Buccaneer Point pickleball Stays, Resort Rentals, & Homes
Condo
- Key Largo
- ·
- Rock Harbor
- 0.24 mi to center
10.0Exceptional
(72 Reviews)
2 Bedrooms
2 Baths
6 Guests
1800 ft²
Oceanfront
Hot Tub
Parking
Pool
US $578/Night
7 Nights - US $4,043
Apartment
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
7 Guests
129.17 ft²
Private Beach- Oceanfront
Breakfast- Parking
US $462/Night
7 Nights - US $3,233
Boat Rental
9.6Exceptional
(4 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Parking
Spa
Ocean View
US $1,029/Night
7 Nights - US $7,200
House
10.0Exceptional
(62 Reviews)
2 Bedrooms
2 Baths
8 Guests
Private Pool- Parking
- Pool
- Ocean View
US $609/Night
7 Nights - US $4,263
Apartment
9.9Exceptional
(26 Reviews)
2 Bedrooms
2 Baths
7 Guests
1302.43 ft²
- Parking
- Pool
View
Air Conditioner
US $416/Night
7 Nights - US $2,915
House
10.0Exceptional
(60 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $498/Night
7 Nights - US $3,483
Condo
10.0Exceptional
(51 Reviews)
2 Bedrooms
2 Baths
9 Guests
946 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $409/Night
7 Nights - US $2,863
House
- Key Largo
- ·
- Rock Harbor
- 0.57 mi to center
10.0Exceptional
(49 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $597/Night
7 Nights - US $4,180
House
10.0Exceptional
(36 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Oceanfront
- Pool
- Ocean View
Balcony/Terrace
US $437/Night
7 Nights - US $3,059
Luxury Places to Stay in Buccaneer Point
Over 1429+ Luxury Places to Stay in or Near Buccaneer Point
House
- Key Largo
- ·
- Rock Harbor
- 0.39 mi to center
10.0Exceptional
(21 Reviews)
4 Bedrooms
4 Baths
10 Guests
2538 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,357/Night
7 Nights - US $9,499
House
- Key Largo
- ·
- Pirates Cove
- 0.06 mi to center
4 Bedrooms
4 Baths
8 Guests
3500 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $1,191/Night
7 Nights - US $8,340
House
- Key Largo
- ·
- Rock Harbor
- 0.39 mi to center
9.9Exceptional
(13 Reviews)
4 Bedrooms
4 Baths
10 Guests
2507.99 ft²
- Private Beach
- Oceanfront
- Hot Tub
- Breakfast
US $1,115/Night
7 Nights - US $7,803
House
- Key Largo
- ·
- Sunset Cove
- 0.85 mi to center
4 Bedrooms
5 Baths
10 Guests
2507 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,080/Night
7 Nights - US $7,561
House
- Key Largo
- ·
- Rock Harbor
- 0.36 mi to center
9.8Exceptional
(31 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,005/Night
7 Nights - US $7,032
Condo
- Key Largo
- ·
- Rock Harbor
- 0.41 mi to center
9.4Exceptional
(58 Reviews)
4 Bedrooms
3 Baths
8 Guests
2700 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $987/Night
7 Nights - US $6,909
Condo
- Key Largo
- ·
- Rock Harbor
- 0.34 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
3 Baths
6 Guests
- Parking
Kitchen- Air Conditioner
Internet
US $959/Night
7 Nights - US $6,714
House
- Key Largo
- ·
- Rock Harbor
- 0.35 mi to center
10.0Exceptional
(17 Reviews)
3 Bedrooms
3 Baths
8 Guests
2024 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $922/Night
7 Nights - US $6,457
House
- Key Largo
- ·
- Rock Harbor
- 0.48 mi to center
3 Bedrooms
4 Baths
10 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $921/Night
7 Nights - US $6,448
Top-Rated Villas with a Pool in Buccaneer Point
Over 963+ Top-Rated Private Villas with a Pool in or Near Buccaneer Point
Condo
- Key Largo
- ·
- Rock Harbor
- 0.32 mi to center
10.0Exceptional
(149 Reviews)
3 Bedrooms
2 Baths
8 Guests
2280 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $569/Night
7 Nights - US $3,984
Villa
- Key Largo
- ·
- Rock Harbor
- 0.35 mi to center
10.0Exceptional
(107 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $900/Night
7 Nights - US $6,300
Condo
- Key Largo
- ·
- Rock Harbor
- 0.24 mi to center
10.0Exceptional
(103 Reviews)
4 Bedrooms
3 Baths
9 Guests
2650 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $803/Night
7 Nights - US $5,621
House
- Key Largo
- ·
