Villa Rentals in Montego Bay, MD: Compare 10+ Sites & Save

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33 Best Villa Rentals in Montego Bay (Starting from $252)

Walk to the Beach at the Blue House! EV Cgr, Pets!
Walk to the Beach at the Blue House! EV Cgr, Pets!
Villa
Ocean City, MD, USA
0.7k from Montego Bay center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms8 Guests
9.6

Exceptional

6 reviews

$252
Average price / night
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Walk to the Beach! Firepit, Fully Fenced Yard, Grill, Bikes, N64, Pets/EV!
Walk to the Beach! Firepit, Fully Fenced Yard, Grill, Bikes, N64, Pets/EV!
Villa
Ocean City, MD, 21842, United States
0.7k from Montego Bay center

AC, Arcade, Balcony, Barbecue, Breakfast Available, Crib, Dryer, Fireplace, Fitness Equipment

1 Bedroom10 Guests
10.0

Exceptional

60 reviews

$718
Average price / night
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Villa in Ocean City
Villa in Ocean City
Villa
Ocean City, MD, USA
2.0k from Montego Bay center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

5 Bedrooms13 Guests
New to Booking
$1400
Average price / night
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Beach Getaway B - Brand new luxury 5BR/4BA Townhouse in North Ocean City, just steps from the beach.
Beach Getaway B - Brand new luxury 5BR/4BA Townhouse in North Ocean City, just steps from the beach.
Villa
Ocean City, MD, 21842, United States
1.0k from Montego Bay center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms18 Guests
New to Booking
$1781
Average price / night
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Sea Colony - 5703 Private Place Center
Sea Colony - 5703 Private Place Center
Villa
Bethany Beach, DE, USA
9.6k from Montego Bay center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Hot tubs

2 Bedrooms7 Guests
8.0

Good

6 reviews

$294
Average price / night
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Beach Getaway A - Brand new luxury 5BR/4BA Townhouse in North Ocean City, just steps from the beach.
Beach Getaway A - Brand new luxury 5BR/4BA Townhouse in North Ocean City, just steps from the beach.
Villa
Ocean City, MD, 21842, United States
1.0k from Montego Bay center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms18 Guests
New to Booking
$2255
Average price / night
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Sea Colony - 2203 Round Robin
Sea Colony - 2203 Round Robin
Villa
Bethany Beach, DE, USA
9.9k from Montego Bay center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay

2 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$481
Average price / night
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Cheery & Cozy Beach Villa - Walk To Beach
Cheery & Cozy Beach Villa - Walk To Beach
Villa
Ocean City, MD, 21842, United States
3.5k from Montego Bay center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms8 Guests
9.4

Superb

20 reviews

$413
Average price / night
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Bayside Resort Golf Club. Brand New 5BR sleeps 10- 12. Enjoy all the amenities.
Bayside Resort Golf Club. Brand New 5BR sleeps 10- 12. Enjoy all the amenities.
Villa
Selbyville, DE, 19975, United States
4.2k from Montego Bay center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
10.0

Exceptional

14 reviews

$423
Average price / night
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Bayside * 5BR Luxury Twin House, 4.5 Baths, 3 Suites * Sleeps 12
Bayside * 5BR Luxury Twin House, 4.5 Baths, 3 Suites * Sleeps 12
Villa
Selbyville, DE, 19975, United States
4.3k from Montego Bay center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Hot Tub

6 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$400
Average price / night
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BAYSIDE * 5BR NEW LUXURY HOME * 4.5 Baths * 3 Master Suites * Sleeps 12 *
BAYSIDE * 5BR NEW LUXURY HOME * 4.5 Baths * 3 Master Suites * Sleeps 12 *
Villa
Selbyville, DE, 19975, United States
4.4k from Montego Bay center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms12 Guests
9.6

Exceptional

5 reviews

$540
Average price / night
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SUPER 5 BR, 3.5 bath, sleeps 12 in the heart of Bayside! EV charging and extras!
SUPER 5 BR, 3.5 bath, sleeps 12 in the heart of Bayside! EV charging and extras!
Villa
Selbyville, DE, 19975, United States
4.6k from Montego Bay center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

5 Bedrooms12 Guests
10.0

Exceptional

19 reviews

$804
Average price / night
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Fenwick villa rental in quiet community
Fenwick villa rental in quiet community
Villa
Selbyville, DE, 19975, United States
4.6k from Montego Bay center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.4

Superb

24 reviews

$539
Average price / night
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Bayside - Beach/Golf 4BR/3.5B+Enclosed Loft/Game Room - Backs to Private Pond
Bayside - Beach/Golf 4BR/3.5B+Enclosed Loft/Game Room - Backs to Private Pond
Villa
Selbyville, DE, 19975, United States
4.9k from Montego Bay center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Hot Tub

4 Bedrooms12 Guests
9.4

Superb

77 reviews

$384
Average price / night
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Bayside Resort * New Listing * 3BR Luxury Villa Home Close to Pool 11282 *
Bayside Resort * New Listing * 3BR Luxury Villa Home Close to Pool 11282 *
Villa
Selbyville, DE, 19975, United States
5.1k from Montego Bay center

AC, Balcony, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms10 Guests
9.8

Exceptional

6 reviews

$280
Average price / night
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New Listing: Waterfront at Bayville Shores w Panormaic Bay Views *3 Bedroom
New Listing: Waterfront at Bayville Shores w Panormaic Bay Views *3 Bedroom
Villa
Selbyville, DE, 19975, United States
5.1k from Montego Bay center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
New to Booking
$256
Average price / night
Check Availability
5BR OceanView O/D Space/Movies, Pool, Bikes, Gear
5BR OceanView O/D Space/Movies, Pool, Bikes, Gear
Villa
Ocean City, MD, 21842, United States
5.1k from Montego Bay center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater

