We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals with Pools in Montego Bay

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0+ rooms, 2+ guests
Distance from
1 km
Price per night
S$0
S$1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighbourhood
451 rentals in Montego Bay.
Sort by:
Tripadvisor Sort
Nautical Homes Miramar
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Paradise Palms Jamaica Villa Montego Bay
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Silent Waters Villa - Private Luxury Villa
10 bedrooms
7 bathrooms
Sleeps 20
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Tennsville
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Blue Heaven - 3 Bedroom in Montego Bay - Book Now
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Pimento Hill - Luxury Staffed Villa with Round Hill Membership
6 bedrooms
7 bathrooms
Sleeps 17
Match: Sleeps
More info
Check-in
Check-out
Beach front 5 bdrm Villa W/ large private pool, gym/tennis in gated community
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Beautiful Beachfront Villa in a Gated Community, Private Pool/Bar, Fully Staffed
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Luxurious villa, private beach, ocean views, infinity pool, fully staffed
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Bogue Villa
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Save time - get the best Montego Bay rentals sent straight to your email!
Serendipity Jamaica - You won't want to leave!
6 bedrooms
8 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Jamaica Villa Nutmeg, Montego Bay, Jamaica
6 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
LUXURY 5 BDR BEACHFRONT VILLA POOL BAY VIEWS CHEF BUTLER *XMAS/NY SPECIALS*
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
(3) City/Ocean View 2 Bedroom Condo in Montego Bay
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
A Distinguished Getaway Just Steps Away From the Beach and Hip Strip
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Seaview Chateau
9 bedrooms
9 bathrooms
Sleeps 18
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Allamanda Villa - fully staffed - ROUND HILL membership - van & driver - nanny
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Caribbean Sea Dreams 2 Bedroom townhome, 2 pools, 24 hour security.
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
2 bedroom/2 washroom Yacht Club View Condo OLR
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Celebrity Villa Jamaica
7 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Seacastles Vacation Penthouse
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
2 bed/ 2.5 bath Ocean Front Condo Montego Bay Club
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Village Maria~ A true Jamaican villa experience Beachfront
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
The Palms of Mobay
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Sea View Heights Villa Montego Bay
16 bedrooms
16 bathrooms
Sleeps 36
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
A Distinguished Beach Cottage in Montego Bay
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Seawind Studio - Montego Freeport, Montego Bay
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Impressive Studio With Captivating Ocean View Overlooking Doctors Cave Beach
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Sunset on the Beach - 5 bedrooms
3 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Ocean Front Montego Bay Club Apartments
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Cotton Suite - Luxury 500 SF 1-bedroom retreat with balcony
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Rhyne Park INN
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
2 Bedrooms 2 Bath New Luxury Ocean Front Condo
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Caribbean Jewel - Spring Farm, Montego Bay 4 Bdrms
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Jus' Beachy - Luxury Apartment in Beachfront Gated Community
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
The Wharf House - Old World Charm By The Sea
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
2 Bedroom Apt, 6 Minutes away from Airport Montego Bay
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
The Hills at Rose Hall
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Luxurious 1 BdRm Ocean Front Condo in Montego Bay
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
NICKELS GARDEN VILLAS
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Palm 1 - Luxury 590 SF 1-bedroom retreat with shared lounge and balcony
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Penthouse Apartment With Magnificent Sea Views. Minutes from the beach.
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Luxury Beach Front Condo
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Leon's Luxury Montego Bay holiday Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Private and Cozy Home....
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Private Beachfront Condos in Montego Bay Jamaica
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Cozy & Safe Seawind On The Bay Studio Apartment Free Beach Access OLR
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Cozy Vacationing
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Gorgeous Oceanview Condo Montego Bay Jamaica
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
PreviousNext
12345610