- Rock Harbor
- 0.31 mi to center
10.0Exceptional
(83 Reviews)
4 Bedrooms
3 Baths
10 Guests
2500 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $581/Night
7 Nights - US $4,067
House
- Key Largo
- ·
- Rock Harbor
- 0.37 mi to center
10.0Exceptional
(74 Reviews)
3 Bedrooms
4 Baths
8 Guests
3049 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $846/Night
7 Nights - US $5,922
House
10.0Exceptional
(68 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $572/Night
7 Nights - US $4,006
Villa
10.0Exceptional
(67 Reviews)
3 Bedrooms
3 Baths
8 Guests
1300 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $808/Night
7 Nights - US $5,657
Condo
- Key Largo
- ·
- Rock Harbor
- 0.26 mi to center
10.0Exceptional
(62 Reviews)
3 Bedrooms
2 Baths
8 Guests
1800 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $506/Night
7 Nights - US $3,539
Condo
- Key Largo
- ·
- Rock Harbor
- 0.25 mi to center
10.0Exceptional
(50 Reviews)
4 Bedrooms
3 Baths
10 Guests
2635 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $696/Night
7 Nights - US $4,869
Pet-Friendly Villas in Buccaneer Point
Over 353+ Pet-Friendly Private Villas in or Near Buccaneer Point
Cottage
- Key Largo
- ·
- Key Largo Park
- 0.29 mi to center
10.0Exceptional
(13 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $499/Night
7 Nights - US $3,493
Apartment
1 Bedroom
2 Baths
7 Guests
1302.43 ft²
- Parking
- Pool
- Air Conditioner
- Internet
US $381/Night
7 Nights - US $2,669
Apartment
9.2Exceptional
(30 Reviews)
1 Bedroom
1 Bath
7 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $412/Night
7 Nights - US $2,886
Condo
10.0Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $210/Night
7 Nights - US $1,473
House
- Key Largo
- ·
- Rock Harbor
- 0.17 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
5 Baths
8 Guests
3875.01 ft²
- Parking
- Pool
- Spa
- View
US $1,050/Night
7 Nights - US $7,350
House
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
6 Guests
1450 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $213/Night
7 Nights - US $1,490
House
- Key Largo
- ·
- Pirates Cove
- 0.04 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
933 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $253/Night
7 Nights - US $1,772
House
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $198/Night
7 Nights - US $1,384
House
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Pool
- Spa
US $407/Night
7 Nights - US $2,850
Large Private Villas in Buccaneer Point
Over 240+ Large Villas in or Near Buccaneer Point for Groups and Families
Villa
- Key Largo
- ·
- Key Largo Village
- 0.18 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
5 Guests
399 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $347/Night
7 Nights - US $2,428
House
- Key Largo
- ·
- Rock Harbor
- 0.36 mi to center
8.8Fabulous
(9 Reviews)
4 Bedrooms
4 Baths
10 Guests
2647.92 ft²
- Private Beach
- Oceanfront
- Hot Tub
- Parking
US $650/Night
7 Nights - US $4,550
Villa
9.6Exceptional
(9 Reviews)
2 Bedrooms
3 Baths
6 Guests
950 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $611/Night
7 Nights - US $4,278
House
10.0Exceptional
(2 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Private Beach
- Oceanfront
- Parking
- Ocean View
US $473/Night
7 Nights - US $3,311
Condo
- Key Largo
- ·
- Rock Harbor
- 0.30 mi to center
10.0Exceptional
(36 Reviews)
4 Bedrooms
3 Baths
10 Guests
2600 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $864/Night
7 Nights - US $6,047
House
10.0Exceptional
(3 Reviews)
7 Bedrooms
5 Baths
12 Guests
3340 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $364/Night
7 Nights - US $2,545
House
- Key Largo
- ·
- Rock Harbor
- 0.38 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
3 Baths
11 Guests
1600 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $216/Night
7 Nights - US $1,511
House
9.8Exceptional
(71 Reviews)
3 Bedrooms
3 Baths
10 Guests
1700 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $767/Night
