Pinebrook Estates pickleball Stays, Resort Rentals, & Homes
House
- St. Petersburg - Clearwater
- ·
- Largo
- 3.55 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
Parking
Pool
Balcony/Terrace
Kitchen
US $142/Night
7 Nights - US $991
House
- St. Petersburg - Clearwater
- ·
- Largo
- 2.28 mi to center
5 Bedrooms
3 Baths
18 Guests
1862.16 ft²
Oceanfront- Parking
- Pool
Ocean View
US $949/Night
7 Nights - US $6,643
House
- St. Petersburg - Clearwater
- ·
- Largo
- 1.40 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Parking
- Ocean View
- Balcony/Terrace
View
US $663/Night
7 Nights - US $4,640
US $144/Night
7 Nights - US $1,010
House
- St. Petersburg - Clearwater
- ·
- Largo
- 1.68 mi to center
6 Bedrooms
3 Baths
20 Guests
2906.26 ft²
- Oceanfront
Hot Tub- Parking
- Pool
US $689/Night
7 Nights - US $4,826
House
- St. Petersburg - Clearwater
- ·
- Somerset Lakes
- 0.26 mi to center
10.0Exceptional
(62 Reviews)
3 Bedrooms
2 Baths
6 Guests
1000 ft²
Private Pool- Oceanfront
- Hot Tub
- Parking
US $328/Night
7 Nights - US $2,296
House
- St. Petersburg - Clearwater
- ·
- Pinebrook Estates
- 0.22 mi to center
10.0Exceptional
(31 Reviews)
3 Bedrooms
2 Baths
8 Guests
1400 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $452/Night
7 Nights - US $3,165
House
- St. Petersburg - Clearwater
- ·
- Largo
- 1.83 mi to center
10.0Exceptional
(5 Reviews)
5 Bedrooms
3 Baths
16 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $742/Night
7 Nights - US $5,195
House
- St. Petersburg - Clearwater
- ·
- Largo
- 1.68 mi to center
10.0Exceptional
(2 Reviews)
6 Bedrooms
3 Baths
20 Guests
2904 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $766/Night
7 Nights - US $5,360
Luxury Places to Stay in Pinebrook Estates
Over 667+ Luxury Places to Stay in or Near Pinebrook Estates
House
- St. Petersburg - Clearwater
- ·
- Pinebrook Estates
- 0.26 mi to center
9.6Exceptional
(9 Reviews)
5 Bedrooms
2 Baths
20 Guests
1866 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $758/Night
7 Nights - US $5,305
House
- St. Petersburg - Clearwater
- ·
- Clearwater
- 2.60 mi to center
9.6Exceptional
(5 Reviews)
5 Bedrooms
3 Baths
18 Guests
3000 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $594/Night
7 Nights - US $4,158
House
- St. Petersburg - Clearwater
- ·
- Largo
- 1.85 mi to center
4 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
Air Conditioner
US $547/Night
7 Nights - US $3,832
House
- St. Petersburg - Clearwater
- ·
- Largo
- 3.18 mi to center
9.8Exceptional
(24 Reviews)
3 Bedrooms
1 Bath
7 Guests
2000 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $367/Night
7 Nights - US $2,568
Cottage
- St. Petersburg - Clearwater
- ·
- Largo
- 2.48 mi to center
1 Bedroom
1 Bath
- Kitchen
- Air Conditioner
Internet
Wheelchair Accessible
US $3,070/Night
7 Nights - US $21,492
New
House
- St. Petersburg - Clearwater
- ·
- Largo
- 2.49 mi to center
3 Bedrooms
2 Baths
6 Guests
1560 ft²
- Kitchen
- Air Conditioner
- Internet
TV
US $3,000/Night
7 Nights - US $21,000
Cottage
- St. Petersburg - Clearwater
- ·
- Largo
- 2.49 mi to center
1 Bedroom
1 Bath
- Kitchen
- Air Conditioner
- Internet
Child Friendly
US $2,929/Night
7 Nights - US $20,504
House
- St. Petersburg - Clearwater
- ·
- Seminole
- 1.20 mi to center
10.0Exceptional
(1 Review)
8 Bedrooms
5 Baths
28 Guests
4919.11 ft²
- Oceanfront
- Parking
- Pool
Spa
US $1,895/Night
7 Nights - US $13,267
House
- St. Petersburg - Clearwater
- ·
- Seminole
- 1.20 mi to center
10.0Exceptional
(3 Reviews)
7 Bedrooms
5 Baths
16 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $1,491/Night
7 Nights - US $10,434
Top-Rated Villas with a Pool in Pinebrook Estates
Over 362+ Top-Rated Private Villas with a Pool in or Near Pinebrook Estates
House
- St. Petersburg - Clearwater
- ·
- Pinellas Park
- 1.10 mi to center
10.0Exceptional
(102 Reviews)
4 Bedrooms
1 Bath
10 Guests
924 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $239/Night
7 Nights - US $1,676
House
- St. Petersburg - Clearwater
- ·
- Pinellas Park
- 1.79 mi to center
10.0Exceptional
(81 Reviews)
3 Bedrooms
2 Baths
10 Guests
1867 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $280/Night
7 Nights - US $1,960
House
- St. Petersburg - Clearwater
- ·
- Seminole
- 2.41 mi to center
10.0Exceptional
(34 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $465/Night
7 Nights - US $3,254
House
- St. Petersburg - Clearwater
- ·
