Upper Carlton pickleball Stays, Resort Rentals, & Homes
Villa
10.0Exceptional
(28 Reviews)
3 Bedrooms
3 Baths
6 Guests
Private Pool
Parking
Pool
Ocean View
US $615/Night
7 Nights - US $4,306
Apartment
- Speightstown
- ·
- Little Battaleys
- 0.27 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
4 Guests
1097.92 ft²
Private Beach- Parking
- Pool
Spa
US $374/Night
7 Nights - US $2,616
Villa
- St. James
- ·
- Orange Hill
- 0.46 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Private Pool
Breakfast- Parking
- Pool
US $1,127/Night
7 Nights - US $7,891
Villa
- Speightstown
- ·
- Little Battaleys
- 0.32 mi to center
10.0Exceptional
(7 Reviews)
9 Bedrooms
9 Baths
18 Guests
5000 ft²
- Private Pool
Oceanfront- Parking
- Pool
US $4,951/Night
7 Nights - US $34,660
Apartment
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
1302.43 ft²
- Parking
Balcony/Terrace
View
Kitchen
US $110/Night
7 Nights - US $770
Villa
- Speightstown
- ·
- Little Battaleys
- 0.32 mi to center
10.0Exceptional
(4 Reviews)
5 Bedrooms
6 Baths
10 Guests
5000 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $4,039/Night
7 Nights - US $28,271
Villa
- Speightstown
- ·
- Little Battaleys
- 0.32 mi to center
10.0Exceptional
(3 Reviews)
8 Bedrooms
8 Baths
16 Guests
5000 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $4,823/Night
7 Nights - US $33,758
Villa
- Speightstown
- ·
- Little Battaleys
- 0.32 mi to center
10.0Exceptional
(1 Review)
7 Bedrooms
7 Baths
14 Guests
5000 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $4,672/Night
7 Nights - US $32,705
House
- St. James
- ·
- Westmoreland
- 0.26 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
6 Baths
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,909/Night
7 Nights - US $13,365
Luxury Places to Stay in Upper Carlton
Over 2898+ Luxury Places to Stay in or Near Upper Carlton
Villa
- St. James
- ·
- Westmoreland
- 0.48 mi to center
7 Bedrooms
7 Baths
14 Guests
7000 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $5,226/Night
7 Nights - US $36,581
Villa
7 Bedrooms
8 Baths
14 Guests
Hot Tub- Parking
- Pool
- Ocean View
US $4,751/Night
7 Nights - US $33,256
House
- St. James
- ·
- Westmoreland
- 0.29 mi to center
6 Bedrooms
8 Baths
12 Guests
- Private Pool
- Breakfast
- Parking
- Pool
US $3,294/Night
7 Nights - US $23,059
Villa
- St. James
- ·
- Westmoreland
- 0.21 mi to center
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,731/Night
7 Nights - US $12,115
Villa
- St. James
- ·
- Westmoreland
- 0.50 mi to center
3 Bedrooms
3 Baths
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $1,612/Night
7 Nights - US $11,284
Villa
4 Bedrooms
4 Baths
8 Guests
3173 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $1,189/Night
7 Nights - US $8,324
Villa
- St. James
- ·
- Westmoreland
- 0.35 mi to center
4 Bedrooms
5 Baths
8 Guests
Air Conditioner
Internet
Child Friendly
Laundry
US $957/Night
7 Nights - US $6,699
House
4 Bedrooms
5 Baths
8 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $942/Night
7 Nights - US $6,597
Condo
- Speightstown
- ·
- Douglas
- 0.29 mi to center
3 Bedrooms
3 Baths
6 Guests
1800 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $930/Night
7 Nights - US $6,511
Top-Rated Villas with a Pool in Upper Carlton
Over 2043+ Top-Rated Private Villas with a Pool in or Near Upper Carlton
Condo
- Speightstown
- ·
- Saint Peter Parish
- 0.21 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
6 Guests
- Parking
- Pool
- View
- Kitchen
US $621/Night
7 Nights - US $4,348
Villa
- St. James
- ·
- Westmoreland
- 0.35 mi to center
9.6Exceptional
(10 Reviews)
3 Bedrooms
3 Baths
6 Guests
3830 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $685/Night
7 Nights - US $4,795
Cottage
- Holetown
- ·
- Sunset Crest
- 0.08 mi to center
9.2Exceptional
(50 Reviews)
3 Bedrooms
2 Baths
6 Guests