7 Nights - US $5,366
House
- Key Largo
- ·
- Rock Harbor
- 0.35 mi to center
9.8Exceptional
(48 Reviews)
4 Bedrooms
4 Baths
10 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $407/Night
7 Nights - US $2,846
Wheelchair Accessible Holiday Homes in Buccaneer Point
Over 333+ Wheelchair Accessible Villas and Holiday Homes in or Near Buccaneer Point
New
Apartment
10.0Exceptional
(10 Reviews)
2 Bedrooms
2 Baths
7 Guests
1300 ft²
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $409/Night
7 Nights - US $2,866
House
- Key Largo
- ·
- Rock Harbor
- 0.41 mi to center
9.7Exceptional
(14 Reviews)
3 Bedrooms
3 Baths
6 Guests
2152.78 ft²
- Private Beach
- Hot Tub
- Parking
- Pool
US $690/Night
7 Nights - US $4,830
Resort
- Key Largo
- ·
- Rock Harbor
- 0.34 mi to center
9.0Exceptional
(1006 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $342/Night
7 Nights - US $2,393
Apartment
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $597/Night
7 Nights - US $4,180
Cabin
- Key Largo
- ·
- Rock Harbor
- 0.05 mi to center
9.5Exceptional
(205 Reviews)
10 Bedrooms
7 Baths
22 Guests
355.21 ft²
- Private Beach
- Parking
- Pool
- Ocean View
US $1,481/Night
7 Nights - US $10,367
Apartment
- Key Largo
- ·
- Rock Harbor
- 0.98 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
7 Guests
1300 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $337/Night
7 Nights - US $2,361
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $581/Night
7 Nights - US $4,067
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
8 Guests
1200 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $574/Night
7 Nights - US $4,017
Condo
9.8Exceptional
(99 Reviews)
2 Bedrooms
2 Baths
6 Guests
1300 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $433/Night
7 Nights - US $3,028
Buccaneer Point Villas, Airbnb and Holiday Homes Under $200
Over 175+ Buccaneer Point Private Villas, Airbnb and Holiday Homes Under $200
Condo
- Key Largo
- ·
- Rock Harbor
- 0.19 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $173/Night
7 Nights - US $1,211
Resort
- Key Largo
- ·
- Rock Harbor
- 0.09 mi to center
8.5Fabulous
(1143 Reviews)
7 Baths
26 Guests
284.47 ft²
- Private Beach
- Oceanfront
- Parking
- Ocean View
US $185/Night
7 Nights - US $1,293
Hotel
- Key Largo
- ·
- Rock Harbor
- 0.08 mi to center
9.8Exceptional
(338 Reviews)
1 Bath
- Hot Tub
- Pool
- Spa
- Ocean View
US $198/Night
7 Nights - US $1,387
Condo
- Key Largo
- ·
- Rock Harbor
- 0.42 mi to center
9.8Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
1084 ft²
- Hot Tub
- Parking
- Pool
- Kitchen
US $108/Night
7 Nights - US $756
Apartment
8.2Excellent
(12 Reviews)
1 Bedroom
1 Bath
6 Guests
495.14 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $175/Night
7 Nights - US $1,225
Condo
- Key Largo
- ·
- Rock Harbor
- 0.30 mi to center
9.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
970 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $183/Night
7 Nights - US $1,281
New
Condo
- Key Largo
- ·
- Rock Harbor
- 0.11 mi to center
2 Bedrooms
2 Baths
- Air Conditioner
- Internet
Laundry
Bedding/Linens
US $187/Night
7 Nights - US $1,306
Condo
- Key Largo
- ·
- Rock Harbor
- 0.35 mi to center
2 Bedrooms
2 Baths
2 Guests
1029 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $182/Night
7 Nights - US $1,275
House
- Key Largo
- ·
- Silver Shores
- 0.08 mi to center
2 Bedrooms
2 Baths
4 Guests
1128 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $165/Night
7 Nights - US $1,158
Instantly Bookable Villa Rentals in Buccaneer Point
Over 884+ Instantly Bookable Private Villas in or Near Buccaneer Point
Apartment
10.0Exceptional
(26 Reviews)
2 Bedrooms
2 Baths
6 Guests
1135 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $325/Night
7 Nights - US $2,272
House
- Key Largo
- ·
- Rock Harbor
- 0.41 mi to center
3 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Air Conditioner
- Internet
- Laundry
US $621/Night
7 Nights - US $4,347
