Kent pickleball Stays, Resort Rentals, & Homes
Villa
- Bridgetown
- ·
- Bayville
- 0.03 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
3 Baths
6 Guests
Private Pool
Parking
Pool
Balcony/Terrace
US $584/Night
7 Nights - US $4,087
Apartment
- Bridgetown
- ·
- Rendezvous
- 0.37 mi to center
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
904.17 ft²
- Parking
- Pool
- Balcony/Terrace
View
US $122/Night
7 Nights - US $851
Villa
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
- Parking
Ocean View- Balcony/Terrace
- View
US $148/Night
7 Nights - US $1,036
Apartment
- Bridgetown
- ·
- Rendezvous
- 0.27 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1206 ft²
- Parking
- Pool
- Balcony/Terrace
Kitchen
US $198/Night
7 Nights - US $1,389
Apartment
- Bridgetown
- ·
- Bayville
- 0.13 mi to center
10.0Exceptional
(7 Reviews)
1 Bedroom
2 Baths
5 Guests
1550 ft²
Breakfast- Parking
- View
- Kitchen
US $160/Night
7 Nights - US $1,122
Condo
- Christ Church
- ·
- West Coast
- 0.72 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
3 Guests
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $113/Night
7 Nights - US $788
Hotel
- Bridgetown
- ·
- Bayville
- 0.28 mi to center
10.0Exceptional
(2 Reviews)
1 Bath
- Parking
- Kitchen
Air Conditioner
Internet
US $163/Night
7 Nights - US $1,143
Hotel
- St. Michael
- ·
- Bridgetown
- 1.11 mi to center
9.0Exceptional
(2 Reviews)
1 Bath
- Kitchen
- Air Conditioner
- Internet
Child Friendly
US $130/Night
7 Nights - US $908
Hotel
- St. Michael
- ·
- Bridgetown
- 1.21 mi to center
8.0Excellent
(1 Review)
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
US $171/Night
7 Nights - US $1,197
Luxury Places to Stay in Kent
Over 1564+ Luxury Places to Stay in or Near Kent
Hotel
- St. Michael
- ·
- Bridgetown
- 1.24 mi to center
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $303/Night
7 Nights - US $2,121
Hotel
- Bridgetown
- ·
- Belleville
- 0.32 mi to center
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $303/Night
7 Nights - US $2,121
Hotel
- Bridgetown
- ·
- Bayville
- 0.21 mi to center
1 Bath
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $171/Night
7 Nights - US $1,197
Hotel
- Bridgetown
- ·
- Bayville
- 0.17 mi to center
1 Bath
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $171/Night
7 Nights - US $1,195
Hotel
- Bouvet Island
- ·
- Bouvet Island
- 5918.42 mi to center
1 Bath
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $163/Night
7 Nights - US $1,143
US $163/Night
7 Nights - US $1,143
Hotel
- Bridgetown
- ·
- Bayville
- 0.12 mi to center
1 Bath
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $163/Night
7 Nights - US $1,143
US $163/Night
7 Nights - US $1,141
US $6,587/Night
7 Nights - US $46,108
Top-Rated Villas with a Pool in Kent
Over 702+ Top-Rated Private Villas with a Pool in or Near Kent
Condo
- Christ Church
- ·
- Maxwell
- 0.25 mi to center
10.0Exceptional
(158 Reviews)
3 Bedrooms
3 Baths
6 Guests
1800 ft²
Oceanfront
Hot Tub- Parking
- Pool
US $655/Night
7 Nights - US $4,588
Condo
- Christ Church
- ·
- Maxwell
- 0.15 mi to center
10.0Exceptional
(120 Reviews)
3 Bedrooms
3 Baths
6 Guests
1800 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $656/Night
7 Nights - US $4,595
Condo
- St. Lawrence Gap
- ·
- Dover
- 0.11 mi to center
10.0Exceptional
(79 Reviews)
3 Bedrooms
3 Baths
8 Guests
1820 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $482/Night
7 Nights - US $3,377
Apartment
- Christ Church
- ·
- St. Lawrence Gap
- 0.20 mi to center
10.0Exceptional
(67 Reviews)
2 Bedrooms
2 Baths
4 Guests
1558 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $347/Night
7 Nights - US $2,432
Condo
- Christ Church
- ·
- Hastings
- 0.28 mi to center
10.0Exceptional
(44 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $368/Night
7 Nights - US $2,578
Condo
- St. Lawrence Gap
- ·
- Dover
- 0.09 mi to center
10.0Exceptional
(38 Reviews)
2 Bedrooms
1 Bath
5 Guests
1680 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $469/Night
