Saddlebrook pickleball Stays, Resort Rentals, & Homes
Condo
- Tampa
- ·
- Wesley Chapel
- 0.93 mi to center
10.0Exceptional
(15 Reviews)
2 Bedrooms
2 Baths
5 Guests
1096 ft²
Parking
Pool
Balcony/Terrace
Kitchen
US $174/Night
7 Nights - US $1,220
Resort
- Tampa
- ·
- Wesley Chapel
- 1.45 mi to center
7.6Very Good
(26 Reviews)
7 Baths
24 Guests
747.32 ft²
Oceanfront
Hot Tub
Breakfast- Parking
US $186/Night
7 Nights - US $1,299
Hotel
- Tampa
- ·
- Wesley Chapel
- 2.94 mi to center
9.2Exceptional
(811 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $155/Night
7 Nights - US $1,087
Condo
- Tampa
- ·
- Wesley Chapel
- 0.97 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
4 Guests
1019 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $182/Night
7 Nights - US $1,274
House
- Tampa
- ·
- Wesley Chapel South
- 2.03 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
7 Guests
1496.18 ft²
Private Pool- Oceanfront
- Parking
- Pool
US $415/Night
7 Nights - US $2,907
House
- Tampa
- ·
- Fairway Village
- 0.08 mi to center
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
5 Guests
2100 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $237/Night
7 Nights - US $1,658
Condo
- Tampa
- ·
- Wesley Chapel
- 0.98 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
5 Guests
1096 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $169/Night
7 Nights - US $1,181
Condo
- Tampa
- ·
- Wesley Chapel
- 0.98 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
560 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $125/Night
7 Nights - US $874
Condo
- Tampa
- ·
- Wesley Chapel
- 3.99 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
560 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $116/Night
7 Nights - US $815
Luxury Places to Stay in Saddlebrook
Over 222+ Luxury Places to Stay in or Near Saddlebrook
US $591/Night
7 Nights - US $4,138
US $571/Night
7 Nights - US $3,998
US $571/Night
7 Nights - US $3,998
US $560/Night
7 Nights - US $3,917
US $554/Night
7 Nights - US $3,875
US $516/Night
7 Nights - US $3,611
US $516/Night
7 Nights - US $3,611
US $481/Night
7 Nights - US $3,364
US $421/Night
7 Nights - US $2,946
Top-Rated Villas with a Pool in Saddlebrook
Over 103+ Top-Rated Private Villas with a Pool in or Near Saddlebrook
Condo
- Tampa
- ·
- Saddlebrook
- 0.14 mi to center
10.0Exceptional
(24 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Pool
Ocean View
US $256/Night
7 Nights - US $1,790
Condo
- Tampa
- ·
- Wesley Chapel
- 1.14 mi to center
10.0Exceptional
(10 Reviews)
3 Bedrooms
3 Baths
9 Guests
1519 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $243/Night
7 Nights - US $1,701
House
- Tampa
- ·
- Fairway Village
- 0.29 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
3 Baths
6 Guests
2010 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $258/Night
7 Nights - US $1,806
Condo
- Tampa
- ·
- Wesley Chapel
- 1.15 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
560 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $157/Night
7 Nights - US $1,100
Hotel
- Tampa
- ·
- Wesley Chapel
- 1.42 mi to center
10.0Exceptional
(2 Reviews)
2 Baths
- Hot Tub
- Breakfast
- Parking
- Pool
US $288/Night
7 Nights - US $2,013
Condo
- Tampa
- ·
- Wesley Chapel
- 1.15 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
560 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $141/Night
7 Nights - US $987
Hotel
- Tampa
- ·
- Wesley Chapel
- 1.42 mi to center
10.0Exceptional
(1 Review)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $277/Night
7 Nights - US $1,937
Condo
- Tampa
- ·
- Wesley Chapel
- 0.97 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
8 Guests
1656 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $243/Night
7 Nights - US $1,699
Condo
- Tampa
- ·
- Wesley Chapel
- 1.04 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1096 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $202/Night
