Naples Heritage pickleball Stays, Resort Rentals, & Homes
House
- Naples
- ·
- Kings Lake
- 0.28 mi to center
10.0Exceptional
(64 Reviews)
2 Bedrooms
2 Baths
4 Guests
1567 ft²
Private Pool
Oceanfront
Parking
Pool
US $479/Night
7 Nights - US $3,352
House
- Naples
- ·
- Crown Pointe
- 0.34 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
2400.35 ft²
Private Beach- Oceanfront
- Parking
- Pool
US $426/Night
7 Nights - US $2,979
House
- Naples
- ·
- Kings Lake
- 0.22 mi to center
6.0Good
(1 Review)
1 Bedroom
1 Bath
- Private Pool
- Oceanfront
- Parking
- Pool
US $887/Night
7 Nights - US $6,209
Condo
10.0Exceptional
(58 Reviews)
2 Bedrooms
2 Baths
5 Guests
1351 ft²
- Oceanfront
- Parking
- Pool
Ocean View
US $159/Night
7 Nights - US $1,110
House
- Naples
- ·
- Crown Pointe
- 0.18 mi to center
10.0Exceptional
(10 Reviews)
3 Bedrooms
2 Baths
8 Guests
1840.63 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $428/Night
7 Nights - US $2,999
Condo
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
5 Guests
1170 ft²
Hot Tub- Parking
- Pool
- Ocean View
US $97/Night
7 Nights - US $680
Condo
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Ocean View
View
US $153/Night
7 Nights - US $1,071
Condo
- Naples
- ·
- Crown Pointe
- 0.16 mi to center
10.0Exceptional
(9 Reviews)
2 Bedrooms
2 Baths
4 Guests
1693 ft²
- Parking
- Pool
Spa- Ocean View
US $242/Night
7 Nights - US $1,691
Condo
- Naples
- ·
- East Naples
- 1.40 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1246 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $166/Night
7 Nights - US $1,162
Luxury Places to Stay in Naples Heritage
Over 860+ Luxury Places to Stay in or Near Naples Heritage
House
10.0Exceptional
(15 Reviews)
7 Bedrooms
4 Baths
18 Guests
3900 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $1,586/Night
7 Nights - US $11,100
House
10.0Exceptional
(7 Reviews)
4 Bedrooms
3 Baths
17 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,494/Night
7 Nights - US $10,459
Villa
10.0Exceptional
(1 Review)
7 Bedrooms
4 Baths
20 Guests
- Hot Tub
- Parking
- Pool
Balcony/Terrace
US $1,392/Night
7 Nights - US $9,741
House
- Naples
- ·
- Kings Lake
- 0.30 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
4 Guests
- Private Pool
- Parking
- Pool
- Spa
US $752/Night
7 Nights - US $5,261
House
4 Bedrooms
3 Baths
8 Guests
- Pool
Kitchen
Air Conditioner
Internet
US $632/Night
7 Nights - US $4,425
New
House
- Naples
- ·
- Crown Pointe
- 0.19 mi to center
10.0Exceptional
(9 Reviews)
4 Bedrooms
5 Baths
10 Guests
3000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $617/Night
7 Nights - US $4,317
House
10.0Exceptional
(12 Reviews)
4 Bedrooms
2 Baths
6 Guests
1999 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $564/Night
7 Nights - US $3,945
House
3 Bedrooms
3 Baths
6 Guests
2200 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $551/Night
7 Nights - US $3,860
New
House
3 Bedrooms
3 Baths
6 Guests
2100 ft²
- Air Conditioner
- Internet
Pet Friendly
Child Friendly
US $516/Night
7 Nights - US $3,614
Top-Rated Villas with a Pool in Naples Heritage
Over 616+ Top-Rated Private Villas with a Pool in or Near Naples Heritage
House
- Naples
- ·
- Crown Pointe
- 0.34 mi to center
10.0Exceptional
(57 Reviews)
4 Bedrooms
2 Baths
10 Guests
2400 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $362/Night
7 Nights - US $2,533
House
- Naples
- ·
- Crown Pointe
- 0.14 mi to center
10.0Exceptional
(40 Reviews)
4 Bedrooms
3 Baths
8 Guests
2600 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $294/Night
7 Nights - US $2,059
House
- Naples
- ·
- Crown Pointe
- 0.32 mi to center
10.0Exceptional
(33 Reviews)
3 Bedrooms
2 Baths
6 Guests
1857 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $464/Night
7 Nights - US $3,249
House
- Naples
- ·
- Crown Pointe
- 0.13 mi to center
10.0Exceptional
(23 Reviews)
4 Bedrooms
2 Baths
8 Guests
2130 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $352/Night
7 Nights - US $2,462
House
- Naples
- ·
- Crown Pointe
- 0.32 mi to center
10.0Exceptional
(17 Reviews)
4 Bedrooms
3 Baths
8 Guests
2621 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $464/Night
7 Nights - US $3,250
House
10.0Exceptional
(16 Reviews)
3 Bedrooms
2 Baths
8 Guests
2100 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $359/Night
7 Nights - US $2,515
Condo
10.0Exceptional
(16 Reviews)
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $345/Night
7 Nights - US $2,415
House
- Naples
- ·
- Crown Pointe
- 0.38 mi to center
10.0Exceptional
(14 Reviews)
3 Bedrooms
2 Baths
6 Guests
1850 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $338/Night
7 Nights - US $2,367
Condo
10.0Exceptional
(12 Reviews)
3 Bedrooms
2 Baths
6 Guests
1397 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $106/Night
7 Nights - US $745
Pet-Friendly Villas in Naples Heritage
Over 155+ Pet-Friendly Private Villas in or Near Naples Heritage
