Taos Valley Accommodations - Vacation Rentals in Montego Bay

The Capri From US $87
         

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6.1 (13 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Lighthouse Condos From US $61
         

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7.4 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Child Friendly
Seawood From US $90
         

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4.9 (7 Reviews)
House
  • Child Friendly
  • Internet
Montego Bay - Lola B's Bayside Beach Bungalow From US $258
         

Yellow Hurricane From US $680
         

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New
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
QUARTERS OCEANBLOCK From US $243
         

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9.4 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Serenity on Sailing Rd From US $598
         

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9.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Montego Bay

Over 911+ Luxury Places to Stay in or Near Montego Bay
Heron's Retreat From US $1,427
         

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8.0 (1 Review)
House
  • Air Conditioner
  • Pool
  • View
Silver Moon 407 From US $1,411
         

New
House
  • Air Conditioner
  • Pool
  • View
Marigot Beach 310 From US $1,391
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
La Vista Bay Complex From US $1,316
         

New
Apartment
  • Air Conditioner
  • View
  • Balcony/Terrace
Beach Village 6 From US $1,203
         

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9.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • View
16 The Palms From US $1,185
         

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9.0 (1 Review)
House
  • Air Conditioner
  • Pool
  • Balcony/Terrace
Fenwick Island - 38829 Bunting Avenue #1 From US $1,143
         

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5.5 (2 Reviews)
House
  • Air Conditioner
  • View
  • Ocean View

Top-Rated Vacation Rentals with a Pool in Montego Bay

Over 525+ Top-Rated Vacation Rentals with a Pool in or Near Montego Bay
Extraordinary Oceanfront Escape - Unit 709 From US $795
         

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10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Low Tide Landing From US $259
         

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10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Ultra Luxe Oceanfront Escape - Incredible Views From US $841
         

Rainbow 402 From US $723
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pool
  • View
Anchors Away, Your Dream Getaway! From US $618
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Pyramid 10C From US $600
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Pool
  • View

Pet-Friendly Vacation Rentals in Montego Bay

Over 38+ Pet-Friendly Vacation Rentals in or Near Montego Bay
Stunning 2BR/2BA Bayfront Retreat From US $493
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Fenwick Island - 28 High Tide From US $714
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • View
Bayside Resort 2639zero Seabreeze Lndg From US $109
         

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9.7 (4 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Walk to the Beach at the Blue House! EV Cgr, Pets! From US $252
         

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9.6 (6 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Pelican 204 From US $226
         

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9.5 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Ocean City Townhome by Beach Bayside From US $288
         

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9.0 (27 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Montego Bay

Over 119+ Large Vacation Homes & Villas in or Near Montego Bay
The Pinecone From US $885
         

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10.0 (1 Review)
House
  • Air Conditioner
  • View
  • Balcony/Terrace
Montego Bay-Colonial Drive 13339 home From US $768
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Near Beach: Family-Friendly Home in Ocean City From US $644
         

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10.0 (1 Review)
House
  • Parking
  • View
  • Balcony/Terrace
Shipwreck Townhome From US $620
         

10.0 (1 Review)
House
  • Air Conditioner
  • View
  • Balcony/Terrace
Bayside Bliss 205 From US $544
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Bayview Landing - 38013 Bayview Circle From US $442
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Pool
  • View
Marigot Beach 212 From US $376
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
2 Bedroom Ocean Front Condo With Outdoor Pool! From US $366
         

10.0 (1 Review)
House
  • Air Conditioner
  • Accessibility
  • Security/Safety

Wheelchair Accessible Vacation Homes in Montego Bay

Over 21+ Wheelchair Accessible Vacation Homes in or Near Montego Bay
Holiday Inn Express & Suites - Ocean City by IHG From US $435
         

Princess Royale Oceanfront Resort From US $227
         

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8.7 (3642 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Sea Watch 910 From US $985
         

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6.0 (1 Review)
Apartment
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
Kasa Ocean City Beach From US $75
         

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7.8 (1660 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Island Cabana From US $222
         

New
Hotel
  • Air Conditioner
  • Parking
  • Pool
Fenwick Shores, Tapestry Collection by Hilton From US $435
         

Shangri-La Motel From US $152
         

9.2 (140 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Sea Hawk Motel From US $205
         

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8.7 (335 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Montego Bay Vacation Rentals and Airbnb Places to Stay Under $200

Over 98+ Montego Bay Vacation Rentals and Airbnb Places to Stay Under $200
Crystal Sands 403 From US $134
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Accessibility
Bayside Resort - 36516 Coneflower Cir From US $200
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Pool
  • View
Club Ocean Villas II 182 condo From US $185
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Boat & Swim! Retreat < 1 Mi to Ocean City Beach From US $177
         

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10.0 (1 Review)
House
  • Parking
  • Security/Safety
  • Child Friendly
Luxurious Bayville Shores Home Close to the Beach! From US $144
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Montego Bay - South Ocean Drive 203 From US $136
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool

About Montego Bay Vacation Rentals

With more than 920 Montego Bay vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Taos Valley 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 Taos Valley 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 887.4 ft² on average, with prices averaging US $424 a night.

Taos Valley 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 734
Holiday Apartments 157
Hotels 24
Villas 3
Resorts 2

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

Pro Tip: Taos Valley makes it easy to compare the best listings on Taos Valley homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Taos Valley 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
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Complexes around Montego Bay, MD


Montego Bay Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Montego Bay?
How many vacation rentals are available in Montego Bay?

Currently, the total number of properties listed in 2026 is over 920 in the Montego Bay area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Montego Bay.