1722 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $248/Night
7 Nights - US $1,737
Villa
- St. James
- ·
- Westmoreland
- 0.30 mi to center
3 Bedrooms
3 Baths
6 Guests
2917 ft²
- Parking
- Pool
- Ocean View
- View
US $809/Night
7 Nights - US $5,660
House
- St. Peter
- ·
- Merlin Bay
- 0.76 mi to center
4 Bedrooms
3 Baths
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $727/Night
7 Nights - US $5,088
House
- St. James
- ·
- Westmoreland
- 0.32 mi to center
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $721/Night
7 Nights - US $5,050
House
- St. James
- ·
- Westmoreland
- 0.50 mi to center
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $650/Night
7 Nights - US $4,551
House
- St. James
- ·
- Westmoreland
- 0.40 mi to center
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $634/Night
7 Nights - US $4,438
House
10.0Exceptional
(127 Reviews)
4 Bedrooms
4 Baths
8 Guests
2000 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $528/Night
7 Nights - US $3,696
Pet-Friendly Villas in Upper Carlton
Over 64+ Pet-Friendly Private Villas in or Near Upper Carlton
Villa
- Rock Dundo
- ·
- Bakers Woods
- 0.06 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $728/Night
7 Nights - US $5,095
Villa
- St. James
- ·
- Westmoreland
- 0.32 mi to center
9.0Exceptional
(6 Reviews)
4 Bedrooms
2 Baths
8 Guests
3498.27 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $358/Night
7 Nights - US $2,506
House
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $431/Night
7 Nights - US $3,016
Villa
9.0Exceptional
(2 Reviews)
3 Bedrooms
4 Baths
8 Guests
1905.21 ft²
EV Charge Station- Parking
- Pool
- Balcony/Terrace
US $160/Night
7 Nights - US $1,120
House
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $381/Night
7 Nights - US $2,670
Apartment
8.0Excellent
(1 Review)
2 Bedrooms
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $193/Night
7 Nights - US $1,350
Villa
- St. James
- ·
- Orange Hill
- 0.20 mi to center
6.0Good
(5 Reviews)
5 Bedrooms
5 Baths
10 Guests
- Private Pool
- Pool
- Kitchen
- Air Conditioner
US $2,426/Night
7 Nights - US $16,984
Villa
- St. James
- ·
- Westmoreland
- 0.21 mi to center
6 Bedrooms
6 Baths
12 Guests
6000 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $2,233/Night
7 Nights - US $15,634
Villa
- St. James
- ·
- Westmoreland
- 0.22 mi to center
4 Bedrooms
4 Baths
8 Guests
6000 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $1,654/Night
7 Nights - US $11,579
Large Private Villas in Upper Carlton
Over 1405+ Large Villas in or Near Upper Carlton for Groups and Families
New
Villa
4 Bedrooms
3 Baths
8 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $745/Night
7 Nights - US $5,218
Villa
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1582.29 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $540/Night
7 Nights - US $3,777
Villa
- St. James
- ·
- Westmoreland
- 0.33 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
- Private Pool
- Parking
- Pool
- Ocean View
US $792/Night
7 Nights - US $5,544
Villa
3 Bedrooms
3 Baths
6 Guests
- Internet
- Child Friendly
- Laundry
Bedding/Linens
US $509/Night
7 Nights - US $3,565
Villa
10.0Exceptional
(2 Reviews)
3 Bedrooms
3 Baths
6 Guests
1819.1 ft²
- Private Beach
- Parking
- Pool
- Ocean View
US $1,171/Night
7 Nights - US $8,197
Villa
10.0Exceptional
(112 Reviews)
4 Bedrooms
5 Baths
8 Guests
3444 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $485/Night
7 Nights - US $3,395
Villa
- Holetown
- ·
- Sunset Crest
- 0.23 mi to center
10.0Exceptional
(105 Reviews)
4 Bedrooms
4 Baths
8 Guests
2400 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $986/Night
7 Nights - US $6,902
Villa
10.0Exceptional
(53 Reviews)
4 Bedrooms
3 Baths
8 Guests
3750 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $756/Night
7 Nights - US $5,290
Villa
10.0Exceptional
(43 Reviews)
2 Bedrooms
2 Baths
