503+ Perfect Pickle Stays with Nearby Pickleball Facilities |
Pinehurst pickleball Stays, Resort Rentals, & Homes
New
- Fort Myers
- Fountain Lakes
- 0.26 mi to center
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Pool
US $116/Night
For 7 Nights US $811
10.0
Exceptional
(2 Reviews)
- Fort Myers
- Fountain Lakes
- 0.20 mi to center
1302.43 ft²
4 Guests
3 Bedrooms
2 Bathrooms
Free Cancellation
House
- Hot Tub
- Spa
- Pool
US $394/Night
For 7 Nights US $2,755
2.0
Average
(1 Review)
- Fort Myers
- Three Oaks
- 0.94 mi to center
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $320/Night
For 7 Nights US $2,243
10.0
Exceptional
(7 Reviews)
- Naples
- Bonita Springs
- 5.58 mi to center
8 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
US $332/Night
For 7 Nights US $2,321
9.7
Exceptional
(3 Reviews)
- Fort Myers
- Three Oaks
- 0.60 mi to center
1603.82 ft²
7 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
US $314/Night
For 7 Nights US $2,198
10.0
Exceptional
(5 Reviews)
- Fort Myers
- Estero
- 1.33 mi to center
1250 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $269/Night
For 7 Nights US $1,880
10.0
Exceptional
(4 Reviews)
- Fort Myers
- Estero
- 1.07 mi to center
1300 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $276/Night
For 7 Nights US $1,934
10.0
Exceptional
(4 Reviews)
- Fort Myers
- Estero
- 1.20 mi to center
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Pool
- Kitchen
- Parking
US $240/Night
For 7 Nights US $1,678
10.0
Exceptional
(3 Reviews)
- Naples
- Bonita Springs
- 4.47 mi to center
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $218/Night
For 7 Nights US $1,528
Luxury Places to Stay in Pinehurst
Over 494+ Luxury Places to Stay in or Near Pinehurst
9.0
Exceptional
(2 Reviews)
12 Guests
5 Bedrooms
5 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $720/Night
For 7 Nights US $5,041
New
- Naples
- Bonita Springs
- 4.52 mi to center
6 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $622/Night
For 7 Nights US $4,352
New
- Fort Myers
- Estero
- 1.60 mi to center
2220 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $386/Night
For 7 Nights US $2,699
10.0
Exceptional
(1 Review)
- Naples
- Bonita Springs
- 4.43 mi to center
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Kitchen
US $351/Night
For 7 Nights US $2,459
New
- Fort Myers
- Estero
- 1.53 mi to center
2200 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Villa
- Hot Tub
- Fireplace/Heating
- Pool
US $343/Night
For 7 Nights US $2,399
New
- Fort Myers
- Estero
- 1.15 mi to center
1669 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Pool
- Ocean View
- Balcony/Terrace
US $327/Night
For 7 Nights US $2,289
10.0
Exceptional
(2 Reviews)
- Fort Myers
- Miromar Lakes
- 1.08 mi to center
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Kitchen
US $310/Night
For 7 Nights US $2,172
10.0
Exceptional
(1 Review)
- Fort Myers
- Estero
- 1.69 mi to center
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Pool
- Balcony/Terrace
US $303/Night
For 7 Nights US $2,120
10.0
Exceptional
(2 Reviews)
- Fort Myers
- Estero
- 0.99 mi to center
5 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Pool
- Ocean View
US $300/Night
For 7 Nights US $2,097
Top-Rated Villas with a Pool in Pinehurst
Over 300+ Top-Rated Private Villas with a Pool in or Near Pinehurst
10.0
Exceptional
(8 Reviews)
- Fort Myers
- Fountain Lakes
- 0.18 mi to center
1550 ft²
4 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $295/Night
For 7 Nights US $2,062
10.0
Exceptional
(8 Reviews)
- Fort Myers
- Estero
- 1.53 mi to center
1695 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $187/Night
For 7 Nights US $1,306
10.0
Exceptional
(6 Reviews)
- Fort Myers
- San Carlos Park
- 1.26 mi to center
1400 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $253/Night
For 7 Nights US $1,769
10.0
Exceptional
(2 Reviews)
2348 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $191/Night