7 Nights - US $3,281
Apartment
- Christ Church
- ·
- St. Lawrence Gap
- 0.37 mi to center
10.0Exceptional
(25 Reviews)
2 Bedrooms
2 Baths
5 Guests
1500 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $318/Night
7 Nights - US $2,228
Condo
- Christ Church
- ·
- St. Lawrence Gap
- 0.20 mi to center
10.0Exceptional
(24 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $339/Night
7 Nights - US $2,371
Cottage
- Rockley
- ·
- Marine Gardens
- 0.09 mi to center
10.0Exceptional
(24 Reviews)
1 Bedroom
1 Bath
2 Guests
500 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $169/Night
7 Nights - US $1,183
Pet-Friendly Villas in Kent
Over 49+ Pet-Friendly Private Villas in or Near Kent
Condo
- Christ Church
- ·
- St. Lawrence Gap
- 0.32 mi to center
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
5 Guests
1632 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $320/Night
7 Nights - US $2,237
Apartment
- Bridgetown
- ·
- Bayville
- 0.02 mi to center
9.2Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
129.17 ft²
- Parking
- Air Conditioner
- Internet
Pet Friendly
US $115/Night
7 Nights - US $805
Apartment
- Christ Church
- ·
- Rockley
- 0.15 mi to center
8.0Excellent
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $67/Night
7 Nights - US $468
House
- St. Michael
- ·
- Bridgetown
- 1.24 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
11 Guests
1350 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $300/Night
7 Nights - US $2,100
House
- St. Lawrence Gap
- ·
- Dover
- 0.11 mi to center
9.0Exceptional
(73 Reviews)
2 Bedrooms
2 Baths
4 Guests
172.22 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $58/Night
7 Nights - US $406
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $113/Night
7 Nights - US $789
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
- Parking
- Pool
- Balcony/Terrace
- View
US $148/Night
7 Nights - US $1,038
Apartment
9.8Exceptional
(16 Reviews)
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $371/Night
7 Nights - US $2,598
House
- Christ Church
- ·
- Oistins
- 0.67 mi to center
9.2Exceptional
(9 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,117/Night
7 Nights - US $7,819
Large Private Villas in Kent
Over 135+ Large Villas in or Near Kent for Groups and Families
Villa
- Christ Church
- ·
- Oistins
- 0.66 mi to center
10.0Exceptional
(47 Reviews)
4 Bedrooms
2 Baths
6 Guests
2100 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $264/Night
7 Nights - US $1,851
Apartment
10.0Exceptional
(1 Review)
5 Bedrooms
4 Baths
10 Guests
1130.21 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $119/Night
7 Nights - US $833
Villa
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $132/Night
7 Nights - US $924
Villa
- St. Lawrence Gap
- ·
- Dover
- 0.23 mi to center
10.0Exceptional
(13 Reviews)
4 Bedrooms
3 Baths
9 Guests
2500 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $649/Night
7 Nights - US $4,545
New
Apartment
- St. Michael
- ·
- Bridgetown
- 0.61 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
4 Baths
14 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $75/Night
7 Nights - US $525
House
- St. Lawrence Gap
- ·
- Graeme Hall Terrace
- 0.09 mi to center
10.0Exceptional
(3 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Kitchen
- Air Conditioner
- Internet
US $460/Night
7 Nights - US $3,222
House
- Christ Church
- ·
- Worthing
- 0.19 mi to center
10.0Exceptional
(3 Reviews)
6 Bedrooms
3 Baths
14 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $442/Night
7 Nights - US $3,093
Villa
- Durants
- ·
- Newton Terrace
- 0.07 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Hot Tub
- Pool
Skiing
US $794/Night
7 Nights - US $5,555
Villa
- Bridgetown
- ·
- Garrison Historic Area
- 0.22 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $415/Night
7 Nights - US $2,906
Wheelchair Accessible Holiday Homes in Kent
Over 274+ Wheelchair Accessible Villas and Holiday Homes in or Near Kent
Apartment
- St. Lawrence Gap
