Vacation Rentals with Pool in Dead End Beach, Montego Bay: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  Jamaica
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  6.  Dead End Beach

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476 Best Vacation Rentals with Pool in Dead End Beach (Starting from $59)

Chaudhry Holiday House Montego Bay
Chaudhry Holiday House Montego Bay
Villa
Montego Bay, Jamaica
0.1k from Dead End Beach center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

3 Bedrooms6 Guests
8.2

Very Good

56 reviews

$199
Average price / night
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CPA3
CPA3
Apartment
1 Kent Ave, Montego Bay, Jamaica
0.4k from Dead End Beach center

Free Parking, Internet, Laundry, Pool

10.0

Exceptional

1 reviews

$243
Average price / night
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SeaGarden Beach Resort - All Inclusive
SeaGarden Beach Resort - All Inclusive
Resort
Dead End Beach, Montego Bay, Saint James, Jamaica
0.3k from Dead End Beach center

Accommodations, Pools, Resorts, Parking, Romantic, 3-star, Lodgings, Beach, Jacuzzis

120 Bedrooms19 Guests
7.3

Good

3028 reviews

$401
Average price / night
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2 BDR Apt at Ramparts Near Sangster Airport
2 BDR Apt at Ramparts Near Sangster Airport
Apartment
Montego Bay, Jamaica
0.5k from Dead End Beach center

AC, Free Parking, Internet, Kitchen, Laundry, Microwave, Outdoor Space, Patio, Pool

2 Bedrooms4 Guests
New to Booking
$104
Average price / night
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Cozy Studio - Nightlife Restaurant Shopping Beach
Cozy Studio - Nightlife Restaurant Shopping Beach
Apartment
Montego Bay, Jamaica
0.5k from Dead End Beach center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$126
Average price / night
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Nianna Chatham
Nianna Chatham
House
Montego Bay, Montego Bay, Jamaica
0.7k from Dead End Beach center

AC, Babysitting, Fitness Equipment, Free Parking, Grocery, Internet, Laundry, Microwave, Outdoor Space

New to Booking
$302
Average price / night
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Two Bedroom Suite-Beach Restaurants Shop Nightlife
Two Bedroom Suite-Beach Restaurants Shop Nightlife
Apartment
Montego Bay, Jamaica
0.5k from Dead End Beach center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$286
Average price / night
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3 BDR Apt at Ramparts Near Sangster Airport
3 BDR Apt at Ramparts Near Sangster Airport
Apartment
Montego Bay, JAM, Jamaica
0.9k from Dead End Beach center

AC, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space, Pool

3 Bedrooms6 Guests
8.0

Good

1 reviews

$137
Average price / night
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New 3-bed on Hip Strip, Beach access, Sleeps 8
New 3-bed on Hip Strip, Beach access, Sleeps 8
House
Montego Bay, Jamaica
0.5k from Dead End Beach center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

3 Bedrooms8 Guests
8.0

Good

3 reviews

$248
Average price / night
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Luxury Suite with Breathtaking City and Ocean view.
Luxury Suite with Breathtaking City and Ocean view.
House
Montego Bay, MCJS12, Jamaica
0.9k from Dead End Beach center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$220
Average price / night
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MoBay Las Palmas
MoBay Las Palmas
Villa
Montego Bay, Jamaica
0.6k from Dead End Beach center

Pool, Wellness Facilities, Oceanfront, Air Conditioner, Balcony/Terrace, Internet, Ocean View

3 Bedrooms10 Guests
9.1

Superb

48 reviews

$152
Average price / night
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2 BDR Apt at Ramparts #2BC Near Sangster Airport
2 BDR Apt at Ramparts #2BC Near Sangster Airport
Apartment
Montego Bay, Jamaica
0.9k from Dead End Beach center

AC, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms4 Guests
New to Booking
$105
Average price / night
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Glorianna Hotel
Glorianna Hotel
Apartment
Dead End Beach, Montego Bay, Saint James, Jamaica
0.6k from Dead End Beach center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals

118 Bedrooms7 Guests
4.9

Review score

74 reviews

$983
Average price / night
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1 BDR Apt at Ramparts #1B Near Sangster Airport
1 BDR Apt at Ramparts #1B Near Sangster Airport
Apartment
Montego Bay, Jamaica
0.9k from Dead End Beach center

AC, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Patio, Pool

1 Bedroom2 Guests
New to Booking
$78
Average price / night
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Hospitality Expert CHA3 - Pool Beach Hip-Strip
Hospitality Expert CHA3 - Pool Beach Hip-Strip
Apartment
Montego Bay, Jamaica
0.7k from Dead End Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Family

