30 Best Vacation Rentals in Sandy Bay - Holiday Lettings - Cabins

Close

View larger map

Sandy Bay

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

648 Vacation rentals

(1) Excellent 

7

Vacation villa in Sandy Bay

Hanover Parish / Sandy Bay

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Child friendly
  • Car not necessary
Welcome to the Wheel House Villa! The large airy living room features an indoor garden and French doors that open onto the pool deck and swimming pool with views of the golf course and ocean beyond. All the guest bedrooms are newly renovated with beautiful granite and …see more

from $2,143 / night

$15,000 / week

Book View

from $2,143 / night

35

Vacation apartment in Sandy Bay

Hanover Parish / Sandy Bay

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Beautiful place in a very very nice area. The place is well decorated, comfortable and peaceful. It is full equipped apartment and you could not be at a better place to enjoy the real Jamaican culture. Quiet, clean and safe place, the area is amazing. Across the street …see more

from $75 / night

$525 / week

Book View

from $75 / night

17

Sandy Bay Vacation apartment rental

Hanover Parish / Sandy Bay

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Property description This spacious, newly decorated two bedroom two bath apartment is situated in Montego Bay in the upscale gated community of The Lagoons, just a few minutes from the Montego Bay airport. The apartment has two bedrooms, both with en suite bathrooms, …see more

from $250 / night

$1,575 / week

Book View

Responds fast!
avg. 26 minutes

from $250 / night

(1) Excellent 

18

Sandy Bay Vacation villa rental

Hanover Parish / Sandy Bay

6 12 5 nights min

  • 6 bedrooms
  • Sleeps 12
  • 5 nights min
  • Child friendly
Jubilation is a unique and luxurious 6 bedroom villa located in the secure gated community known as the Tryall Club. The villa sits on a sprawling 2.2 acre lot surrounded by a beautifully landscaped garden attracting some of Jamaica’s most exotic birds. The large swimm …see more

from $2,200 / night

$15,400 / week

Book View

Responds fast!
avg. 7 minutes

from $2,200 / night

(1)  

31

Sandy Bay Vacation apartment rental

Hanover Parish / Sandy Bay

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Beautiful studio in Jamaica for rent by days or by month for a holiday experience that will allow you to properly discover the real Jamaica. Conveniently located between Montego Bay and Negril. At 2 minutes from the beach. A perfect place for snorkeling / diving. Locate …see more

from $65 / night

$455 / week

Book View

from $65 / night

31

Vacation villa in Sandy Bay

Hanover Parish / Sandy Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Camelot Great House Suite at the Tryall Club- TWO bedroom is perfect for couples, small families or honeymooners! Camelot Villa is a deluxe 2 bedroom at Tryall Club. - Tryall Club's historic Georgian Great House is the site for thirteen exquisite Great House Villa Suit …see more

from $520 / night

$3,640 - $10,910 / week

Inquire View

from $520 / night

38

Vacation villa in Sandy Bay

Hanover Parish / Sandy Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Newly refurbished and spectacular Premier villa!! 5 bedrooms, 5 bathrooms. Tryall Resort Membership. Spectacular ocean views, 3 minutes golf cart ride to the beach! for this villa.   Pineapple House is a premier villa located in the exclusive Tryall Club overlooking t …see more

from $1,948 / night

$12,500 - $40,250 / week

Inquire View

from $1,948 / night

23

Vacation villa with shared pool in Sandy Bay

Hanover Parish / Sandy Bay

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Anticipation Villa in Tryall Club is one of the newest and most contemporary villas in Jamaica. The fabulous luxury villa Jamaica is rated premier class, the highest rating in Tryall Club and is located within the club's gated community. Being positioned directly over t …see more

from $1,948 / night

$13,636 - $30,000 / week

Inquire View

from $1,948 / night

25

Vacation villa with shared pool in Sandy Bay

Hanover Parish / Sandy Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Anticipation Villa in Tryall Club is one of the newest and most contemporary villas in Jamaica. The fabulous luxury villa Jamaica is rated premier class, the highest rating in Tryall Club and is located within the club's gated community. Being positioned directly over t …see more

from $1,948 / night

$13,636 - $25,000 / week

Inquire View

from $1,948 / night

29

Vacation villa in Sandy Bay

Hanover Parish / Sandy Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
5 bedroom, 5 bathroom waterfront villa in the exclusive Tryall Club! Tryall Resort Membership. Fully staffed villa...pampered vacation! Elysian Plain in Montego Bay is one of the most picturesque villas in Jamaica. Suitably named after the Greek Gods' resting place, th …see more