7 Nights - US $1,412
Pet-Friendly Villas in Saddlebrook
Over 45+ Pet-Friendly Private Villas in or Near Saddlebrook
Condo
- Tampa
- ·
- Wesley Chapel
- 1.04 mi to center
9.6Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
6 Guests
1096 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $246/Night
7 Nights - US $1,723
House
- Tampa
- ·
- Wesley Chapel South
- 1.34 mi to center
8.0Excellent
(3 Reviews)
5 Bedrooms
3 Baths
10 Guests
2497.23 ft²
- Parking
Internet
Pet Friendly
Security/Safety
US $233/Night
7 Nights - US $1,631
House
- Tampa
- ·
- Fairway Village
- 0.34 mi to center
9.2Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
2115 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $193/Night
7 Nights - US $1,350
Cabin
- Tampa
- ·
- Wesley Chapel
- 0.64 mi to center
7.3Very Good
(193 Reviews)
81 Bedrooms
1 Bath
14 Guests
301.39 ft²
- Parking
- Pool
- Balcony/Terrace
Air Conditioner
US $103/Night
7 Nights - US $721
Condo
- Tampa
- ·
- Wesley Chapel
- 1.21 mi to center
8.6Fabulous
(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1096 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $241/Night
7 Nights - US $1,686
House
- Tampa
- ·
- Saddlebrook
- 0.18 mi to center
8.8Fabulous
(3 Reviews)
3 Bedrooms
3 Baths
6 Guests
2279 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $325/Night
7 Nights - US $2,274
House
- Tampa
- ·
- Fairway Village
- 0.04 mi to center
3 Bedrooms
3 Baths
6 Guests
1796 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $214/Night
7 Nights - US $1,499
Apartment
- Tampa
- ·
- Wesley Chapel
- 1.08 mi to center
6.0Good
(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $144/Night
7 Nights - US $1,010
House
2 Bedrooms
2 Baths
4 Guests
2000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $420/Night
7 Nights - US $2,939
Large Private Villas in Saddlebrook
Over 25+ Large Villas in or Near Saddlebrook for Groups and Families
Villa
- Tampa
- ·
- Fairway Village
- 0.04 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
6 Guests
2900 ft²
- Hot Tub
- Kitchen
- Air Conditioner
- Internet
US $405/Night
7 Nights - US $2,832
Villa
- Tampa
- ·
- Saddlebrook
- 0.35 mi to center
6 Bedrooms
4 Baths
12 Guests
2152.78 ft²
- Hot Tub
- Parking
View- Air Conditioner
US $919/Night
7 Nights - US $6,433
House
- Tampa
- ·
- Grand Oaks
- 0.63 mi to center
10.0Exceptional
(92 Reviews)
4 Bedrooms
3 Baths
10 Guests
2380 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $499/Night
7 Nights - US $3,491
House
- Tampa
- ·
- Saddlebrook
- 0.25 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
4 Baths
12 Guests
2000 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $740/Night
7 Nights - US $5,183
New
Villa
- Tampa
- ·
- Wesley Chapel
- 1.17 mi to center
9.6Exceptional
(9 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $279/Night
7 Nights - US $1,953
Villa
- Tampa
- ·
- Saddlebrook
- 0.27 mi to center
9.6Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Pool
- Air Conditioner
- Internet
US $256/Night
7 Nights - US $1,794
Villa
- Tampa
- ·
- Saddlebrook
- 0.13 mi to center
9.0Exceptional
(7 Reviews)
3 Bedrooms
2 Baths
6 Guests
1587 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $203/Night
7 Nights - US $1,420
Villa
- Tampa
- ·
- Saddlebrook
- 0.15 mi to center
8.0Excellent
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
1550 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $286/Night
7 Nights - US $2,001
Villa
- Tampa
- ·
- Saddlebrook
- 0.14 mi to center
1 Bedroom
3 Baths
7 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $306/Night
7 Nights - US $2,142
Wheelchair Accessible Holiday Homes in Saddlebrook
Over 13+ Wheelchair Accessible Villas and Holiday Homes in or Near Saddlebrook
Hotel
- Tampa
- ·
- Wesley Chapel
- 0.68 mi to center
10.0Exceptional
(1 Review)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $128/Night