For 7 Nights US $1,336
10.0
Exceptional
(2 Reviews)
- Fort Myers
- Estero
- 1.56 mi to center
1500 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Pool
US $172/Night
For 7 Nights US $1,206
10.0
Exceptional
(2 Reviews)
- Fort Myers
- San Carlos Park
- 1.55 mi to center
500 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Pool
US $144/Night
For 7 Nights US $1,007
10.0
Exceptional
(1 Review)
- Fort Myers
- Estero
- 1.53 mi to center
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $191/Night
For 7 Nights US $1,337
10.0
Exceptional
(1 Review)
- Fort Myers
- San Carlos Park
- 1.19 mi to center
800 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $183/Night
For 7 Nights US $1,278
10.0
Exceptional
(1 Review)
- Fort Myers
- Fountain Lakes
- 0.04 mi to center
1300 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $180/Night
For 7 Nights US $1,257
Pet-Friendly Villas in Pinehurst
Over 130+ Pet-Friendly Private Villas in or Near Pinehurst
New
- Fort Myers
- San Carlos Park
- 0.65 mi to center
4 Guests
2 Bedrooms
2 Bathrooms
Couples Retreat
Condo
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $112/Night
For 7 Nights US $781
9.6
Exceptional
(7 Reviews)
2260.42 ft²
14 Guests
4 Bedrooms
2 Bathrooms
House
- Oceanfront
- Fireplace/Heating
- Pool
US $1,237/Night
For 7 Nights US $8,659
9.2
Exceptional
(1005 Reviews)
- Fort Myers
- Estero
- 1.88 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $227/Night
For 7 Nights US $1,590
10.0
Exceptional
(21 Reviews)
- Fort Myers
- Estero
- 1.16 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Pet Friendly
- Kitchen
- Parking
US $190/Night
For 7 Nights US $1,327
9.5
Exceptional
(2 Reviews)
- Naples
- Bonita Springs
- 5.13 mi to center
1797.57 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Pool
- View
US $611/Night
For 7 Nights US $4,274
10.0
Exceptional
(3 Reviews)
- Fort Myers
- Estero
- 1.88 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $138/Night
For 7 Nights US $965
8.8
Fabulous
(11 Reviews)
- Fort Myers
- San Carlos Park
- 0.95 mi to center
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $238/Night
For 7 Nights US $1,665
New
- Fort Myers
- Three Oaks
- 0.94 mi to center
1073 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $146/Night
For 7 Nights US $1,023
New
- Fort Myers
- Three Oaks
- 0.94 mi to center
733 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $119/Night
For 7 Nights US $831
Large Private Villas in Pinehurst
Over 40+ Large Villas in or Near Pinehurst for Groups and Families
8.8
Fabulous
(3 Reviews)
- Fort Myers
- Estero
- 1.51 mi to center
1950 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Fireplace/Heating
- Pool
US $252/Night
For 7 Nights US $1,765
7.4
Very Good
(8 Reviews)
- Fort Myers
- San Carlos Park
- 0.17 mi to center
1797.57 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Free Cancellation
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $172/Night
For 7 Nights US $1,204
10.0
Exceptional
(2 Reviews)
- Fort Myers
- Estero
- 0.95 mi to center
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Pool
- Ocean View
US $136/Night
For 7 Nights US $954
New
- Naples
- Bonita Springs
- 5.32 mi to center
1506.95 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
House
- Oceanfront
- Spa
- Fireplace/Heating
US $577/Night
For 7 Nights US $4,041
10.0
Exceptional
(1 Review)
- Fort Myers
- Estero
- 1.33 mi to center
1311 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $151/Night
For 7 Nights US $1,059
9.4
Exceptional
(3 Reviews)
- Fort Myers
- San Carlos Park
- 0.77 mi to center
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $167/Night
For 7 Nights US $1,171
8.8
Fabulous
(6 Reviews)
- Fort Myers
- Estero
- 1.47 mi to center
1200 ft²
10 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $262/Night
For 7 Nights US $1,833
New
- Fort Myers
- Estero
- 2.23 mi to center
8 Guests
2 Bedrooms
2 Bathrooms
Villa
- Hot Tub
- Air Conditioner
- Child Friendly