from $1,105 / night

$7,727 - $20,000 / week

Inquire View

from $1,105 / night

38

Vacation villa in Sandy Bay

Hanover Parish / Sandy Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Newly refurbished and spectacular Premier villa!! 5 bedrooms, 5 bathrooms. Tryall Resort Membership. Spectacular ocean views, 3 minutes golf cart ride to the beach! for this villa.   Pineapple House is a premier villa located in the exclusive Tryall Club overlooking t …see more

from $1,948 / night

$13,636 - $37,500 / week

Inquire View

from $1,948 / night

35

Villa rental in Sandy Bay with shared pool

Hanover Parish / Sandy Bay

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
One of the most spectacular luxury villas in Jamaica! 15,000 sq ft. of luxury! Contemporary and spacious, a villa with WOW FACTOR! Elegant with first class service. You will be impressed! *9 bedrooms, 9 bathrooms (can be rented as a 6,7,8 or 9 br) * Large wrap-around v …see more

from $1,948 / night

$13,636 - $30,000 / week

Inquire View

from $1,948 / night

54

Vacation villa in Sandy Bay

Hanover Parish / Sandy Bay

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
7 bedrooms, 7 bathrooms, spectacular sea views!!! 4 minutes golf cart ride to the beach. Hummingbird House, is the newly refurbished Premier villa with 7 luxury bedrooms!  Hummingbird House is one of the finest villas located within the world renowned Tryall Club esta …see more

from $2,857 / night

$20,000 - $40,000 / week

Inquire View

from $2,857 / night

28

Vacation villa rental

Hanover Parish / Sandy Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Unique to this villa is the Tryall Resort Membership. Please read for the exclusive resort features for this villa.  Reveille Villa is a fabulous waterfront luxury villa Jamaica, located within the Tryall Club Resort and provides enchanting panoramic views of Tryall' …see more

from $714 / night

$5,000 - $14,300 / week

Inquire View

from $714 / night

29

Vacation villa rental

Hanover Parish / Sandy Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Walk to the beach in a few minutes!!!Tryall Resort Membership. This villa can be rented as a 4 , 5 or 8 bedroom villa!   Retreat Villa in Montego Bay is one of the most charming and gracious Jamaica villas located within the renowned Tryall Club Resort. Being situate …see more

from $785 / night

$5,000 - $13,000 / week

Inquire View

from $785 / night

23

Sandy Bay Vacation villa rental

Hanover Parish / Sandy Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
Hibiscus Great House Suite is a double story one bedroom villa. Great for couples and small families! Hibiscus Villa is a deluxe 1 bedroom at Tryall Club. - Tryall Club's historic Georgian Great House is the site for thirteen exquisite Great House Villa Suites. The Try …see more

from $357 / night

$2,500 - $6,500 / week

Inquire View

from $357 / night

24

Vacation villa in Sandy Bay

Hanover Parish / Sandy Bay

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Phoenix sits on a spectacular seascape on Jamaica's lush North Coast at the luxurious Tryall Club 12 miles west of Montego Bay. The beach club, pro shop, first tee and driving range are within walking distance of the Phoenix front door. Nine laykold tennis courts are ju …see more

from $3,142 / night

$19,091 - $28,994 / week

Inquire View

from $3,142 / night

28

Vacation villa in Sandy Bay

Hanover Parish / Sandy Bay

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
6 bedrooms, 6 batrooms, spectacular views - and only 3 minutes golf cart ride to the beach!!! Tryall Resort Membership. The fabulous Wheel House offers picturesque views of the surrounding landscape and ultimate privacy at this six bedroom villa in Jamaica. The spaciou …see more

from $1,039 / night

$7,273 - $15,730 / week

Inquire View

from $1,039 / night

16

Villa rental in Sandy Bay

Hanover Parish / Sandy Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Wonderful 2 bedroom suite - spacious living room, dining room and bedroom for luxury living! Amenities of the club at your door step!   Charles-Earl Great House Suite is a charming 2-bedroom villa at Tryall Club. Tryall Club's historic Georgian Great House is the site …see more

from $429 / night

$3,000 - $9,900 / week

Inquire View

from $429 / night

54

Vacation villa in Sandy Bay

Hanover Parish / Sandy Bay

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
7 bedrooms, 7 bathrooms, spectacular sea views!!! 4 minutes golf cart ride to the beach. Hummingbird House, is the newly refurbished Premier villa with 7 luxury bedrooms!  Hummingbird House is one of the finest villas located within the world renowned Tryall Club esta …see more

from $2,857 / night

$20,000 - $40,000 / week

Inquire View

from $2,857 / night

26

Vacation villa with shared pool in Sandy Bay

Hanover Parish / Sandy Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Anticipation Villa in Tryall Club is one of the newest and most contemporary villas in Jamaica. The fabulous luxury villa Jamaica is rated premier class, the highest rating in Tryall Club and is located within the club's gated community. Being positioned directly over t …see more