- Seminole
- 1.71 mi to center
10.0Exceptional
(27 Reviews)
3 Bedrooms
2 Baths
8 Guests
12228 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $490/Night
7 Nights - US $3,429
House
- St. Petersburg - Clearwater
- ·
- Pinellas Park
- 1.71 mi to center
10.0Exceptional
(24 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $405/Night
7 Nights - US $2,838
House
- St. Petersburg - Clearwater
- ·
- Seminole
- 2.19 mi to center
10.0Exceptional
(21 Reviews)
3 Bedrooms
2 Baths
8 Guests
1092 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $406/Night
7 Nights - US $2,840
House
- St. Petersburg - Clearwater
- ·
- Largo
- 0.77 mi to center
10.0Exceptional
(15 Reviews)
3 Bedrooms
2 Baths
6 Guests
1600 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $303/Night
7 Nights - US $2,124
House
- St. Petersburg - Clearwater
- ·
- Largo
- 1.69 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
1 Bath
8 Guests
960 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $378/Night
7 Nights - US $2,644
House
- St. Petersburg - Clearwater
- ·
- Largo
- 2.72 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $284/Night
7 Nights - US $1,985
Pet-Friendly Villas in Pinebrook Estates
Over 279+ Pet-Friendly Private Villas in or Near Pinebrook Estates
Apartment
- St. Petersburg - Clearwater
- ·
- Seminole
- 2.21 mi to center
10.0Exceptional
(11 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
US $153/Night
7 Nights - US $1,073
House
- St. Petersburg - Clearwater
- ·
- Pinellas Park
- 0.44 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
6 Guests
882.64 ft²
- Parking
- Pool
- View
- Air Conditioner
US $518/Night
7 Nights - US $3,624
Villa
- St. Petersburg - Clearwater
- ·
- Seminole
- 2.20 mi to center
8.4Excellent
(5 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $79/Night
7 Nights - US $551
Villa
- St. Petersburg - Clearwater
- ·
- Seminole
- 2.16 mi to center
10.0Exceptional
(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
910 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $153/Night
7 Nights - US $1,069
House
- St. Petersburg - Clearwater
- ·
- Seminole
- 1.96 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
1302.43 ft²
Private Beach- Oceanfront
- Parking
- Pool
US $293/Night
7 Nights - US $2,048
House
- St. Petersburg - Clearwater
- ·
- Orange Lake Village
- 0.09 mi to center
10.0Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $245/Night
7 Nights - US $1,713
Apartment
- St. Petersburg - Clearwater
- ·
- Largo
- 2.20 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $116/Night
7 Nights - US $812
House
- St. Petersburg - Clearwater
- ·
- Orange Lake Village
- 0.24 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
1900 ft²
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
US $415/Night
7 Nights - US $2,903
Apartment
- St. Petersburg - Clearwater
- ·
- Pinellas Park
- 0.69 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
1098 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $163/Night
7 Nights - US $1,143
Large Private Villas in Pinebrook Estates
Over 163+ Large Villas in or Near Pinebrook Estates for Groups and Families
Villa
- St. Petersburg - Clearwater
- ·
- Seminole
- 2.50 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $177/Night
7 Nights - US $1,237
Villa
- St. Petersburg - Clearwater
- ·
- Largo
- 1.09 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1194.79 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $261/Night
7 Nights - US $1,826
House
- St. Petersburg - Clearwater
- ·
- Largo
- 1.56 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
11 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $530/Night
7 Nights - US $3,709
Villa
- St. Petersburg - Clearwater
- ·
- Seminole
- 2.39 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
5 Guests
1050 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $167/Night
7 Nights - US $1,170
House
- St. Petersburg - Clearwater
- ·
- Largo
- 2.76 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
3 Baths
12 Guests
1948.27 ft²
- Oceanfront
- Hot Tub
Breakfast- Parking
US $800/Night
7 Nights - US $5,600
Villa
- St. Petersburg - Clearwater
- ·
- Largo
- 2.95 mi to center
2 Bedrooms
1 Bath
7 Guests
850 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $534/Night
7 Nights - US $3,740
Villa
- St. Petersburg - Clearwater
- ·
- Seminole
- 2.12 mi to center
2 Bedrooms
2 Baths
4 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $169/Night
