Jamaica Vacation Rentals

340 Rentals

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Sandy Bay Jamaica Vacation Rentals - Home

5BR / 1BA - Sleeps 5 - Sandy Bay Home

villa rentals in Jamaica, Mahogany Hill Villa in Montego Bay is one of the most attractive and spacious...

$1,029 - $2,408 / nt

Sandy Bay Jamaica Vacation Rentals - Home

4BR / 0BA - Sleeps 4 - Sandy Bay Home

Coo Yah at Tryall is a golfer’ s paradise, located only a few steps from Tryall Club golf course...

$786 - $1,729 / nt

Sandy Bay Jamaica Vacation Rentals - Home

4BR / 0BA - Sleeps 4 - Sandy Bay Home

Seafore Villa in Montego Bay is a beautiful luxury villa Jamaica, located within the luxurious Tryall...

$497 - $922 / nt

Port Antonio Jamaica Vacation Rentals - Home

4BR / 0BA - Sleeps 4 - Port Antonio Home

Mamiti Blue is a 4 bedroom villa is situated right on the water on the San San strip. It is the second...

$1,000 - $1,215 / nt

Sandy Bay Jamaica Vacation Rentals - Home

3BR / 0BA - Sleeps 3 - Sandy Bay Home

Eureka in Montego Bay is one of the very special deluxe villa rentals in Jamaica, situated in an attractive...

$858 - $1,715 / nt

Sandy Bay Jamaica Vacation Rentals - Home

3BR / 0BA - Sleeps 3 - Sandy Bay Home

Serenity Villa sits on a hillside in the renowned Tryall Club Resort, near the Montego Bay area. The...

$572 - $1,179 / nt

Silver Sands Jamaica Vacation Rentals - Home

3BR / 0BA - Sleeps 3 - Silver Sands Home

3 bedroom, 3 bathroom villa in Silver Sands, less than a 5 minute stroll to one of the best beaches...

$256 - $370 / nt

Sandy Bay Jamaica Vacation Rentals - Home

3BR / 0BA - Sleeps 3 - Sandy Bay Home

Linger Longer Villa is one of the most fabulous villas in Jamaica, located within the renowned Tryall...

$858 - $1,572 / nt

Montego Bay Jamaica Vacation Rentals - Home

6BR / 0BA - Sleeps 6 - Montego Bay Home

This an amazing new villa located in Spring Farm. Flower Hill is an 18, 000 sq. ft. luxurious villa...

$2,000 - $3,429 / nt

Montego Bay Jamaica Vacation Rentals - Home

6BR / 0BA - Sleeps 6 - Montego Bay Home

ONE free night when booking a week! (not holiday weeks) - EXPIRES DEC 15, 2013Wait! ! Why you should...

$715 - $1,122 / nt

Sandy Bay Jamaica Vacation Rentals - Home

5BR / 0BA - Sleeps 5 - Sandy Bay Home

Knockando Villa at Round Hill is a wonderful deluxe villa located within the prestigious Round Hill Resort....

$1,236 - $2,060 / nt

Montego Bay Jamaica Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Montego Bay Home

Clive House - Built in true Jamaican “Great House” fashion, Clive House is a beautiful combination...

$708 - $1,737 / nt

Ocho Rios Jamaica Vacation Rentals - Home

7BR / 8BA - Sleeps 14 - Ocho Rios Home

Villa Mara is located on the beach in Ocho Rios and offers 7 bedrooms and baths in a totally renovated...

$1,786 - $3,000 / nt

Ocho Rios Jamaica Vacation Rentals - Home

5BR / 5BA - Sleeps 10 - Ocho Rios Home

Golden Cove Annex located about 15 minutes east of Ocho Rios near the small town of Oracabessa, and...

$429 - $500 / nt

Ocho Rios Jamaica Vacation Rentals - Home

5BR / 5BA - Sleeps 10 - Ocho Rios Home

Villa Lidofor several decades was maintainedprimarily as a family beach home with limited availability...

$1,429 - $2,858 / nt

Ocho Rios Jamaica Vacation Rentals - Home

5BR / 5BA - Sleeps 10 - Ocho Rios Home

Roaring Pavilion Villa is perhaps the most luxurious and beautiful villa in Jamaica. The property has...

