa Chambord offers magnificent views & large heated pool

  • 2 BR/3 BA Villa (sleeps 4)
    $630 - $2,550/nt
    $4,410 - $17,850/wk
    $17,640 - $71,400/month
    per property, Private Pool, Air Conditioning, Television, DVD Player

Anguilla Coyaba Villa - Luxurious villa on the southern coast, 2 minute walk to Cove Beach with pool & children s playground.

  • 6 BR/6 BA Villa (sleeps 12)
    $1,900 - $5,000/nt
    $13,300 - $35,000/wk
    $53,200 - $140,000/month
    per property, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Paynes Bay New Mansion steps to pristine beach with superb Caribbean views, pool & staff

  • 4 BR/4 BA Villa (sleeps 8)
    $1,000/nt
    $7,000/wk
    $28,000/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Terres Basses Le Mas Caraibes - Villa features stunning pool, unique architecture & relaxing environment.

  • 3 BR/3 BA Villa (sleeps 6)
    $521 - $1,285/nt
    $3,647 - $8,995/wk
    $14,588 - $35,980/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Terres Basses Le Mas Caraibes - Villa features stunning pool, unique architecture & relaxing environment.

  • 2 BR/3 BA Villa (sleeps 4)
    $464 - $1,285/nt
    $3,248 - $8,995/wk
    $12,992 - $35,980/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Montego Bay Ocean view No Le Hace at Tryall club- fully staffed with infinity pool, near beach & golf

  • 5 BR/6 BA Villa (sleeps 10)
    $1,100 - $2,750/nt
    $7,700 - $19,250/wk
    $30,800 - $77,000/month
    per property, Private Pool, Television, DVD Player

Montego Bay Ocean view No Le Hace at Tryall club- fully staffed with infinity pool, near beach & golf

  • 4 BR/6 BA Villa (sleeps 8)
    $900 - $2,250/nt
    $6,300 - $15,750/wk
    $25,200 - $63,000/month
    per property, Private Pool, Television, DVD Player

Montego Bay Phoenix at Tryall Club- serene private beach & pool, steps from the first tee

  • 7 BR/7 BA Villa (sleeps 14)
    $1,298 - $2,078/nt
    $9,086 - $14,546/wk
    $58,184/month
    per property, Private Pool, Air Conditioning, Television, DVD Player

Montego Bay Phoenix at Tryall Club- serene private beach & pool, steps from the first tee

  • 6 BR/7 BA Villa (sleeps 12)
    $1,298 - $1,948/nt
    $9,086 - $13,636/wk
    $54,544/month
    per property, Private Pool, Air Conditioning, Television, DVD Player

Montego Bay Ocean view Mahogany Hill at Tryall golf on 11 acres with 2 freshwater pools & full staff

  • 5 BR/5 BA Villa (sleeps 10)
    $1,363 - $3,896/nt
    $9,541 - $27,272/wk
    $38,164 - $109,088/month
    per property, Private Pool, Air Conditioning, Television, DVD Player

Montego Bay Ocean view Fairway Manor- near beach & golf, infinity pool- jacuzzi & staff

  • 6 BR/8 BA Villa (sleeps 12)
    $1,300 - $2,914/nt
    $9,100 - $20,398/wk
    $36,400 - $81,592/month
    per property, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Montego Bay Ocean view Fairway Manor- near beach & golf, infinity pool- jacuzzi & staff

  • 5 BR/8 BA Villa (sleeps 10)
    $1,180 - $2,914/nt
    $8,260 - $20,398/wk
    $33,040 - $81,592/month
    per property, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Montego Bay Ocean view Fairway Manor- near beach & golf, infinity pool- jacuzzi & staff

  • 4 BR/8 BA Villa (sleeps 8)
    $1,130 - $2,914/nt
    $7,910 - $20,398/wk
    $31,640 - $81,592/month
    per property, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Glitter Bay Eternity at Glitter Bay - Lovely corner unit featuring two large balconies overlooking the beach.

  • 2 BR/2 BA Villa (sleeps 4)
    $660 - $1,322/nt
    $4,620 - $9,254/wk
    $18,480 - $37,016/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Montego Bay Sugar Hill at Tryall Club with gym, pool, amazing ocean view and maid service

  • 7 BR/7 BA Villa (sleeps 14)
    $2,272 - $4,610/nt
    $15,904 - $32,270/wk
    $63,616 - $129,080/month
    per property, Hot Tub, Air Conditioning, Television, DVD Player

Mullins Bay Mullins Mill - Unique villa set on 8 acres featuring tennis court, infinity pool and private beachhouse.

  • 4 BR/6 BA Villa (sleeps 8)
    $1,825 - $3,000/nt
    $12,775 - $21,000/wk
    $51,100 - $84,000/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Cruz Bay Bluebitch St John, Affordable Luxury, Romantic Oceanfront Living, Secluded Beach

  • 1 BR/1 BA Apartment (sleeps 2)
    $285 - $320/nt
    $1,950 - $2,195/wk
    per property, accept credit card, Beach, Waterfront, Lawn / Garden, terrace, Balcony, Air Conditioning, Internet, Satellite / Cable

Lower Carlton On the Beach! Elegant Fosters House with Pool, Jacuzzi, Gym, Staff

  • 4 BR/4 BA Villa (sleeps 8)
    $1,625/nt
    $11,375/wk
    $45,500/month
    per property, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Gibbs Beach Dudley Wood - Three-storey home on Gibbs Beach featuring two dining gazebos, wet bar and swimming pool.