7 Nights - US $1,183
Villa
- St. Petersburg - Clearwater
- ·
- Largo
- 2.61 mi to center
1 Bedroom
1 Bath
2 Guests
590 ft²
- Air Conditioner
- Internet
Laundry
Bedding/Linens
US $135/Night
7 Nights - US $943
House
- St. Petersburg - Clearwater
- ·
- Seminole
- 1.58 mi to center
10.0Exceptional
(13 Reviews)
3 Bedrooms
4 Baths
10 Guests
3725 ft²
- Parking
- Kitchen
- Air Conditioner
- Child Friendly
US $610/Night
7 Nights - US $4,271
Wheelchair Accessible Holiday Homes in Pinebrook Estates
Over 37+ Wheelchair Accessible Villas and Holiday Homes in or Near Pinebrook Estates
Apartment
- St. Petersburg - Clearwater
- ·
- Pinellas Park
- 1.00 mi to center
1 Bedroom
1 Bath
4 Guests
850 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $180/Night
7 Nights - US $1,263
House
- St. Petersburg - Clearwater
- ·
- Largo
- 2.38 mi to center
8.5Fabulous
(2 Reviews)
4 Bedrooms
2 Baths
10 Guests
1205.56 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $373/Night
7 Nights - US $2,611
Hotel
- St. Petersburg - Clearwater
- ·
- Largo
- 0.35 mi to center
9.4Exceptional
(1020 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $109/Night
7 Nights - US $766
Hotel
- St. Petersburg - Clearwater
- ·
- Clearwater
- 4.33 mi to center
8.0Excellent
(12 Reviews)
1 Bath
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $114/Night
7 Nights - US $799
House
- St. Petersburg - Clearwater
- ·
- Largo
- 2.77 mi to center
8.0Excellent
(1 Review)
2 Bedrooms
1 Bath
6 Guests
1216.32 ft²
- Parking
- View
- Air Conditioner
- Internet
US $243/Night
7 Nights - US $1,701
Hotel
- St. Petersburg - Clearwater
- ·
- Clearwater
- 4.33 mi to center
8.0Excellent
(1 Review)
1 Bath
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $133/Night
7 Nights - US $931
Hotel
- St. Petersburg - Clearwater
- ·
- Clearwater
- 4.33 mi to center
7.4Very Good
(3 Reviews)
1 Bath
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $133/Night
7 Nights - US $931
Hotel
- St. Petersburg - Clearwater
- ·
- Clearwater
- 4.33 mi to center
7.2Very Good
(13 Reviews)
1 Bath
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $114/Night
7 Nights - US $799
Hotel
- St. Petersburg - Clearwater
- ·
- Clearwater
- 4.33 mi to center
2 Baths
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $456/Night
7 Nights - US $3,194
Pinebrook Estates Villas, Airbnb and Holiday Homes Under $200
Over 199+ Pinebrook Estates Private Villas, Airbnb and Holiday Homes Under $200
Condo
- St. Petersburg - Clearwater
- ·
- Largo
- 2.78 mi to center
10.0Exceptional
(9 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $112/Night
7 Nights - US $785
House
- St. Petersburg - Clearwater
- ·
- Largo
- 2.26 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
1001.04 ft²
- Parking
- View
- Air Conditioner
- Internet
US $134/Night
7 Nights - US $936
Hotel
- St. Petersburg - Clearwater
- ·
- Clearwater
- 4.22 mi to center
9.2Exceptional
(220 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $130/Night
7 Nights - US $909
House
- St. Petersburg - Clearwater
- ·
- Seminole
- 2.20 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
1399 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $184/Night
7 Nights - US $1,286
House
- St. Petersburg - Clearwater
- ·
- Seminole
- 2.03 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
10 Guests
2098.96 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $152/Night
7 Nights - US $1,063
House
- St. Petersburg - Clearwater
- ·
- Largo
- 1.72 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
1 Guest
700 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $172/Night
7 Nights - US $1,202
Cabin
- St. Petersburg - Clearwater
- ·
- Seminole
- 1.13 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $188/Night
7 Nights - US $1,313
Apartment
- St. Petersburg - Clearwater
- ·
- Seminole
- 2.21 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $144/Night
7 Nights - US $1,010
House
- St. Petersburg - Clearwater
- ·
- Orange Lake Village
- 0.14 mi to center
9.8Exceptional
(29 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $138/Night
7 Nights - US $967
Instantly Bookable Villa Rentals in Pinebrook Estates
Over 384+ Instantly Bookable Private Villas in or Near Pinebrook Estates
Condo
- St. Petersburg - Clearwater
- ·
- Largo
- 2.99 mi to center
10.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
5 Guests
