Vacation Rentals with Pool in Pembroke, Bermuda: Compare 10+ Sites & Save

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73 Best Vacation Rentals with Pool in Pembroke (Starting from $183)

Cosy Bermuda House
Cosy Bermuda House
Apartment
Pembroke, HM, Bermuda
1.1k from Pembroke center

Balcony/Terrace, Air Conditioner, Pet Friendly, Guest Services, Internet, Pool, Transportation/Shuttle

4 Bedrooms7 Guests
New to Booking
$310
Average price / night
Check Availability
ED 12 - Pool, king bed, Hamilton Bermuda
ED 12 - Pool, king bed, Hamilton Bermuda
Apartment
Pembroke Parish, Bermuda
0.6k from Pembroke center

AC, Heater, Internet, Kitchen, No Smoking, Pool, TV

1 Bedroom2 Guests
New to Booking
$391
Average price / night
Check Availability
Newstead Belmont Hills Golf Resort & Spa
Newstead Belmont Hills Golf Resort & Spa
Resort
Pembroke, Bermuda
2.3k from Pembroke center

Accommodations, Pools, Resorts, Parking, Spa, 4-star, Lodgings, Jacuzzis, Places to stay

68 Bedrooms18 Guests
8.4

Very Good

75 reviews

$1534
Average price / night
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Smugglers Cove - Walk to City of Hamilton
Smugglers Cove - Walk to City of Hamilton
House
Pembroke Parish, HM06, Bermuda
1.0k from Pembroke center

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

1 Bedroom2 Guests
10.0

Exceptional

54 reviews

$329
Average price / night
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Frognal Apartment
Frognal Apartment
Apartment
North Shore Village, DV, Bermuda
2.9k from Pembroke center

Apartments, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms4 Guests
9.5

Superb

15 reviews

$400
Average price / night
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Rosemont Guest Suites
Rosemont Guest Suites
Apartment
41 Rosemont Avenue, Pembroke Parish, HM08, Bermuda
1.1k from Pembroke center

AC, Barbecue, Breakfast Included, Business Services, Frontdesk 24 Hour, Housekeeping, Internet, Kitchen, Laundry

8.6

Fabulous

189 reviews

$433
Average price / night
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Bermuda Vacation Retreat
Bermuda Vacation Retreat
House
Chelston, PG, Bermuda
3.1k from Pembroke center

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

1 Bedroom6 Guests
New to Booking
$800
Average price / night
Check Availability
Hamilton Princess & Beach Club - a Fairmont Managed Hotel
Hamilton Princess & Beach Club - a Fairmont Managed Hotel
Resort
76 Pitts Bay Road, Pembroke Parish, HM 08, Bermuda
1.3k from Pembroke center

AC, Babysitting, Bar, Breakfast Available, Business Services, Children Club, Elevator, Extra Bed, Fitness Equipment

9.2

Superb

1004 reviews

$682
Average price / night
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Blue Horizons Guest House
Blue Horizons Guest House
House
Pembroke, Bermuda
3.6k from Pembroke center

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

5 Bedrooms13 Guests
7.6

Good

92 reviews

$333
Average price / night
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ED 9 King bed Hamilton and pool access
ED 9 King bed Hamilton and pool access
Apartment
Pembroke Parish, Bermuda
1.4k from Pembroke center

AC, Heater, Internet, Kitchen, No Smoking, Pool, TV

1 Bedroom3 Guests
New to Booking
$448
Average price / night
Check Availability
Sandpiper Apartments
Sandpiper Apartments
Apartment
Mount Pleasant, WK, Bermuda
3.8k from Pembroke center

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

14 Bedrooms7 Guests
9.0

Fabulous

169 reviews

$325
Average price / night
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Private Bermuda Retreat Pool, sun, and Island comfort
Private Bermuda Retreat Pool, sun, and Island comfort
House
Warwick, PG 01, Bermuda
2.7k from Pembroke center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms8 Guests
New to Booking
$1833
Average price / night
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Cambridge Beaches Resort and Spa
Cambridge Beaches Resort and Spa
Resort
Pembroke, Bermuda
6.5k from Pembroke center

Accommodations, Pools, Resorts, Spa, 5-star, Lodgings, Beach, Hot tubs, Places to stay

82 Bedrooms28 Guests
8.7

Fabulous

41 reviews

$1627
Average price / night
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Entire Private Vacation Villa  3 Bedrooms Pool nr Beach in Bermuda.
Entire Private Vacation Villa 3 Bedrooms Pool nr Beach in Bermuda.
House
Paget, PG06, Bermuda
3.1k from Pembroke center