5 Guests
1798 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $550/Night
7 Nights - US $3,853
Wheelchair Accessible Holiday Homes in Upper Carlton
Over 195+ Wheelchair Accessible Villas and Holiday Homes in or Near Upper Carlton
Condo
- Holetown
- ·
- Sunset Crest
- 0.17 mi to center
10.0Exceptional
(51 Reviews)
1 Bedroom
1 Bath
3 Guests
700 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $108/Night
7 Nights - US $759
Apartment
9.4Exceptional
(18 Reviews)
16 Bedrooms
10 Baths
32 Guests
1773.35 ft²
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $625/Night
7 Nights - US $4,373
Apartment
- Holetown
- ·
- Sunset Crest
- 0.13 mi to center
8.0Excellent
(3 Reviews)
1 Bedroom
1 Bath
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $271/Night
7 Nights - US $1,897
Apartment
- Holetown
- ·
- Sunset Crest
- 0.04 mi to center
10.0Exceptional
(47 Reviews)
1 Bedroom
1 Bath
2 Guests
750 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $135/Night
7 Nights - US $945
House
- Speightstown
- ·
- Douglas
- 0.04 mi to center
8.9Fabulous
(34 Reviews)
6 Bedrooms
3 Baths
12 Guests
1180.44 ft²
- Breakfast
- Parking
- Pool
- Spa
US $120/Night
7 Nights - US $840
Apartment
- Speightstown
- ·
- Douglas
- 0.34 mi to center
10.0Exceptional
(29 Reviews)
2 Bedrooms
2 Baths
4 Guests
32292 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $773/Night
7 Nights - US $5,409
House
10.0Exceptional
(20 Reviews)
5 Bedrooms
5 Baths
10 Guests
6500 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $3,753/Night
7 Nights - US $26,270
Apartment
- Holetown
- ·
- Mount Standfast
- 0.28 mi to center
10.0Exceptional
(9 Reviews)
2 Bedrooms
1 Bath
4 Guests
1100 ft²
- Breakfast
- Parking
- Pool
- Ocean View
US $398/Night
7 Nights - US $2,785
Apartment
- St. Peter
- ·
- Merlin Bay
- 0.64 mi to center
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
883 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $244/Night
7 Nights - US $1,711
Upper Carlton Villas, Airbnb and Holiday Homes Under $200
Over 318+ Upper Carlton Private Villas, Airbnb and Holiday Homes Under $200
Cottage
10.0Exceptional
(71 Reviews)
1 Bedroom
1 Bath
2 Guests
750 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $157/Night
7 Nights - US $1,098
Apartment
- Holetown
- ·
- Sunset Crest
- 0.17 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
699.65 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $170/Night
7 Nights - US $1,190
Condo
8.8Fabulous
(23 Reviews)
1 Bedroom
1 Bath
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $135/Night
7 Nights - US $945
Apartment
- Holetown
- ·
- Mount Standfast
- 0.29 mi to center
10.0Exceptional
(57 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $199/Night
7 Nights - US $1,396
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
5 Guests
- Parking
- View
- Air Conditioner
- Internet
US $67/Night
7 Nights - US $469
Cottage
- Holetown
- ·
- Sunset Crest
- 0.04 mi to center
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $148/Night
7 Nights - US $1,039
Apartment
10.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $119/Night
7 Nights - US $834
Condo
- Holetown
- ·
- Sunset Crest
- 0.03 mi to center
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
4 Guests
550 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $142/Night
7 Nights - US $995
House
- Holetown
- ·
- Mount Standfast
- 0.23 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
7 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $196/Night
7 Nights - US $1,375
Instantly Bookable Villa Rentals in Upper Carlton
Over 947+ Instantly Bookable Private Villas in or Near Upper Carlton
House
10.0Exceptional
(99 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Breakfast
- Parking
- Pool
- Ocean View
US $336/Night
7 Nights - US $2,349
House
- Speightstown
- ·
- Little Battaleys