- ·
- Saint Lawrence
- 0.16 mi to center
10.0Exceptional
(41 Reviews)
3 Bedrooms
3 Baths
6 Guests
1780 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $535/Night
7 Nights - US $3,748
Apartment
- St. Lawrence Gap
- ·
- Dover
- 0.10 mi to center
9.1Exceptional
(452 Reviews)
6 Bedrooms
6 Baths
12 Guests
346.24 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $181/Night
7 Nights - US $1,270
Condo
- St. Lawrence Gap
- ·
- Saint Lawrence
- 0.26 mi to center
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $215/Night
7 Nights - US $1,505
Condo
- Christ Church
- ·
- St. Lawrence Gap
- 0.36 mi to center
10.0Exceptional
(28 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $310/Night
7 Nights - US $2,169
House
- Christ Church
- ·
- St. Lawrence Gap
- 0.41 mi to center
8.1Excellent
(259 Reviews)
20 Bedrooms
6 Baths
19 Guests
348.03 ft²
- Breakfast
EV Charge Station- Parking
- Pool
US $156/Night
7 Nights - US $1,095
Condo
- St. Lawrence Gap
- ·
- Saint Lawrence
- 0.29 mi to center
10.0Exceptional
(22 Reviews)
2 Bedrooms
2 Baths
4 Guests
1900 ft²
- Private Pool
- Oceanfront
- Pool
- Skiing
US $587/Night
7 Nights - US $4,106
Condo
- Christ Church
- ·
- Hastings
- 0.12 mi to center
10.0Exceptional
(21 Reviews)
2 Bedrooms
2 Baths
4 Guests
1443 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $297/Night
7 Nights - US $2,080
Apartment
- St. Lawrence Gap
- ·
- Dover
- 0.15 mi to center
10.0Exceptional
(15 Reviews)
2 Bedrooms
2 Baths
4 Guests
1630 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $841/Night
7 Nights - US $5,890
Apartment
- Christ Church
- ·
- St. Lawrence Gap
- 0.36 mi to center
10.0Exceptional
(13 Reviews)
2 Bedrooms
2 Baths
4 Guests
1595 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $233/Night
7 Nights - US $1,633
Kent Villas, Airbnb and Holiday Homes Under $200
Over 714+ Kent Private Villas, Airbnb and Holiday Homes Under $200
Cottage
10.0Exceptional
(15 Reviews)
1 Bedroom
1 Bath
1 Guest
- Parking
- Ocean View
- Balcony/Terrace
- View
US $99/Night
7 Nights - US $693
House
- Christ Church
- ·
- Oistins
- 1.35 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
129.17 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $72/Night
7 Nights - US $504
Apartment
- St. Lawrence Gap
- ·
- Dover
- 0.11 mi to center
9.6Exceptional
(342 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $127/Night
7 Nights - US $890
Apartment
- Rockley
- ·
- Navy Gardens
- 0.07 mi to center
10.0Exceptional
(11 Reviews)
2 Bedrooms
1 Bath
4 Guests
800 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $181/Night
7 Nights - US $1,266
Apartment
- Christ Church
- ·
- Oistins
- 2.38 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Internet
- Child Friendly
Security/Safety
US $72/Night
7 Nights - US $504
House
- St. Lawrence Gap
- ·
- Saint Lawrence
- 0.21 mi to center
10.0Exceptional
(11 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Balcony/Terrace
- View
- Kitchen
- Air Conditioner
US $166/Night
7 Nights - US $1,162
Apartment
- Christ Church
- ·
- West Coast
- 0.97 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
506 ft²
- Kitchen
- Air Conditioner
- Child Friendly
Restaurant
US $125/Night
7 Nights - US $875
Cottage
- Rockley
- ·
- Marine Gardens
- 0.10 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $185/Night
7 Nights - US $1,295
Apartment
- Christ Church
- ·
- Rockley
- 0.24 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
615 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $170/Night
7 Nights - US $1,192
Instantly Bookable Villa Rentals in Kent
Over 789+ Instantly Bookable Private Villas in or Near Kent
Apartment
- St. Lawrence Gap
- ·
- Saint Lawrence
- 0.24 mi to center
10.0Exceptional
(74 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $416/Night
7 Nights - US $2,912
Condo
- Christ Church
- ·
- St. Lawrence Gap
- 0.23 mi to center
1 Bedroom
1 Bath
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $319/Night
7 Nights - US $2,234
Apartment
- Rockley