2 Bedrooms6 Guests
9.0

Fabulous

4 reviews

$206
Average price / night
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Glory @ Montego Bay, St James
Glory @ Montego Bay, St James
Cottage
Montego Bay, Jamaica
0.9k from Dead End Beach center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen

2 Bedrooms4 Guests
9.6

Exceptional

16 reviews

$236
Average price / night
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Guango Grove Cozy Corner
Guango Grove Cozy Corner
Apartment
Montego Bay, Jamaica
0.7k from Dead End Beach center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Self-catering

3 Bedrooms6 Guests
9.3

Superb

3 reviews

$250
Average price / night
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Gated 2 Bedroom Oasis with pool / Beaches & Hipstrip in walking distance
Gated 2 Bedroom Oasis with pool / Beaches & Hipstrip in walking distance
Condo
Montego Bay, 11702, Jamaica
0.9k from Dead End Beach center

AC, Balcony, Breakfast Available, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.4

Superb

9 reviews

$176
Average price / night
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Anna's Joye Chatham
Anna's Joye Chatham
Apartment
Montego Bay, Jamaica
0.7k from Dead End Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Beach, Places to stay

2 Bedrooms4 Guests
9.6

Exceptional

7 reviews

$165
Average price / night
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Bella Vista Maple Bungalow
Bella Vista Maple Bungalow
House
Montego Bay, Jamaica
0.9k from Dead End Beach center

AC, Internet, Outdoor Space, Pool, TV

1 Bedroom2 Guests
New to Booking
$129
Average price / night
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Grand Decameron Montego Beach, A Trademark All-Inclusive Resort
Grand Decameron Montego Beach, A Trademark All-Inclusive Resort
Resort
Montego Bay, Jamaica
0.8k from Dead End Beach center

Accommodations, Pools, Resorts, Parking, Spa, 3-star, Lodgings, Beach, Hot tubs

144 Bedrooms24 Guests
5.9

Review score

512 reviews

$348
Average price / night
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S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel
Resort
7 Jimmy Cliff Blvd, Montego Bay, Jamaica
1.0k from Dead End Beach center

AC, Bar, Business Services, Elevator, Fitness Equipment, Free Parking, Frontdesk 24 Hour, Housekeeping, Internet

9.4

Superb

2076 reviews

$598
Average price / night
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1 BDR Apt #5 at Ramparts Near Sangster Airport
1 BDR Apt #5 at Ramparts Near Sangster Airport
Apartment
Montego Bay, Jamaica
0.9k from Dead End Beach center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Self-catering

1 Bedroom2 Guests
8.5

Very Good

4 reviews

$59
Average price / night
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Awesome beach-front vibe maker Right on Montego Bay's Hip Strip. Yours to enjoy
Awesome beach-front vibe maker Right on Montego Bay's Hip Strip. Yours to enjoy
Condo
Montego Bay, Jamaica
1.0k from Dead End Beach center

AC, Arcade, Balcony, Breakfast Available, Elevator, Free Parking, Internet, Kitchen, Microwave

1 Bedroom3 Guests
New to Booking
$85
Average price / night
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1 BDR Apt #3 at Ramparts Near Sangster Airport
1 BDR Apt #3 at Ramparts Near Sangster Airport
Apartment
Montego Bay, JAM, Jamaica
1.0k from Dead End Beach center

AC, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space, Patio

1 Bedroom3 Guests
10.0

Exceptional

2 reviews

$72
Average price / night
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Jamaican Dream!
Jamaican Dream!
House
Montego Bay, St. James, JMCJS12, Jamaica
1.0k from Dead End Beach center

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

2 Bedrooms4 Guests
New to Booking
$507
Average price / night
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Island Escape @ Mango Walk Country Cub-Free Airport Pick Up
Island Escape @ Mango Walk Country Cub-Free Airport Pick Up
Apartment
Montego Bay, Jamaica
1.0k from Dead End Beach center

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

2 Bedrooms4 Guests
2.0

Review score

1 reviews

$155
Average price / night
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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 Vacation Rentals with Pool in Dead End Beach.

Where to stay in Dead End Beach? Best neighborhoods & areas

Dead End Beach Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 476 verified vacation rentals with a pool in Dead End Beach. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Dead End Beach vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $59 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Dead End Beach offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Dead End Beach welcome pets. Currently, 6 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Dead End Beach often include additional outdoor features such as Pool, Balcony/Terrace, and View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Dead End Beach offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.