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

3 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$1019
Average price / night
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The Reefs Resort and Club
The Reefs Resort and Club
Resort
Southampton, SN, Bermuda
6.9k from Pembroke center

Cheap, Accommodations, Pools, Resorts, Parking, Spa, 4-star, Lodgings, Beach

45 Bedrooms6 Guests
8.9

Fabulous

124 reviews

$825
Average price / night
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Wild Bird, Paget - Pool, Twizy charger, Kitchenette -  non smoking property
Wild Bird, Paget - Pool, Twizy charger, Kitchenette - non smoking property
House
Paget, PG06, Bermuda
3.2k from Pembroke center

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

1 Bedroom2 Guests
9.8

Exceptional

67 reviews

$251
Average price / night
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Willowbank Resort
Willowbank Resort
Resort
Pembroke, Bermuda
7.1k from Pembroke center

Cheap, Accommodations, Pools, Resorts, Parking, Lodgings, Beach, Places to stay, Family

50 Bedrooms12 Guests
8.5

Very Good

39 reviews

$739
Average price / night
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Blue Horizon Guest House - Room # 6
Blue Horizon Guest House - Room # 6
House
Warwick, WK 10, Bermuda
3.4k from Pembroke center

AC, Balcony, Barbecue, Internet, No Smoking, Outdoor Space, Patio, Pool, TV

1 Bedroom3 Guests
New to Booking
$256
Average price / night
Check Availability
Emerald Tide Retreat
Emerald Tide Retreat
Apartment
Hog Bay, MA, Bermuda
7.5k from Pembroke center

Pool, Balcony/Terrace, Internet, Pet Friendly, Air Conditioner, Parking, Child Friendly

2 Bedrooms4 Guests
New to Booking
$1018
Average price / night
Check Availability
Blue Horizon Guest House with sofa bed - Studio #9
Blue Horizon Guest House with sofa bed - Studio #9
House
Warwick, WK10, Bermuda
3.4k from Pembroke center

Kitchen, Microwave, No Smoking, Patio, Pool

1 Bedroom3 Guests
9.2

Superb

5 reviews

$212
Average price / night
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Neston
Neston
Apartment
Hamilton, Bermuda
7.7k from Pembroke center

Security/Safety, Balcony/Terrace, Smoking, Ocean View, Oceanfront, View, Internet

2 Bedrooms4 Guests
9.1

Superb

18 reviews

$417
Average price / night
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Quaint studio. Close to public transportation, city, railway trail and beaches!
Quaint studio. Close to public transportation, city, railway trail and beaches!
Apartment
Warwick, WK08, Bermuda
3.4k from Pembroke center

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

1 Bedroom3 Guests
9.8

Exceptional

39 reviews

$228
Average price / night
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Cottage Priv. Pool & Tennis Beach 5 min Central
Cottage Priv. Pool & Tennis Beach 5 min Central
Cottage
Paget, DV04, Bermuda
3.6k from Pembroke center

AC, Balcony, Barbecue, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
10.0

Exceptional

23 reviews

$356
Average price / night
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Blue Horizons Guest House - Studio # 11
Blue Horizons Guest House - Studio # 11
House
Warwick, WK10, Bermuda
3.6k from Pembroke center

AC, Barbecue, Crib, Internet, Kitchen, Microwave, No Smoking, Pool, TV

1 Bedroom2 Guests
8.6

Fabulous

7 reviews

$188
Average price / night
Check Availability
Blue Horizons Guest House - Room # 7
Blue Horizons Guest House - Room # 7
House
Hamilton, WK 10, Bermuda
3.7k from Pembroke center

AC, Balcony, Barbecue, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Patio

1 Bedroom2 Guests
2.0

Review score

1 reviews

$209
Average price / night
Check Availability
Blue Horizons Guest House - Room # 8
Blue Horizons Guest House - Room # 8
House
Warwick, WK 10, Bermuda
3.9k from Pembroke center

AC, Balcony, Barbecue, Internet, No Smoking, Outdoor Space, Patio, Pool, TV

1 Bedroom2 Guests
8.8

Fabulous

3 reviews

$183
Average price / night
Check Availability
Private pool and private beach in this wonderful Warwick beachfront apartment
Private pool and private beach in this wonderful Warwick beachfront apartment
Cottage
Warwick Parish, WK 08, Bermuda
4.0k from Pembroke center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$361
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 Vacation Rentals with Pool in Pembroke.

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Pembroke Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 73 verified vacation rentals with a pool in Pembroke. 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 Pembroke vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $183 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Pembroke 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 Pembroke welcome pets. Currently, 11 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 Pembroke 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 Pembroke 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.