  • 3 BR/3 BA Villa (sleeps 6)
    $815 - $2,300/nt
    $5,705 - $16,100/wk
    $22,820 - $64,400/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Ocho Rios Oceanfront Scotch on the Rocks- private cove, pool- jacuzzi & gardens

  • 5 BR/5 BA Villa (sleeps 10)
    $933 - $1,433/nt
    $6,531 - $10,031/wk
    $26,124 - $40,124/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Ocho Rios Oceanfront Scotch on the Rocks- private cove, pool- jacuzzi & gardens

  • 4 BR/5 BA Villa (sleeps 8)
    $861 - $1,433/nt
    $6,027 - $10,031/wk
    $24,108 - $40,124/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Oracabessa Beachfront Golden Clouds- private beach, 2 freshwater pools & full staff

  • 9 BR/9 BA Villa (sleeps 18)
    $1,714 - $2,858/nt
    $11,998 - $20,006/wk
    $47,992 - $80,024/month
    per property, Hot Tub, wheelchair accessible, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Oracabessa Beachfront Golden Clouds- private beach, 2 freshwater pools & full staff

  • 7 BR/9 BA Villa (sleeps 14)
    $1,500 - $2,858/nt
    $10,500 - $20,006/wk
    $42,000 - $80,024/month
    per property, Hot Tub, wheelchair accessible, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Ocho Rios Luxurious Frankfort Villa has a private beach, sports facilities, and a chef

  • 6 BR/6 BA Villa (sleeps 12)
    $2,292 - $3,006/nt
    $16,044 - $21,042/wk
    $64,176 - $84,168/month
    per property, Air Conditioning, Internet, Television, DVD Player

Cap Estate Trouya - Villa near Trouya beach with pool & water sports activities nearby!

  • 3 BR/3 BA Villa (sleeps 6)
    $420 - $654/nt
    $2,940 - $4,578/wk
    $11,760 - $18,312/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Cap Estate Trouya - Villa near Trouya beach with pool & water sports activities nearby!

  • 2 BR/3 BA Villa (sleeps 4)
    $370 - $654/nt
    $2,590 - $4,578/wk
    $10,360 - $18,312/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Castries La Paloma - Luxury villa near beach with pool, spacious patio & sea views.

  • 6 BR/5 BA Villa (sleeps 12)
    $1,000 - $1,347/nt
    $7,000 - $9,429/wk
    $28,000 - $37,716/month
    per property, Private Pool, Air Conditioning, Internet, Television

Cap Estate Hummingbird House - Caribbean style house with pool, sun deck & spectacular views.

  • 3 BR/3 BA Villa (sleeps 6)
    $400 - $627/nt
    $2,800 - $4,389/wk
    $11,200 - $17,556/month
    per property, Private Pool, Internet, Television

Cap Estate Hummingbird House - Caribbean style house with pool, sun deck & spectacular views.

  • 2 BR/3 BA Villa (sleeps 4)
    $350 - $627/nt
    $2,450 - $4,389/wk
    $9,800 - $17,556/month
    per property, Private Pool, Internet, Television

Cap Estate Saline Reef - Comfortable villa with uninterrupted sunset views, pool & beach nearby.

  • 3 BR/3 BA Villa (sleeps 6)
    $520 - $704/nt
    $3,640 - $4,928/wk
    $14,560 - $19,712/month
    per property, Private Pool, Air Conditioning, Television

Sandy Lane Landfall - Two-storey villa located right on famous Sandy Lane Beach!

  • 6 BR/6 BA Villa (sleeps 12)
    $3,300 - $4,800/nt
    $23,100 - $33,600/wk
    $100,800 - $134,400/month
    per property, wheelchair accessible, Private Pool, Air Conditioning, Internet, Television

Lower Carlton Tropical sanctuary Moon Reach set on pristine beachfront with pool & staff

  • 5 BR/5 BA Villa (sleeps 10)
    $2,900 - $4,600/nt
    $20,300 - $32,200/wk
    $81,200 - $128,800/month
    per property, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Sandy Lane Ocean view Klairan overlooking Sandy Lane Golf Course with pool & resort access

  • 4 BR/4 BA Villa (sleeps 8)
    $1,300 - $2,000/nt
    $9,100 - $14,000/wk
    $36,400 - $56,000/month
    per property, Private Pool, Air Conditioning, Television, DVD Player

Gibbs Beach Ocean view Solandra at Emerald Beach (1)- 1 acre of lush gardens with beach access

  • 3 BR/3 BA Villa (sleeps 6)
    $500 - $950/nt
    $3,500 - $6,650/wk
    $14,000 - $26,600/month
    per property, Private Pool, Air Conditioning, Internet, Television, DVD Player

Virgin Gorda Sol y Sombra is comprised of four beachfront pavilions with infinity pool, gym & watersports

  • 4 BR/4 BA Villa (sleeps 8)
    $1,786 - $3,000/nt
    $12,502 - $21,000/wk
    $50,008 - $84,000/month
    per property, Private Pool, Fitness Room / Equipment, Air Conditioning, Internet, Television, DVD Player

Ocho Rios Rio Chico Estate on 14 Acres with Private Shoreline, Tennis, Gym

  • 8 BR/8 BA Villa (sleeps 16)
    $6,428 - $10,000/nt
    $44,996 - $70,000/wk
    $179,984 - $280,000/month
    per property, Hot Tub, Private Pool, Air Conditioning, Internet, Television, DVD Player

Ocho Rios Rio Chico Estate on 14 Acres with Private Shoreline, Tennis, Gym

  • 6 BR/8 BA Villa (sleeps 12)
    $5,714 - $9,285/nt
    $39,998 - $64,995/wk
    $159,992 - $259,980/month
    per property, Hot Tub, Private Pool, Air Conditioning, Internet, Television, DVD Player
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