House
10.0Exceptional
(17 Reviews)
2 Bedrooms
3 Baths
8 Guests
1000 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $621/Night
7 Nights - US $4,345
Condo
10.0Exceptional
(16 Reviews)
2 Bedrooms
2 Baths
6 Guests
850 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $421/Night
7 Nights - US $2,944
House
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
918 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $475/Night
7 Nights - US $3,326
House
10.0Exceptional
(11 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $311/Night
7 Nights - US $2,178
RV Rental
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
399 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $357/Night
7 Nights - US $2,496
House
9.8Exceptional
(203 Reviews)
2 Bedrooms
2 Baths
8 Guests
1000 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $600/Night
7 Nights - US $4,199
House
9.8Exceptional
(179 Reviews)
2 Bedrooms
2 Baths
8 Guests
1000 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $613/Night
7 Nights - US $4,289
Book a Last Minute Place to Stay in Buccaneer Point
About Buccaneer Point Vacation Rentals
Discover over 1438 amazing vacation rental options in Buccaneer Point 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 Buccaneer Point.
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 719.71 ft², with prices averaging US $590 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 Buccaneer Point.
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Top Pickleball-Ready Accommodation Types in Buccaneer Point
| Type | Count |
|---|---|
| Vacation Homes | 836 |
| Holiday Apartments | 73 |
| Villas | 48 |
| Cottages | 23 |
Use these Quick Filters to Find a Vacation Rental in Buccaneer Point
★ 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 Buccaneer Point with PickleTrip™.
Weather in Buccaneer Point, FL
View the weather forecast for Buccaneer Point before booking your Buccaneer Point Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Frequently Asked Questions About Buccaneer Point?
What are the top vacation rentals, resorts, and hotels in Buccaneer Point 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 Buccaneer Point. 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 Buccaneer Point!
- Mariners Club 312, VRNR Luxury Collection, Epic Amenities, Boat Slip Available
- Beautiful Oceanside Mariner`s 3 Bedroom Townhome
- EXPERIENCE OUR UNIQUE OCEAN VIEW RESORT STYLE PROPERTY LOCATED IN KEY LARGO!
- Mariner's Club 806 Spacious 4/3 8 Beds Pools & Resort Amenities
- Key Largo Luxury Townhome | Pools & Marina
- 122 Mariners Club - An exceptional 2 bedroom luxury condo with ocean and marina views
- Key Largo Villa, Kawama K5, 3/3
- Oceanview Marinaview Free Golf Cart Pool Pickleball
- NEW ! Lagoon-front townhouse with Marina! Day Dreams Key Largo.
- Mariners Club 114, VRNR Luxury Collection, Epic Amenities, Boat Slip Available
How many pickleball-ready properties have private pools in Buccaneer Point?
Discover 123 accommodations with private or nearby pickleball courts in Buccaneer Point. Some of the best destinations to stay and play pickleball are:
- Overlooking The Marina and Ocean
- Courtyard by Marriott Key Largo
- Welcome to Paradise!
- Tropical Escape at Mariner’s Club 2BR Key Largo Condo w/Pools & Marina
Which vacation rentals, resorts, or hotels in Buccaneer Point is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Buccaneer Point? 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.
- KEY LARGO PARADISE! OCEAN/BEACH/POOLS w/BOAT SLIP!
- FULL TIME LIC Mgr - LUXURIOUS 2 BED 3 BATH PENTHOUSE SUITE - PANORAMIC OCEAN VIEWS! INDOOR PICKLEBALL - SPEAKEASY!
- Rock Reef Resort
How many PickleTrip vacation rentals or resorts are available in Buccaneer Point?
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 1438 properties listed in Buccaneer Point 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.
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