650 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $354/Night
7 Nights - US $2,478
House
- St. Petersburg - Clearwater
- ·
- Largo
- 2.72 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $289/Night
7 Nights - US $2,025
House
- St. Petersburg - Clearwater
- ·
- Largo
- 2.26 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $243/Night
7 Nights - US $1,701
House
- St. Petersburg - Clearwater
- ·
- Largo
- 1.62 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $479/Night
7 Nights - US $3,354
House
- St. Petersburg - Clearwater
- ·
- Largo
- 2.77 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
1220 ft²
- Oceanfront
- Parking
- Ocean View
- View
US $268/Night
7 Nights - US $1,873
House
- St. Petersburg - Clearwater
- ·
- Largo
- 2.65 mi to center
9.8Exceptional
(44 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $213/Night
7 Nights - US $1,489
House
- St. Petersburg - Clearwater
- ·
- Largo
- 2.21 mi to center
9.8Exceptional
(9 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $259/Night
7 Nights - US $1,811
House
- St. Petersburg - Clearwater
- ·
- Pinellas Park
- 1.30 mi to center
9.8Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
6 Guests
926 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $340/Night
7 Nights - US $2,377
House
- St. Petersburg - Clearwater
- ·
- Orange Lake Village
- 0.27 mi to center
9.8Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $247/Night
7 Nights - US $1,729
Book a Last Minute Place to Stay in Pinebrook Estates
About Pinebrook Estates Vacation Rentals
Discover over 676 amazing vacation rental options in Pinebrook Estates 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 Pinebrook Estates.
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 1107.93 ft², with prices averaging US $346 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 Pinebrook Estates.
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Top Pickleball-Ready Accommodation Types in Pinebrook Estates
| Type | Count |
|---|---|
| Vacation Homes | 512 |
| Holiday Apartments | 72 |
| Villas | 22 |
| Cottages | 7 |
Use these Quick Filters to Find a Vacation Rental in Pinebrook Estates
★ 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 Pinebrook Estates with PickleTrip™.
Weather in Pinebrook Estates, FL
View the weather forecast for Pinebrook Estates before booking your Pinebrook Estates 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 Pinebrook Estates?
What are the top vacation rentals, resorts, and hotels in Pinebrook Estates 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 Pinebrook Estates. 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 Pinebrook Estates!
- Pool Home with Pool Heater and Hot Tub Near Clearwater and other Fine Beaches.
- Your pet friendly Tampa pool home, right between the beaches and Tampa proper!
- THE BEST Clearwater Private Resort! Heated Pool
- NEW LISTING! Relaxing 1BR Retreat with Pool, 15 Mins from the Beach
- Sleeps 20~Heated Pool~Pickleball~Hot Tub~Fire Pit
- Tropical Beach Town Private Pool Home Oasis & Tiki Lanai Close to Beaches!
- Hibiscus16 Heated Pool Mins to Beaches 2 mins walk to Pickleball/Tennis court
- Family-Friendly Oasis: 5BR~Sports Court~Large Heated Pool~Spa~PuttPutt~Game Room
- Hibiscus16 Heated Pool, Near Beach, Farmer Markets, Tampa, Clearwater, Pinellas Park, Pickleball, Tennis
- Sleeps 12 Heated Pool Pickleball Hot Tub Fire Pit
How many pickleball-ready properties have private pools in Pinebrook Estates?
Discover 178 accommodations with private or nearby pickleball courts in Pinebrook Estates. Some of the best destinations to stay and play pickleball are:
- Backyard Oasis Minutes To Beaches
- Comfort Inn & Suites Clearwater South
- Where Comfort Meets Class: Your Private 1B Luxury Retreat Awaits!
- Endless Summer Pool Vibes
Which vacation rentals, resorts, or hotels in Pinebrook Estates is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Pinebrook Estates? 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.
- Backyard Oasis Minutes To Beaches
- 3 Bedroom House with pool, 10 min from the beach
- Fire Pit! Family Getaway, 6 Mi to Beach Access
How many PickleTrip vacation rentals or resorts are available in Pinebrook Estates?
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 676 properties listed in Pinebrook Estates 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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