US $474/Night
For 7 Nights US $3,317
New
- Naples
- Bonita Springs
- 5.56 mi to center
4 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Villa
- Fireplace/Heating
- Air Conditioner
- Internet
US $224/Night
For 7 Nights US $1,569
Wheelchair Accessible Holiday Homes in Pinehurst
Over 68+ Wheelchair Accessible Villas and Holiday Homes in or Near Pinehurst
New
- Fort Myers
- Estero
- 1.27 mi to center
1250 ft²
2 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $227/Night
For 7 Nights US $1,587
8.8
Fabulous
(187 Reviews)
- Naples
- Bonita Springs
- 5.02 mi to center
490.83 ft²
81 Guests
20 Bathrooms
Family Friendly
Resort
- Hot Tub
- Spa
- Fireplace/Heating
US $533/Night
For 7 Nights US $3,731
9.4
Exceptional
(504 Reviews)
- Fort Myers
- Estero
- 2.16 mi to center
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
US $190/Night
For 7 Nights US $1,328
New
- Fort Myers
- Estero
- 1.71 mi to center
1750 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $219/Night
For 7 Nights US $1,535
9.5
Exceptional
(86 Reviews)
- Fort Myers
- San Carlos Park
- 0.87 mi to center
1622.66 ft²
7 Bathrooms
Ocean View
Hotel
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $237/Night
For 7 Nights US $1,659
New
- Naples
- Bonita Springs
- 5.43 mi to center
4 Guests
1 Bathroom
Family Friendly
Resort
- Hot Tub
- Spa
- Fireplace/Heating
US $335/Night
For 7 Nights US $2,342
9.0
Exceptional
(2 Reviews)
- Fort Myers
- Estero
- 2.33 mi to center
1216 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Spa
- Fireplace/Heating
- Pool
US $433/Night
For 7 Nights US $3,028
New
- Naples
- Bonita Springs
- 5.56 mi to center
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Spa
- Fireplace/Heating
US $708/Night
For 7 Nights US $4,956
New
- Fort Myers
- Estero
- 2.33 mi to center
1216 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Spa
- Fireplace/Heating
- Pool
US $456/Night
For 7 Nights US $3,190
Pinehurst Villas, Airbnb and Holiday Homes Under $200
Over 205+ Pinehurst Private Villas, Airbnb and Holiday Homes Under $200
10.0
Exceptional
(1 Review)
- Naples
- Bonita Springs
- 4.57 mi to center
1262 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $172/Night
For 7 Nights US $1,207
9.6
Exceptional
(20 Reviews)
495.14 ft²
2 Guests
1 Bedroom
1 Bathroom
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Parking
US $110/Night
For 7 Nights US $770
9.2
Exceptional
(1181 Reviews)
- Fort Myers
- Estero
- 1.80 mi to center
1 Bathroom
Ocean View
Hotel
- Hot Tub
- Pool
- Ocean View
US $145/Night
For 7 Nights US $1,018
9.6
Exceptional
(5 Reviews)
- Fort Myers
- The Masters
- 0.05 mi to center
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Pool
US $118/Night
For 7 Nights US $825
9.5
Exceptional
(2 Reviews)
- Fort Myers
- Estero
- 1.73 mi to center
344.45 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $164/Night
For 7 Nights US $1,149
8.0
Excellent
(4 Reviews)
- Fort Myers
- San Carlos Park
- 1.20 mi to center
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $102/Night
For 7 Nights US $714
New
- Fort Myers
- The Masters
- 0.12 mi to center
1400 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $179/Night
For 7 Nights US $1,256
New
- Fort Myers
- Estero
- 1.10 mi to center
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Kitchen
- Parking
US $175/Night
For 7 Nights US $1,225
New
- Fort Myers
- Estero
- 1.38 mi to center
873 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $171/Night
For 7 Nights US $1,199
Instantly Bookable Villa Rentals in Pinehurst
Over 235+ Instantly Bookable Private Villas in or Near Pinehurst
New
- Fort Myers
- Estero
- 1.15 mi to center
1245 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Private Pool
- Hot Tub
- Spa
US $205/Night
For 7 Nights US $1,436
10.0
Exceptional
(9 Reviews)
- Fort Myers
- Cascades
- 0.05 mi to center
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Private Pool
- Oceanfront
- Hot Tub
US $692/Night
