Trippy Mates - Vacation Rentals in Montego Bay

The Palms of Mobay 2 From US $125
         

New
Apartment
  • Air Conditioner
  • Child Friendly
Beautiful Lush Property! Great for couples or singles! From US $349
         

Beachfront Villa, Staff, Boat, Pool, Tennis, Gated From US $1,827
         

10.0 (214 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Montego Bay

Over 5147+ Luxury Places to Stay in or Near Montego Bay
VillaMerissa, Lucea @ Oceanpointe From US $34,595
         

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10.0 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Andeve's tranquil beautiful home From US $10,482
         

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5.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Riu Palace Aquarelle - All Inclusive From US $9,576
         

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8.2 (537 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Montego Bay

Over 2944+ Top-Rated Vacation Rentals with a Pool in or Near Montego Bay
Polkerris Bed & Breakfast From US $220
         

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10.0 (465 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Sandpebbles . 50 paces to tranquility From US $1,328
         

10.0 (125 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Montego Bay

Over 347+ Pet-Friendly Vacation Rentals in or Near Montego Bay
Chillax On Our Farm By The Sea From US $40
         

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8.4 (15 Reviews)
House
  • Parking
  • Pet Friendly
  • Balcony/Terrace
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach From US $552
         

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9.8 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Jhadano 3BR Pool & Gym Shuttle Gated From US $204
         

10.0 (5 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
A HOME AWAY FROM HOME From US $116
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Montego Bay

Over 1455+ Large Vacation Homes & Villas in or Near Montego Bay
Villa Rialto @ The Palms From US $120
         

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8.1 (48 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Hospitality Expert SF: Private Pool, Beach, Chef From US $268
         

Your Secret Paradise , Richmond-St.Ann From US $149
         

9.4 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Montego Bay

Over 260+ Wheelchair Accessible Vacation Homes in or Near Montego Bay
Very Cosy Studio Apartment From US $100
         

8.6 (73 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Paradise Place From US $55
         

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7.3 (52 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Montego Bay Varoom and Airbnb Places to Stay Under $200

Over 3064+ Montego Bay Varoom and Airbnb Places to Stay Under $200
Beautiful Beachfront1 Bedroom Condo D18, Ocho Rios, Jamaica From US $129
         

City Studios From US $95
         

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8.7 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Enchanted Guest Room with Ac From US $145
         

New
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
2 Bedroom fully air-conditioned 6 mins from Airport From US $97
         

9.6 (22 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Eshae Living Modern Beach House From US $153
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Beautiful Beachfront 1 Bedroom Condo, D15 Ocho Rios Jamaica From US $126
         

Instantly Bookable Vacation Homes in Montego Bay

Over 2732+ Instantly Bookable Vacation Homes in or Near Montego Bay
🌻🌼🌸🌺Jamaican Dream Villa🌻🌼🌸🌺 From US $209
         

Jordan Avenue From US $113
         

New
House
  • Air Conditioner
  • Parking
  • TV
Enchanted 1 bedroom Suite From US $100
         

New
Apartment
  • Air Conditioner
  • TV
  • Bedding/Linens
Pimento Oasis - The Palms in Richmond From US $222
         

9.4 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

About Montego Bay Vacation Rentals

With more than 5156 Montego Bay vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Trippymates and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Montego Bay.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Trippymates Montego Bay, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Montego Bay. Places to stay near Montego Bay are 1410.64 ft² on average, with prices averaging $476 a night.

Trippymates makes it easy and safe to find and compare vacation rentals in Montego Bay with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Montego Bay

Type Count
Vacation Homes 1773
Holiday Apartments 1567
Villas 1151
Resorts 140
Hotels with Suites 127
B&B 105
Cottages 54
Cabin Rentals 11
Hostels 8
Others 5
Ski Chalet Rentals 2

Use these Quick Filters to Find a Vacation Rental in Montego Bay

Pro Tip: Trippymates makes it easy to compare the best listings on Trippymates homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Trippymates homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Montego Bay.

Weather in Montego Bay

View the weather forecast for Montego Bay before booking your Montego Bay Vacation Rentals to confirm your best time to go.

December - February
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June - August
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September - November
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