7 Nights - US $894
Hotel
- Tampa
- ·
- Wesley Chapel
- 2.94 mi to center
8.7Fabulous
(159 Reviews)
1 Bath
282.01 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $125/Night
7 Nights - US $877
Hotel
- Tampa
- ·
- Wesley Chapel
- 2.88 mi to center
9.2Exceptional
(312 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $142/Night
7 Nights - US $996
Hotel
- Tampa
- ·
- Wesley Chapel
- 0.60 mi to center
8.0Excellent
(1 Review)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $129/Night
7 Nights - US $902
Hotel
- Tampa
- ·
- Wesley Chapel
- 0.53 mi to center
8.1Excellent
(477 Reviews)
1 Bath
265.51 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $120/Night
7 Nights - US $837
US $258/Night
7 Nights - US $1,803
US $258/Night
7 Nights - US $1,803
US $133/Night
7 Nights - US $933
US $128/Night
7 Nights - US $894
Saddlebrook Villas, Airbnb and Holiday Homes Under $200
Over 80+ Saddlebrook Private Villas, Airbnb and Holiday Homes Under $200
Condo
- Tampa
- ·
- Wesley Chapel
- 1.00 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
1096 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $194/Night
7 Nights - US $1,359
House
- Tampa
- ·
- Wesley Chapel
- 1.38 mi to center
9.5Exceptional
(9 Reviews)
1 Bedroom
1 Bath
2 Guests
204.51 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $76/Night
7 Nights - US $531
House
- Tampa
- ·
- Wesley Chapel
- 1.38 mi to center
9.2Exceptional
(5 Reviews)
1 Bedroom
1 Bath
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $108/Night
7 Nights - US $755
Condo
- Tampa
- ·
- Wesley Chapel
- 1.15 mi to center
9.6Exceptional
(23 Reviews)
2 Bedrooms
2 Baths
4 Guests
1096 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $162/Night
7 Nights - US $1,132
House
- Tampa
- ·
- Wesley Chapel
- 1.38 mi to center
8.8Fabulous
(19 Reviews)
1 Bedroom
1 Bath
2 Guests
204.51 ft²
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $72/Night
7 Nights - US $507
Condo
- Tampa
- ·
- Wesley Chapel
- 0.97 mi to center
9.6Exceptional
(15 Reviews)
1 Bedroom
1 Bath
2 Guests
832 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $172/Night
7 Nights - US $1,201
Condo
- Tampa
- ·
- Wesley Chapel
- 0.95 mi to center
9.6Exceptional
(9 Reviews)
1 Bedroom
1 Bath
3 Guests
832 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $138/Night
7 Nights - US $968
Condo
- Tampa
- ·
- Wesley Chapel
- 1.11 mi to center
9.6Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
560 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $117/Night
7 Nights - US $820
Condo
- Tampa
- ·
- Wesley Chapel
- 1.14 mi to center
9.2Exceptional
(10 Reviews)
1 Bedroom
1 Bath
4 Guests
560 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $116/Night
7 Nights - US $811
Instantly Bookable Villa Rentals in Saddlebrook
Over 105+ Instantly Bookable Private Villas in or Near Saddlebrook
Condo
- Tampa
- ·
- Wesley Chapel
- 1.15 mi to center
9.8Exceptional
(9 Reviews)
2 Bedrooms
2 Baths
8 Guests
1420 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $208/Night
7 Nights - US $1,458
Condo
- Tampa
- ·
- Wesley Chapel
- 0.93 mi to center
9.2Exceptional
(9 Reviews)
2 Bedrooms
2 Baths
4 Guests
1019 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $183/Night
7 Nights - US $1,278
Condo
- Tampa
- ·
- Wesley Chapel
- 0.93 mi to center
9.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
4 Guests
819 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $151/Night
7 Nights - US $1,056
Condo
- Tampa
- ·
- Wesley Chapel
- 1.14 mi to center
8.8Fabulous
(10 Reviews)
2 Bedrooms
2 Baths
5 Guests
1096 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $181/Night
7 Nights - US $1,268
Condo
- Tampa
- ·
- Wesley Chapel
- 1.15 mi to center
8.2Excellent
(13 Reviews)
2 Bedrooms
2 Baths
8 Guests
1420 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $221/Night
7 Nights - US $1,550
Condo
- Tampa
- ·
- Wesley Chapel
- 1.08 mi to center