$3,800 - $4,800 / nt

Ocho Rios Jamaica Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Ocho Rios Home

Stone Harbour is a recently renovated 4 bedroom, 4 bath villa locatedon the sea in a gated section of...

$715 - $1,143 / nt

Ocho Rios Jamaica Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Ocho Rios Home

Seven Seas is a fabulous, newly renovated, 5, 000 sq. ft. Ocho Rios waterfront villa great for families...

$1,000 - $1,600 / nt

Ocho Rios Jamaica Vacation Rentals - Home

8BR / 8BA - Sleeps 16 - Ocho Rios Home

Rio Chico is truly one of the most uniqueand beautiful properties in Jamaica. Located just outside of...

$6,429 - $11,422 / nt

Montego Bay Jamaica Vacation Rentals - Villa

5BR / 6BA - Sleeps 13 - Montego Bay Villa

Knockando is the former home of the visionary John Pringle who dreamed over fifty years ago of turning...

$1,257 - $3,593 / nt

Port Antonio Jamaica Vacation Rentals - Home

6BR / 6BA - Sleeps 12 - Port Antonio Home

San Bar villa is located in Jamaica's world- renowned Port Antonio. This luxurious 6 bedroom villa sleeps...

$1,500 - $1,715 / nt

Silver Sands Jamaica Vacation Rentals - Home

6BR / 6BA - Sleeps 12 - Silver Sands Home

The website is currently under construction and should be up in a few weeks with new pictures. Current...

$715 - $1,072 / nt

Runaway Bay Jamaica Vacation Rentals - Home

6BR / 6BA - Sleeps 12 - Runaway Bay Home

Hidden Bay is a beautiful luxurious 6- bedroom villa completed in the spring of 2014. Located on the...

$1,143 - $3,000 / nt

Runaway Bay Jamaica Vacation Rentals - Home

6BR / 6BA - Sleeps 12 - Runaway Bay Home

Sweet Spot Villa sits on Runaway Bay's famous, mile long, white sand beach. If your idea of a vacation...

$1,215 - $3,143 / nt

Runaway Bay Jamaica Vacation Rentals - Home

5BR / 5BA - Sleeps 10 - Runaway Bay Home

Bay Watch Villa is a new 5 bedroom villa on the beach in Runaway Bay, Jamaica. This charming villahas...

$586 - $1,072 / nt

Port Maria Jamaica Vacation Rentals - Home

5BR / 6BA - Sleeps 10 - Port Maria Home

Surrounded by 50 acres of landscaped lawn, fruit trees, and lush, untouched tropical forest, Bolt...

$2,400 - $3,000 / nt

Port Antonio Jamaica Vacation Rentals - Home

5BR / 6BA - Sleeps 10 - Port Antonio Home

Sea Star is the latest addition to the ultra luxurious villas located on the world famous Blue Lagoon...

$1,300 - $1,643 / nt

Negril Jamaica Vacation Rentals - Home

5BR / 5BA - Sleeps 10 - Negril Home

Moon Dance Cliffs - Perched on the westernmost edge of Jamaica, Moon Dance Cliffs is the newest luxury...

$1,200 - $1,700 / nt

Port Antonio Jamaica Vacation Rentals - Home

4BR / 5BA - Sleeps 8 - Port Antonio Home

Bonne Amie is an exquisite 4- bedroom waterfront villa located directlyon the water at San San, close...

$1,072 - $1,286 / nt

Port Antonio Jamaica Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Port Antonio Home

San Cove is the sister villa to San Bar next door. There's no place like a villa on the sea. In this...

$1,000 - $1,143 / nt

Ocho Rios Jamaica Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Ocho Rios Home

Golden Cove is a collection of four beautiful 4- bedroom seaside villas located about 15 minutes east...

$715 - $3,858 / nt

Port Antonio Jamaica Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Port Antonio Home

Mamiti Blue Mamiti Blue is a beautiful and luxurious villa located in San San, Port Antonio, just steps...

$1,000 - $1,429 / nt

Montego Bay Jamaica Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Montego Bay Home

Destiny Villa is the perfect union of dramatic architecture and spectacular setting. Located in the prestigious...