For 7 Nights US $4,846
9.6
Exceptional
(9 Reviews)
- Fort Myers
- Stoneybrook
- 0.63 mi to center
2046 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $229/Night
For 7 Nights US $1,600
9.4
Exceptional
(3 Reviews)
- Fort Myers
- Three Oaks
- 1.48 mi to center
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
US $200/Night
For 7 Nights US $1,403
New
- Fort Myers
- The Masters
- 0.06 mi to center
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Pool
US $149/Night
For 7 Nights US $1,045
New
- Fort Myers
- Estero
- 1.89 mi to center
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pool
US $136/Night
For 7 Nights US $954
10.0
Exceptional
(12 Reviews)
- Fort Myers
- Fountain Lakes
- 0.26 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Pool
- Ocean View
US $112/Night
For 7 Nights US $783
10.0
Exceptional
(3 Reviews)
- Naples
- Bonita Springs
- 4.36 mi to center
1850 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $159/Night
For 7 Nights US $1,114
10.0
Exceptional
(1 Review)
1691 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Hot Tub
- Fireplace/Heating
- Pool
US $220/Night
For 7 Nights US $1,540
Book a Last Minute Place to Stay in Pinehurst
About Pinehurst Vacation Rentals
Discover over 503 amazing vacation rental options in Pinehurst 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 Pinehurst.
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 720.52 ft², with prices averaging US $281 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 Pinehurst.
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Top Pickleball-Ready Accommodation Types in Pinehurst
| Type | Count |
|---|---|
| Vacation Homes | 216 |
| Holiday Apartments | 65 |
| Villas | 19 |
| Cottages | 2 |
Use these Quick Filters to Find a Vacation Rental in Pinehurst
★ 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 Pinehurst with PickleTrip™.
Weather in Pinehurst, FL
View the weather forecast for Pinehurst before booking your Pinehurst 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 Pinehurst?
What are the top vacation rentals, resorts, and hotels in Pinehurst 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 Pinehurst. 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 Pinehurst!
- Fabulous home w/new pool & spa. Minutes to golf, shop, dine, and fun-in-sun.
- Great Location! W of SR41 and within walking distance to the best attractions
- Charming 2-bedroom house with WiFi, AC in fabulous Bonita Springs
- Casita Linda · 3BR-2BA · Heated Saltwater Pool · Pet Friendly · Great Location.
- Completely renovated in fantastic community & location!
- Now Available! Florida golf resort with Ocean access.
- Pelican Sound Golf And River Club Estero FL
- “Splendor” Condo Spring Run Bundled Golf Comm w Beach Amenity, Bonita Springs
- Luxury resort rental
- Spectacular Golf Course View, Peaceful warm breezes, 2 BR, 2 BA
How many pickleball-ready properties have private pools in Pinehurst?
Discover 75 accommodations with private or nearby pickleball courts in Pinehurst. Some of the best destinations to stay and play pickleball are:
- Modern 3 bedroom, 2 bath getaway with HEATED private pool and jacuzzi
- Private Home 3/2, Pool Spa, next to beach Pets ok!
- Tropical Oasis: Stunning Pool Home in Bonita Springs
- Newly remodeled 3-bedroom condo in a bundled community
Which vacation rentals, resorts, or hotels in Pinehurst is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Pinehurst? 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.
- Pelican Sound has it all! Fabulous, active community, in Estero, 2BR, 2BA condo.
- Cypress Retreat Cozy Ft Myers Pet Friendly Home
- Fort Myers Coastal Retreat Hot Tub Yard Games
How many PickleTrip vacation rentals or resorts are available in Pinehurst?
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 503 properties listed in Pinehurst 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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