7.4Very Good
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1096 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $174/Night
7 Nights - US $1,216
Condo
- Tampa
- ·
- Wesley Chapel
- 1.08 mi to center
2 Bedrooms
2 Baths
8 Guests
1650 ft²
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $288/Night
7 Nights - US $2,014
Hotel
- Tampa
- ·
- Wesley Chapel
- 1.42 mi to center
9.0Exceptional
(2 Reviews)
2 Baths
- Hot Tub
- Breakfast
- Parking
- Pool
US $285/Night
7 Nights - US $1,992
Hotel
- Tampa
- ·
- Wesley Chapel
- 1.42 mi to center
6.0Good
(1 Review)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $258/Night
7 Nights - US $1,806
Book a Last Minute Place to Stay in Saddlebrook
About Saddlebrook Vacation Rentals
Discover over 231 amazing vacation rental options in Saddlebrook 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 Saddlebrook.
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 723.05 ft², with prices averaging US $260 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 Saddlebrook.
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Top Pickleball-Ready Accommodation Types in Saddlebrook
| Type | Count |
|---|---|
| Vacation Homes | 91 |
| Holiday Apartments | 19 |
| Villas | 12 |
Use these Quick Filters to Find a Vacation Rental in Saddlebrook
★ 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 Saddlebrook with PickleTrip™.
Weather in Saddlebrook, FL
View the weather forecast for Saddlebrook before booking your Saddlebrook 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 Saddlebrook?
What are the top vacation rentals, resorts, and hotels in Saddlebrook 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 Saddlebrook. 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 Saddlebrook!
- 5-Star Saddlebrook Resort Hacienda: Golf, Tennis, Pickleball & Pool
- Designer Condo | Golf & Lake Views | 2BR, Sleeps 5 | Optional Saddlebrook Resort Amenities
- Ground Floor Retreat | King Suite | Private Patio | Optional Saddlebrook Resort Amenities
- Executive Golf Retreat | Chef’s Kitchen & Lanai | Saddlebrook Resort Home w/Optional Amenities
- 3BR Ground Floor Golf Condo | Private Patio | Golf Views | Optional Saddlebrook Amenities
- Upscale Corner Retreat | 2 Private Suites & Optional Resort Amenities | Saddlebrook
- Monthly Stay | Dedicated Workspace | Wesley Chapel | 3BR, Near Tampa | Optional Resort Amenities
- Golf Course Views | Upscale Studio | Wesley Chapel | Sleeps 2, Pickleball Included | Saddlebrook
- Golf View Studio w/Murphy Bed, Patio & Workspace | Sleeps 2 | Optional Saddlebrook Resort Amenities
- Golf Studio Retreat | 2 Queen Beds | Patio | Optional Saddlebrook Resort Amenities
How many pickleball-ready properties have private pools in Saddlebrook?
Discover 11 accommodations with private or nearby pickleball courts in Saddlebrook. Some of the best destinations to stay and play pickleball are:
- 5 room TampaGolfVillas by AmericanVacationLiving
- Beautiful Home Away from Home for your Vacation with Private Pool and Hot Tub
- NewTampa-W. Chapel 3 room 1.5 bath with a pool on 1 acre. SMOKE & PET FREE!
- Central location perfect for family and friends vacation home
Which vacation rentals, resorts, or hotels in Saddlebrook is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Saddlebrook? 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.
- Saddlebrook Resort | 1BR King | Golf Range, Spa, 41 Tennis Courts
- Peaceful Pond Paradise III - 3123-3125
- Econo Lodge Wesley Chapel I-75
How many PickleTrip vacation rentals or resorts are available in Saddlebrook?
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 231 properties listed in Saddlebrook 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.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Fairway Village Vacation Rentals in Tampa, Florida | 222 |
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