Condo
- Naples
- ·
- Naples Heritage
- 0.29 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1150 ft²
- Parking
- Ocean View
- View
- Air Conditioner
US $81/Night
7 Nights - US $564
Villa
- Naples
- ·
- Lely Golf Estates
- 0.27 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
8 Guests
2303.48 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $828/Night
7 Nights - US $5,796
Apartment
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $286/Night
7 Nights - US $1,999
New
House
9.5Exceptional
(2 Reviews)
1 Bedroom
3 Baths
10 Guests
1862.16 ft²
- Hot Tub
- Parking
- Pool
- Air Conditioner
US $315/Night
7 Nights - US $2,205
New
Apartment
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $286/Night
7 Nights - US $1,999
New
House
2 Bedrooms
2 Baths
4 Guests
1680 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $282/Night
7 Nights - US $1,977
Apartment
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $277/Night
7 Nights - US $1,942
New
Apartment
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $264/Night
7 Nights - US $1,849
House
- Naples
- ·
- Crown Pointe
- 0.25 mi to center
10.0Exceptional
(10 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $453/Night
7 Nights - US $3,172
Large Private Villas in Naples Heritage
Over 84+ Large Villas in or Near Naples Heritage for Groups and Families
Villa
9.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $230/Night
7 Nights - US $1,608
Villa
- Naples
- ·
- East Naples
- 1.15 mi to center
9.3Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1797.57 ft²
- Oceanfront
Breakfast- Parking
- Pool
US $312/Night
7 Nights - US $2,183
Villa
- Naples
- ·
- VeronaWalk
- 0.60 mi to center
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $151/Night
7 Nights - US $1,057
Villa
9.0Exceptional
(5 Reviews)
1 Bedroom
2 Baths
9 Guests
1862.16 ft²
- Hot Tub
EV Charge Station- Parking
- Pool
US $319/Night
7 Nights - US $2,234
House
- Naples
- ·
- Crown Pointe
- 0.17 mi to center
10.0Exceptional
(10 Reviews)
4 Bedrooms
2 Baths
15 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $478/Night
7 Nights - US $3,346
Villa
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $341/Night
7 Nights - US $2,384
Villa
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1534 ft²
- Parking
- Pool
- Spa
- Kitchen
US $326/Night
7 Nights - US $2,279
Villa
3 Bedrooms
3 Baths
6 Guests
- Pool
- Air Conditioner
- Pet Friendly
- Child Friendly
US $254/Night
7 Nights - US $1,779
Condo
- Naples
- ·
- Lely Golf Estates
- 0.5 mi to center
3 Bedrooms
2 Baths
10 Guests
1300 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $164/Night
7 Nights - US $1,148
Wheelchair Accessible Holiday Homes in Naples Heritage
Over 67+ Wheelchair Accessible Villas and Holiday Homes in or Near Naples Heritage
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Breakfast
- Parking
- Pool
- Ocean View
US $239/Night
7 Nights - US $1,673
House
- Naples
- ·
- Kings Lake
- 0.28 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1603.82 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
US $416/Night
7 Nights - US $2,912
Hotel
- Naples
- ·
- Rural Estates
- 7.48 mi to center
9.4Exceptional
(1235 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $200/Night
7 Nights - US $1,399
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $122/Night
7 Nights - US $854
Apartment
- Naples
- ·
- Golden Gate
- 0.48 mi to center
2 Bedrooms
1 Bath
5 Guests
979.52 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $166/Night
7 Nights - US $1,162
Condo
9.8Exceptional
(22 Reviews)
2 Bedrooms
2 Baths
4 Guests
1095 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $186/Night
7 Nights - US $1,300
Condo
9.6Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
5 Guests
1400 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $216/Night
7 Nights - US $1,513
Condo
2 Bedrooms
2 Baths
6 Guests
1600 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $270/Night
7 Nights - US $1,888
Condo
2 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $128/Night
7 Nights - US $897
Naples Heritage Villas, Airbnb and Holiday Homes Under $200
Over 320+ Naples Heritage Private Villas, Airbnb and Holiday Homes Under $200
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
US $197/Night
7 Nights - US $1,381
House
7.3Very Good
(38 Reviews)
2 Bedrooms
2 Baths
4 Guests
1496.18 ft²
- Oceanfront
- Breakfast
- Parking
- Ocean View
US $183/Night
7 Nights - US $1,278
Hotel
- Naples
- ·
- Rural Estates
- 8.14 mi to center
8.8Fabulous
(1002 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $105/Night
7 Nights - US $734
Condo
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $175/Night
7 Nights - US $1,224
House
6.0Good
(3 Reviews)
1 Bedroom
2 Baths
12 Guests
753.47 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $119/Night
7 Nights - US $832
Cottage