- 0.31 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Breakfast
- Parking
- Pool
- Ocean View
US $532/Night
7 Nights - US $3,724
House
10.0Exceptional
(71 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Private Pool
- Breakfast
- Parking
- Pool
US $591/Night
7 Nights - US $4,137
Apartment
- Holetown
- ·
- Mount Standfast
- 0.32 mi to center
10.0Exceptional
(44 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $407/Night
7 Nights - US $2,852
Villa
10.0Exceptional
(30 Reviews)
2 Bedrooms
2 Baths
4 Guests
990 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $272/Night
7 Nights - US $1,907
House
- Holetown
- ·
- Sunset Crest
- 0.10 mi to center
10.0Exceptional
(26 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $436/Night
7 Nights - US $3,052
House
- Holetown
- ·
- Sunset Crest
- 0.12 mi to center
10.0Exceptional
(24 Reviews)
4 Bedrooms
4 Baths
8 Guests
3900 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $771/Night
7 Nights - US $5,399
Condo
- Holetown
- ·
- Mount Standfast
- 0.28 mi to center
10.0Exceptional
(23 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $376/Night
7 Nights - US $2,630
House
10.0Exceptional
(22 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $504/Night
7 Nights - US $3,528
Book a Last Minute Place to Stay in Upper Carlton
About Upper Carlton Vacation Rentals
Discover over 2907 amazing vacation rental options in Upper Carlton 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 Upper Carlton.
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 1543.65 ft², with prices averaging US $1,180 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 Upper Carlton.
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Top Pickleball-Ready Accommodation Types in Upper Carlton
| Type | Count |
|---|---|
| Villas | 1313 |
| Vacation Homes | 701 |
| Holiday Apartments | 624 |
| Cottages | 25 |
Use these Quick Filters to Find a Vacation Rental in Upper Carlton
★ 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 Upper Carlton with PickleTrip™.
Frequently Asked Questions About Upper Carlton?
What are the top vacation rentals, resorts, and hotels in Upper Carlton 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 Upper Carlton. 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 Upper Carlton!
- Beautiful Barbados Villa - St James - with beach membership
- Beachfront Bliss Getaway with Pool - Nelson Gay (9 bed)
- Beachfront Bliss Getaway - Nelson Gay (5 bed)
- Beachfront Bliss Getaway with Pool - Nelson Gay (8 bed)
- Beachfront Bliss Getaway with Pool - Nelson Gay (7 bed)
- A Beautiful Royal Westmoreland Villa With A Private Pool And Beach Club Access
- Port St. Charles Marina #211 3 BR Luxury Condo
- Villa with Pool and Golf Views - Villa Grove
- Only 3 mins walk to Beach and Beach Club
- Villa St. Lucy
How many pickleball-ready properties have private pools in Upper Carlton?
Discover 1085 accommodations with private or nearby pickleball courts in Upper Carlton. Some of the best destinations to stay and play pickleball are:
- Magnificent 4 Bedroom Villa overlooking the beach at Alleynes Bay, St. James
- Westmoreland Modern sea View Villa with pool
- Holiday Home at 163 Port St Charles
- Amazing 7 bed villa only 4 mins walk to Mullins Beach
Which vacation rentals, resorts, or hotels in Upper Carlton is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Upper Carlton? 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.
- Magnificent 4 Bedroom Villa overlooking the beach at Alleynes Bay, St. James
- Jacks Place - by ZenBreak
- Kingsgate #1 - by Zenbreak
How many PickleTrip vacation rentals or resorts are available in Upper Carlton?
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 2907 properties listed in Upper Carlton 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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