Vacation Rentals with Pool in Greenwood, Montego Bay: Compare 10+ Sites & Save

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93 Best Vacation Rentals with Pool in Greenwood (Starting from $74)

Emerald Sea View
Emerald Sea View
House
Montego Bay, Jamaica
0.6k from Greenwood center

B&bs, Accommodations, Pools, Parking, Guest houses, Homestays, Lodgings, Places to stay

6 Bedrooms9 Guests
1.0

Review score

1 reviews

$108
Average price / night
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Breathtaking Views  Emerald Views!!!! Attention Eco Tourism lovers!!
Breathtaking Views Emerald Views!!!! Attention Eco Tourism lovers!!
House
Montego Bay, 00000, Jamaica
0.1k from Greenwood center

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

10 Bedrooms20 Guests
New to Booking
$891
Average price / night
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POINCIANA APARTMENT 212 POINCIANA DRIVE GREEN WOOD MONTEGO BAY JAMAICa
POINCIANA APARTMENT 212 POINCIANA DRIVE GREEN WOOD MONTEGO BAY JAMAICa
House
Montego Bay, Jamaica
0.6k from Greenwood center

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

9 Bedrooms4 Guests
New to Booking
$100
Average price / night
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Luxury 8BR Villa, Pool, Butler & Free Meal
Luxury 8BR Villa, Pool, Butler & Free Meal
Villa
Montego Bay, Jamaica
0.3k from Greenwood center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

8 Bedrooms16 Guests
10.0

Exceptional

3 reviews

$1408
Average price / night
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Iberostar Waves Rose Hall Beach - All Inclusive
Iberostar Waves Rose Hall Beach - All Inclusive
Resort
Greenwood, Montego Bay, Saint James, Jamaica
2.7k from Greenwood center

Accommodations, Pools, Resorts, Parking, Spa, 5-star, Lodgings, Beach, Hot tubs

20 Bedrooms50 Guests
7.9

Good

422 reviews

$334
Average price / night
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EMERALD VIEW
EMERALD VIEW
House
261 Poinciana Dr, Montego Bay, Jamaica
0.5k from Greenwood center

AC, Barbecue, Free Parking, Housekeeping, Internet, Living Area, Outdoor Space, Pool

10.0

Exceptional

1 reviews

$110
Average price / night
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A19 Sea Castles Ocean View
A19 Sea Castles Ocean View
Apartment
Montego Bay, Jamaica
5.1k from Greenwood center

View, Breakfast, Oceanfront, Pool, Private Beach, Ocean View, Internet

1 Bedroom2 Guests
7.4

Good

20 reviews

$150
Average price / night
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Flamingo Beach Guest House: 7Br/7Ba - 9000 Square Feet!  Great Ocean Views
Flamingo Beach Guest House: 7Br/7Ba - 9000 Square Feet! Great Ocean Views
House
Flamingo Beach, Jamaica
1.7k from Greenwood center

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

7 Bedrooms14 Guests
9.0

Fabulous

4 reviews

$630
Average price / night
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SeaView Heights Villa montego bay
SeaView Heights Villa montego bay
House
Montego Bay, Jamaica
6.0k from Greenwood center

Fireplace/Heating, Air Conditioner, Parking, Bar, Internet, Hot Tub, Wellness Facilities

17 Bedrooms2 Guests
New to Booking
$120
Average price / night
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The Blue Flamingo
The Blue Flamingo
Villa
Trelawny Parish, Jamaica
1.8k from Greenwood center

AC, Breakfast Available, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area, Microwave

7 Bedrooms19 Guests
New to Booking
$942
Average price / night
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C'DaView Royal Suite
C'DaView Royal Suite
Apartment
Montego Bay, Jamaica
6.1k from Greenwood center

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

1 Bedroom2 Guests
New to Booking
$165
Average price / night
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4-Single bedrooms in Montego Bay With Marvelous Sunset and Ocean view.
4-Single bedrooms in Montego Bay With Marvelous Sunset and Ocean view.
House
montego bay, PO Box #2, Jamaica
3.7k from Greenwood center

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

4 Bedrooms2 Guests
New to Booking
$125
Average price / night
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Hospitality Expert BTS 1 - Pool Beach & Chef
Hospitality Expert BTS 1 - Pool Beach & Chef
House
Montego Bay, Jamaica
6.1k from Greenwood center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$369
Average price / night
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Boho-Chic Loft with Sea Views in Montego Bay
Boho-Chic Loft with Sea Views in Montego Bay
Apartment
St.Bran's Burg, Jamaica
5.8k from Greenwood center