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
570 ft²
- Hot Tub
- Parking
- Pool
- Kitchen
US $167/Night
7 Nights - US $1,169
Condo
- Naples
- ·
- Kings Lake
- 0.23 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $179/Night
7 Nights - US $1,251
Condo
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $157/Night
7 Nights - US $1,097
Condo
9.8Exceptional
(21 Reviews)
2 Bedrooms
2 Baths
4 Guests
1351 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $135/Night
7 Nights - US $947
Instantly Bookable Villa Rentals in Naples Heritage
Over 365+ Instantly Bookable Private Villas in or Near Naples Heritage
Condo
- Naples
- ·
- Kings Lake
- 0.07 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1850 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $224/Night
7 Nights - US $1,568
House
4 Bedrooms
4 Baths
8 Guests
- Air Conditioner
- Internet
- Laundry
Bedding/Linens
US $731/Night
7 Nights - US $5,117
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $208/Night
7 Nights - US $1,453
Condo
9.0Exceptional
(15 Reviews)
2 Bedrooms
2 Baths
4 Guests
1350 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $169/Night
7 Nights - US $1,183
House
- Naples
- ·
- East Naples
- 1.22 mi to center
2 Bedrooms
2 Baths
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $322/Night
7 Nights - US $2,256
Cottage
1 Bedroom
1 Bath
4 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $276/Night
7 Nights - US $1,930
Condo
- Naples
- ·
- Naples Heritage
- 0.29 mi to center
2 Bedrooms
2 Baths
6 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $269/Night
7 Nights - US $1,885
Condo
2 Bedrooms
2 Baths
2 Guests
- Hot Tub
- Parking
- Pool
- Kitchen
US $260/Night
7 Nights - US $1,819
House
- Naples
- ·
- Crown Pointe
- 0.06 mi to center
2 Bedrooms
2 Baths
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $241/Night
7 Nights - US $1,690
Book a Last Minute Place to Stay in Naples Heritage
About Naples Heritage Vacation Rentals
Discover over 869 amazing vacation rental options in Naples Heritage 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 Naples Heritage.
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 918.69 ft², with prices averaging US $302 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 Naples Heritage.
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Top Pickleball-Ready Accommodation Types in Naples Heritage
| Type | Count |
|---|---|
| Vacation Homes | 384 |
| Villas | 58 |
| Holiday Apartments | 49 |
| Cottages | 4 |
Use these Quick Filters to Find a Vacation Rental in Naples Heritage
★ 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 Naples Heritage with PickleTrip™.
Weather in Naples Heritage, FL
View the weather forecast for Naples Heritage before booking your Naples Heritage 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 Naples Heritage?
What are the top vacation rentals, resorts, and hotels in Naples Heritage 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 Naples Heritage. 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 Naples Heritage!
- VILLA BELLY :-) heated pool. free WIFI, very private, Garage, BBQ, Kings Lake
- Relax on the oversized lanai featuring an outdoor kitchen and mid-water view.
- Beautiful Updated Home, Private Pool, Minutes from Downtown 5th Ave & Beaches!
- Luxury Crown Pointe pool & lake view home minutes to beaches & Old Naples
- Crown Pointe- Covered Lanai w/TV-Heated South Facing Pool, Newly Renovated home w/3 king beds!
- 5 Miles to the beach, family home, saltwater pool, pickleball & tennis courts
- 4BR+Den Lake-View Home with Private Pool in Charming Crown Pointe!
- Naples Duplex Home w/Private Pool & Lanai!
- Resort-Style Naples Retreat - 3BR/2BTH Condo - FREE Golf Until Oct 15
- Paradise Escape: Luxe Pool 7BR Villa -10 Min to Beach & DT - 3900ft2 -PickelBall
How many pickleball-ready properties have private pools in Naples Heritage?
Discover 196 accommodations with private or nearby pickleball courts in Naples Heritage. Some of the best destinations to stay and play pickleball are:
- Vacation in Paradise w/Amazing Lake Views in Beautiful Lely Resort (Naples, FL)
- Private pool home in Naples, Large lanai! 3 bedroom, sleeps 7
- Relaxing 3BR/2BA Naples Retreat - w Private Heated Pool
- Sovanita House Naples, FL
Which vacation rentals, resorts, or hotels in Naples Heritage is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Naples Heritage? 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.
- Condo Cascades with Lake View ! Great Community Pool !
- Naples Duplex Home w/Private Pool & Lanai!
- Tollgate Inn
How many PickleTrip vacation rentals or resorts are available in Naples Heritage?
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 869 properties listed in Naples Heritage 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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