10.0

Exceptional

42 reviews

$933
Average price / night
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Bayside Resort 4BR 3.5BA New List Pet Friendly
Bayside Resort 4BR 3.5BA New List Pet Friendly
Villa
Selbyville, DE, 19975, United States
5.3k from Montego Bay center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

5 Bedrooms12 Guests
New to Booking
$276
Average price / night
Check Availability
Bayside Resort - 5 Bdrm/3.5 Bath w Backyard Pond - Pools Kayaks Beach Golf
Bayside Resort - 5 Bdrm/3.5 Bath w Backyard Pond - Pools Kayaks Beach Golf
Villa
Selbyville, DE, 19975, United States
5.4k from Montego Bay center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

5 Bedrooms12 Guests
9.8

Exceptional

13 reviews

$620
Average price / night
Check Availability
Beautiful, brand new, never been rented before 4-bedroom villa in Selbyville, DE
Beautiful, brand new, never been rented before 4-bedroom villa in Selbyville, DE
Villa
Selbyville, DE, 19975, United States
5.4k from Montego Bay center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

4 Bedrooms12 Guests
9.4

Superb

6 reviews

$543
Average price / night
Check Availability
Bayside Resort 3 BR 3BA, Pools, Golf : Outdoor Pools and Gym
Bayside Resort 3 BR 3BA, Pools, Golf : Outdoor Pools and Gym
Villa
Selbyville, DE, 19975, United States
5.4k from Montego Bay center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms11 Guests
10.0

Exceptional

12 reviews

$383
Average price / night
Check Availability
Bayside luxury home! Pools, jacuzzi playground Bay view restaurant, golf course!
Bayside luxury home! Pools, jacuzzi playground Bay view restaurant, golf course!
Villa
Selbyville, DE, 19975, United States
5.4k from Montego Bay center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms10 Guests
9.8

Exceptional

11 reviews

$340
Average price / night
Check Availability
Bayside Resort: Great Location Walk to The Pool:  Beautiful 3 Bedroom 2.5 Baths
Bayside Resort: Great Location Walk to The Pool: Beautiful 3 Bedroom 2.5 Baths
Villa
Selbyville, DE, 19975, United States
5.5k from Montego Bay center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms6 Guests
New to Booking
$273
Average price / night
Check Availability
Upscale Beach & Golf Getaway At Bayside Resort
Upscale Beach & Golf Getaway At Bayside Resort
Villa
Selbyville, DE, 19975, United States
5.6k from Montego Bay center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

5 Bedrooms14 Guests
9.8

Exceptional

108 reviews

$405
Average price / night
Check Availability
Live the Bayside!  Golf, Pools, and the Beach!
Live the Bayside! Golf, Pools, and the Beach!
Villa
Selbyville, DE, 19975, United States
5.8k from Montego Bay center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms17 Guests
10.0

Exceptional

31 reviews

$788
Average price / night
Check Availability
Bayside: Fenwick Island: 4BR 2.5 Baths New Listing Lovely 3 Bedroom 2.5 Bath
Bayside: Fenwick Island: 4BR 2.5 Baths New Listing Lovely 3 Bedroom 2.5 Bath
Villa
Selbyville, DE, 19975, United States
6.2k from Montego Bay center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms12 Guests
New to Booking
$311
Average price / night
Check Availability
Charming Bethany Beach Getaway Pickle Ball
Charming Bethany Beach Getaway Pickle Ball
Villa
Bethany Beach, DE, 19945, United States
8.2k from Montego Bay center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave

3 Bedrooms6 Guests
New to Booking
$412
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Villa Rentals in Montego Bay.

Stay Near Montego Bay's Top Attractions

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Montego Bay Villa Rentals on the Map

Frequently Asked Questions

You can currently explore 33 verified villa rentals in Montego Bay. Our listings are sourced from multiple leading booking platforms, giving you a broad and up-to-date selection of luxury and private villas in one place.

Villa prices in Montego Bay vary depending on the season, location, and amenities. Rates typically start from around $252 per night, with premium properties costing more during peak travel periods. Comparing options across different platforms can help you find the best value for your dates.

Many villas in Montego Bay are designed for privacy and comfort, and a large number of them feature private pools. You can easily filter your search to find villas with pools, helping you choose the perfect stay for relaxation or group travel in Montego Bay.

Yes, Montego Bay offers a wide range of villas ideal for group stays. Many properties include 2 or more bedrooms, making them well-suited for family gatherings, events, or trips with friends. You can filter by bedroom count to quickly find options that match your group size.

For popular travel periods, it’s generally recommended to book your Montego Bay villa around 60 to 90 days in advance to secure the best selection. However, since we compare 10+ sites, it’s still possible to find great last-minute options even 2 to 4 weeks before your trip.

Villas in Montego Bay often include highly sought-after amenities such as Fireplace/Heating, Laundry, and View. These features enhance comfort and convenience, making them especially popular among travelers visiting Montego Bay.

To discover top-rated villas in Montego Bay, you can sort listings by guest ratings and reviews. Our platform aggregates feedback from multiple trusted sources, helping you identify highly rated properties based on real guest experiences. Use the "Rating" filter above to start your search.