- ·
- Marine Gardens
- 0.10 mi to center
10.0Exceptional
(23 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $208/Night
7 Nights - US $1,454
Apartment
- St. Lawrence Gap
- ·
- Dover
- 0.15 mi to center
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
4 Guests
1630 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,324/Night
7 Nights - US $9,271
Condo
- Hastings
- ·
- Saint Matthias
- 0.13 mi to center
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
4 Guests
2000 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $585/Night
7 Nights - US $4,098
House
- Graeme Hall
- ·
- Maxwell Hill
- 0.10 mi to center
10.0Exceptional
(11 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $272/Night
7 Nights - US $1,904
Apartment
- Bridgetown
- ·
- Bayville
- 0.07 mi to center
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
5 Guests
1350 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $269/Night
7 Nights - US $1,886
Condo
- Rockley
- ·
- Marine Gardens
- 0.04 mi to center
10.0Exceptional
(9 Reviews)
2 Bedrooms
2 Baths
4 Guests
1304 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $358/Night
7 Nights - US $2,508
House
10.0Exceptional
(8 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $238/Night
7 Nights - US $1,669
Book a Last Minute Place to Stay in Kent
About Kent Vacation Rentals
Discover over 1573 amazing vacation rental options in Kent with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Kent.
Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 911.57 ft², with prices averaging US $311 per night.
With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Kent.
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Top Pickleball-Ready Accommodation Types in Kent
| Type | Count |
|---|---|
| Holiday Apartments | 675 |
| Vacation Homes | 355 |
| Villas | 73 |
| Cottages | 35 |
Use these Quick Filters to Find a Vacation Rental in Kent
★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Kent with PickleTrip™.
Top Attractions Around Kent, BB
PickleTrip offers a large selection of top attractions around Kent . Research things to do on your vacation before you visit Kent.
Frequently Asked Questions About Kent?
What are the top vacation rentals, resorts, and hotels in Kent with Courts?
Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Kent. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Kent!
- Villa By The Bay Luxury 3 bedroom all ensuite, private pool, pickleball court
- Rockley Orange Hill - by ZenBreak
- Coconut Room Eden On The Sea Carlisle Bay Barbados
- Your Caribbean Home Away
- The Banyan Room Eden On The Sea Carlisle Bay Barbados
- The Palm Room on Carlisle Bay, AC, Wifi, beachfront property.
- The Turtle nest room 1-bedroom with kitchen on Carlisle Bay
- The Coral Room Cozy 1 bedroom with kitchen on Carlisle Bay
- Monkey Business Room at Eden On The Sea on Carlisle Bay
- The Banana Leaf room at Eden On The Sea. Beachfront, AC, WiFi.
How many pickleball-ready properties have private pools in Kent?
Discover 82 accommodations with private or nearby pickleball courts in Kent. Some of the best destinations to stay and play pickleball are:
- Ocean Reef 103 Luxurious Ocean front Condo- Amazing views!
- Indramer Condos by Bluescape
- Charming Historical Villa with Private Pool, Close to Beach - Rosedale
- Oistins Cottage - Pool Deck + Walk to the beach
Which vacation rentals, resorts, or hotels in Kent is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Kent? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.
- Upper Beachgate - On the Beach.
- Impressive Private Pool Mandevilla Home Near Beach
- Dover Woods Apartments
How many PickleTrip vacation rentals or resorts are available in Kent?
PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 1573 properties listed in Kent in 2026, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Fort George Heights Vacation Rentals in Bridgetown, Christ Church | 1606 |
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