$1,215 - $2,400 / nt

Negril Jamaica Vacation Rentals - Home

4BR / 4BA - Sleeps 8 - Negril Home

Moon Dance Cliffs - Perched on the westernmost edge of Jamaica, Moon Dance Cliffs is the newest luxury...

$960 - $1,360 / nt

Montego Bay Jamaica Vacation Rentals - Home

3BR / 0BA - Sleeps 6 - Montego Bay Home

Seagrape is a magnificent three- bedroom villa facing the edge of the blue waters of the Caribbean Sea....

$629 - $1,533 / nt

Runaway Bay Jamaica Vacation Rentals - Home

3BR / 3BA - Sleeps 6 - Runaway Bay Home

Idle Hours Villa, This delightful 3- bedroom hideway is located in Runaway Bay and has one of the largest...

$400 - $572 / nt

Negril Jamaica Vacation Rentals - Home

1BR / 1BA - Sleeps 2 - Negril Home

Moon Dance Cliffs - Perched on the westernmost edge of Jamaica, Moon Dance Cliffs is the newest luxury...

$380 - $485 / nt

Montego Bay Jamaica Vacation Rentals - Home

-1BR / 6BA - Sleeps 2 - Montego Bay Home

Bambu Villa is our newest Montego Bay luxury property and is located at Tamarind Hill on the lush west...

$1,179 - $2,715 / nt

Negril Jamaica Vacation Rentals - Home

1BR / 1BA - Sleeps 2 - Negril Home

Moon Dance Cliffs - Perched on the westernmost edge of Jamaica, Moon Dance Cliffs is the newest luxury...

$350 - $445 / nt

Port Antonio Jamaica Vacation Rentals - Home

1BR / 1BA - Sleeps 2 - Port Antonio Home

Norse Point is the Ultimate Honeymoon Hideaway. It is a secluded 1- bedroom villa situated on the Waters'...

$300 - $400 / nt

Runaway Bay Jamaica Vacation Rentals - Home

1BR / 1BA - Sleeps 2 - Runaway Bay Home

Bahia Cottageis a delightful, rustic cottage located on the Runaway Bay Beach. The air- conditioned...

$200 - $229 / nt

Discovery Bay Jamaica Vacation Rentals - Home

6BR / 6BA - Sleeps 1 - Discovery Bay Home

Makana Villa , completed in December 2006, continues the tradition of Discovery Bay as having the finest...

$1,858 - $3,715 / nt

Ocho Rios Jamaica Vacation Rentals - Home

4BR / 4BA - Sleeps 1 - Ocho Rios Home

Stonaway Villa is situated on the Ridge above Ocho Rios, this hill side villa commands wonderful breezes...

$500 - $786 / nt

Montego Bay Jamaica Vacation Rentals - Home

3BR / 3BA - Sleeps 1 - Montego Bay Home

Pinnacle is a charming three- bedroom villa with a superb location overlooking Tryall Club and the Caribbean...

$629 - $1,686 / nt

Runaway Bay Jamaica Vacation Rentals - Home

5BR / 5BA - Sleeps 1 - Runaway Bay Home

Siesta Villa is a spacious 5+ bedroom beach front retreat in Runaway Bay on Jamaica's idyllic North...

$586 - $1,858 / nt

Montego Bay Jamaica Vacation Rentals - Home

5BR / 5BA - Sleeps 1 - Montego Bay Home

Infinity is a spectacular new 5- bedroom addition to the Tryall Club family of villas. Completed in 2009,...

$1,715 - $3,572 / nt

Ocho Rios Jamaica Vacation Rentals - Home

3BR / 3BA - Sleeps 1 - Ocho Rios Home

Kima Villa is located directly on the trade wind swept North Coast in exclusive Mammee Bay and looking...

$393 - $679 / nt

Montego Bay Jamaica Vacation Rentals - Home

9BR / 9BA - Sleeps 1 - Montego Bay Home

Summerhill Villa , one of the newest villas in the Spring Farm area, is a 10, 000 sq. ft, 3 story...

$1,000 - $2,572 / nt

Montego Bay Jamaica Vacation Rentals - Home

5BR / 5BA - Sleeps 1 - Montego Bay Home

Nutmeg Villa , is a beautiful, fully renovated 5- bedroom, 4, 600 sq ft. villa in the Spring Farm...

$929 - $2,500 / nt

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