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

1 Bedroom2 Guests
New to Booking
$171
Average price / night
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Hospitality Expert BTS 2 - Pool Beach & Chef
Hospitality Expert BTS 2 - Pool Beach & Chef
House
Montego Bay, Jamaica
6.1k from Greenwood center

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

2 Bedrooms4 Guests
New to Booking
$312
Average price / night
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Luxury Seaview Apartment
Luxury Seaview Apartment
Apartment
St.Bran's Burg, null, Jamaica
5.8k from Greenwood center

AC, Internet, Laundry, Pool, TV, Washer

1 Bedroom2 Guests
New to Booking
$199
Average price / night
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Hospitality Expert Bts 10BR Pool Beach
Hospitality Expert Bts 10BR Pool Beach
Villa
Montego Bay, Jamaica
6.1k from Greenwood center

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

10 Bedrooms24 Guests
New to Booking
$1668
Average price / night
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Cosy home with access to beach and pool,15 minutes from shopping and airport.
Cosy home with access to beach and pool,15 minutes from shopping and airport.
Apartment
Montego Bay, Jamaica
6.1k from Greenwood center

AC, Free Parking, Internet, Kitchen, Living Area, Microwave, Pool, TV

1 Bedroom2 Guests
8.0

Good

1 reviews

$74
Average price / night
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Marriott SeaCastles F36, Montego Bay
Marriott SeaCastles F36, Montego Bay
Apartment
Montego Bay, Jamaica
6.2k from Greenwood center

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

1 Bedroom4 Guests
7.9

Good

9 reviews

$152
Average price / night
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Luxury Resort Apartment
Luxury Resort Apartment
Apartment
St.Bran's Burg, null, Jamaica
6.1k from Greenwood center

Pool

1 Bedroom2 Guests
New to Booking
$222
Average price / night
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Marriott SeaCastles B30 Rooftop Penthouse
Marriott SeaCastles B30 Rooftop Penthouse
Apartment
Montego Bay, Jamaica
6.2k from Greenwood center

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

1 Bedroom6 Guests
7.9

Good

7 reviews

$159
Average price / night
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One bedroom fully furnished apartment
One bedroom fully furnished apartment
Apartment
Montego Bay, 11702, Jamaica
6.2k from Greenwood center

AC, Extra Bed, Internet, No Smoking, Pool, TV

1 Bedroom3 Guests
New to Booking
$85
Average price / night
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Earls Court at SeaCastles - Clean 1 bedroom Apartment
Earls Court at SeaCastles - Clean 1 bedroom Apartment
Apartment
Montego Bay, Jamaica
6.2k from Greenwood center

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

1 Bedroom2 Guests
New to Booking
$106
Average price / night
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Hideaway  by the Sea
Hideaway by the Sea
Condo
Montego Bay, Jamaica
6.3k from Greenwood center

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

1 Bedroom2 Guests
9.8

Exceptional

37 reviews

$130
Average price / night
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Contemporary Ocean View One-Bedroom Suite
Contemporary Ocean View One-Bedroom Suite
Apartment
Montego Bay, Jamaica
6.3k from Greenwood center

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

1 Bedroom3 Guests
9.6

Exceptional

30 reviews

$102
Average price / night
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Seacastles Exclusive Vacation  Rentals
Seacastles Exclusive Vacation Rentals
House
B32 Seacastles Rosehall, Montego Bay, Jamaica
6.3k from Greenwood center

AC, Balcony, Bar, Barbecue, Free Parking, Internet, Laundry, Living Area, Microwave

7.2

Good

38 reviews

$99
Average price / night
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Penthouse with Roof Top Terrace  & Ocean View
Penthouse with Roof Top Terrace & Ocean View
Condo
Montego Bay, Jamaica
6.3k from Greenwood center

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

2 Bedrooms4 Guests
9.8

Exceptional

9 reviews

$210
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 Greenwood.

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Greenwood Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 93 verified vacation rentals with a pool in Greenwood. 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 Greenwood vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $74 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Greenwood 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 Greenwood welcome pets. Currently, 5 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 Greenwood often include additional outdoor features such as Pool, View, and Internet. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Greenwood 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.