from $1,948 / night

$13,636 - $25,000 / week

Inquire View

from $1,948 / night

20

Vacation villa with shared pool in Sandy Bay

Hanover Parish / Sandy Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
3 deluxe bedrooms, 3 bathroom deluxe villa. Tryall Resort Membership Wonderful fairway and Seaviews! Eureka in Montego Bay is one of the very special deluxe villa rentals in Jamaica, situated in an attractive and private location at the end of a cul-de-sac. The villa p …see more

from $714 / night

$5,000 - $13,000 / week

Inquire View

from $714 / night

54

Vacation villa in Sandy Bay

Hanover Parish / Sandy Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
7 bedrooms, 7 bathrooms, spectacular sea views!!! 4 minutes golf cart ride to the beach Hummingbird House, is the newly refurbished Premier villa with 7 luxury bedrooms!  Hummingbird House is one of the finest villas located within the world renowned Tryall Club estat …see more

from $2,857 / night

$20,000 - $40,000 / week

Inquire View

from $2,857 / night

28

Vacation villa rental

Hanover Parish / Sandy Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Unique to this villa is the Tryall Resort Membership. Please read for the exclusive resort features for this villa.  Reveille Villa is a fabulous waterfront luxury villa Jamaica, located within the Tryall Club Resort and provides enchanting panoramic views of Tryall' …see more

from $714 / night

$5,000 - $14,300 / week

Inquire View

from $714 / night

24

Sandy Bay Vacation villa rental

Hanover Parish / Sandy Bay

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Haystack Villa is one of the newest villas within the celebrated and exclusive Tryall Club estate. The highest rated premier villa in Tryall Club, the gorgeous and very welcoming Haystack Villa provides an unmatched vacation experience in elegance and serenity. Brillian …see more

from $2,208 / night

$15,454 - $45,454 / week

Inquire View

from $2,208 / night

29

Vacation villa rental

Hanover Parish / Sandy Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Walk to the beach in a few minutes!!!Tryall Resort Membership. This villa can be rented as a 4 , 5 or 8 bedroom villa!   Retreat Villa in Montego Bay is one of the most charming and gracious Jamaica villas located within the renowned Tryall Club Resort. Being situate …see more

from $714 / night

$5,000 - $13,000 / week

Inquire View

from $714 / night

37

Vacation villa with shared pool in Sandy Bay

Hanover Parish / Sandy Bay

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sea Glass Villa is one of Tryall's newest luxury deluxe editions located in the picturesque Montego Bay. The brand new Tryall villa is a glamorous mansion with Tryall club facilities for all guests.The very luxurious interiors and magnificent views offered by this villa …see more

from $1,948 / night

$12,000 - $27,273 / week

Inquire View

from $1,948 / night

45

Vacation villa rental

Hanover Parish / Sandy Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
4 bedrooms - WATERFRONT villa!Tryall Resort Membership. Fully staffed villa. Reef House in Montego Bay is one of the most serene and tranquil water front luxury villas Jamaica, only a few steps from the sea. Located within the Tryall Golf Club and Resort, the villa pro …see more

from $857 / night

$6,000 - $13,182 / week

Inquire View

from $857 / night

28

Vacation villa in Sandy Bay

Hanover Parish / Sandy Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
4 bedroom villa - BEACHFRONT!  Fully staffed villa, secure gated resort - exclusive membership facilities! Sunrise Villa is a fabulous waterfront Jamaica villa located within the renowned Tryall Club Resort. The emerald green fairways of the golf club are just across t …see more

from $786 / night

$5,500 - $11,050 / week

Inquire View

from $786 / night

24

Sandy Bay Vacation villa rental

Hanover Parish / Sandy Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Haystack Villa is one of the newest villas within the celebrated and exclusive Tryall Club estate. The highest rated premier villa in Tryall Club, the gorgeous and very welcoming Haystack Villa provides an unmatched vacation experience in elegance and serenity. Brillian …see more

from $2,207 / night

$12,727 - $35,000 / week

Inquire View

from $2,207 / night

15

Villa accommodation in Sandy Bay

Hanover Parish / Sandy Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
Wonderful 1 bedroom suite - spacious living room, dining room and bedroom for luxury living! Amenities of the club at your door step! Captain's Choice Villa is a luxurious one-bedroom Jamaica villa, perfect for couples or honeymooners. It is one of the thirteen air-con …see more

from $357 / night

$2,500 - $6,500 / week

Inquire View

from $357 / night