Watersound pickleball Stays, Resort Rentals, & Homes
Condo
- Panama City
- ·
- Rosemary Beach
- 0.27 mi to center
10.0Exceptional
(169 Reviews)
2 Bedrooms
2 Baths
6 Guests
Oceanfront
Hot Tub
Parking
Pool
US $1,013/Night
7 Nights - US $7,090
House
- Panama City
- ·
- Rosemary Beach
- 0.26 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
8 Guests
1194.79 ft²
- Pool
Balcony/Terrace
View
Air Conditioner
US $972/Night
7 Nights - US $6,806
House
- Panama City
- ·
- West Panama City Beach
- 3.98 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Parking
- Pool
Ocean View
US $1,323/Night
7 Nights - US $9,261
Condo
- Panama City
- ·
- Rosemary Beach
- 0.34 mi to center
10.0Exceptional
(103 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $690/Night
7 Nights - US $4,827
House
- Panama City
- ·
- Rosemary Beach
- 0.29 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
8 Guests
1194.79 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- View
US $916/Night
7 Nights - US $6,411
Condo
- Panama City
- ·
- Sunnyside
- 1.11 mi to center
10.0Exceptional
(97 Reviews)
2 Bedrooms
2 Baths
8 Guests
983 ft²
- Oceanfront
- Parking
- Pool
Spa
US $296/Night
7 Nights - US $2,070
Condo
- Panama City
- ·
- Sunnyside
- 1.17 mi to center
10.0Exceptional
(87 Reviews)
2 Bedrooms
2 Baths
5 Guests
983 ft²
- Parking
- Pool
- Spa
- Ocean View
US $393/Night
7 Nights - US $2,750
House
- Panama City
- ·
- Sunnyside
- 1.14 mi to center
10.0Exceptional
(73 Reviews)
2 Bedrooms
2 Baths
6 Guests
950 ft²
- Parking
- Pool
- Spa
- Ocean View
US $435/Night
7 Nights - US $3,046
Condo
- Panama City
- ·
- Rosemary Beach
- 0.27 mi to center
10.0Exceptional
(61 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $1,052/Night
7 Nights - US $7,362
Luxury Places to Stay in Watersound
Over 6106+ Luxury Places to Stay in or Near Watersound
House
- Panama City
- ·
- Seacrest
- 0.44 mi to center
10.0Exceptional
(8 Reviews)
5 Bedrooms
4 Baths
20 Guests
3981 ft²
Private Pool- Oceanfront
- Parking
- Pool
US $1,814/Night
7 Nights - US $12,695
House
- Panama City
- ·
- Inlet Beach
- 0.75 mi to center
9.2Exceptional
(5 Reviews)
7 Bedrooms
7 Baths
22 Guests
5533 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,791/Night
7 Nights - US $12,537
House
- Panama City
- ·
- Rosemary Beach
- 0.26 mi to center
3 Bedrooms
3 Baths
8 Guests
1851.39 ft²
- Hot Tub
- Pool
- View
- Air Conditioner
US $1,695/Night
7 Nights - US $11,863
Condo
- Panama City
- ·
- Rosemary Beach
- 0.26 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
3 Baths
8 Guests
1850 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $1,529/Night
7 Nights - US $10,701
House
- Panama City
- ·
- Seacrest
- 0.33 mi to center
9.2Exceptional
(22 Reviews)
5 Bedrooms
3 Baths
14 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,454/Night
7 Nights - US $10,180
Condo
- Panama City
- ·
- Rosemary Beach
- 0.29 mi to center
9.8Exceptional
(59 Reviews)
3 Bedrooms
3 Baths
8 Guests
1505 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,412/Night
7 Nights - US $9,886
Condo
- Panama City
- ·
- Sunnyside
- 1.16 mi to center
9.6Exceptional
(11 Reviews)
2 Bedrooms
3 Baths
6 Guests
1025 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $1,385/Night
7 Nights - US $9,694
Condo
- Panama City
- ·
- Rosemary Beach
- 0.28 mi to center
8.6Fabulous
(7 Reviews)
3 Bedrooms
3 Baths
8 Guests
1850 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $1,339/Night
7 Nights - US $9,371
House
- Panama City
- ·
- Rosemary Beach
- 0.26 mi to center
3 Bedrooms
3 Baths
8 Guests
1851.39 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $1,307/Night
7 Nights - US $9,150
Top-Rated Villas with a Pool in Watersound
Over 4969+ Top-Rated Private Villas with a Pool in or Near Watersound
Condo
- Panama City
- ·
- Rosemary Beach
- 0.29 mi to center
10.0Exceptional
(108 Reviews)
3 Bedrooms
3 Baths
8 Guests
1880 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $1,262/Night
7 Nights - US $8,832
Condo
- Panama City
- ·
- Rosemary Beach
- 0.29 mi to center
10.0Exceptional
(46 Reviews)
2 Bedrooms
2 Baths
8 Guests
1200 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $700/Night
7 Nights - US $4,903
New
House
- Panama City
- ·
- Seacrest Beach
- 0.10 mi to center
10.0Exceptional
(42 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $385/Night
7 Nights - US $2,697
Condo
- Panama City
- ·
- Sunnyside
- 1.24 mi to center
10.0Exceptional
(27 Reviews)
3 Bedrooms
3 Baths
8 Guests
1263 ft²
- Parking
- Pool
- Spa
- Ocean View
US $549/Night
7 Nights - US $3,845
Condo
- Panama City
- ·
- Rosemary Beach
- 0.26 mi to center
10.0Exceptional
(19 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
Kitchen
US $670/Night
7 Nights - US $4,692
Condo
- Panama City
- ·
- Rosemary Beach
- 0.27 mi to center
10.0Exceptional
(11 Reviews)
3 Bedrooms
3 Baths
6 Guests
1850 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $757/Night
7 Nights - US $5,302
House
- Panama City
- ·
- Rosemary Beach
- 0.66 mi to center
10.0Exceptional
(7 Reviews)
5 Bedrooms
4 Baths
14 Guests
3421 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,107/Night
7 Nights - US $7,751
Condo
- Panama City
- ·
- Sunnyside
- 1.34 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
983 ft²
- Parking
- Pool
- Spa
- Ocean View
US $394/Night
7 Nights - US $2,755
Condo
- Panama City
- ·
- Rosemary Beach
- 0.26 mi to center
10.0Exceptional
(6 Reviews)
3 Bedrooms
3 Baths
9 Guests
1502 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $727/Night
7 Nights - US $5,091
Pet-Friendly Villas in Watersound
Over 848+ Pet-Friendly Private Villas in or Near Watersound
Apartment
- Panama City
- ·
- Inlet Beach
- 0.28 mi to center
6.8Good
(5 Reviews)
4 Bedrooms
3 Baths
14 Guests
3019 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $245/Night
7 Nights - US $1,712
House
- Panama City
- ·
- West Panama City Beach
- 4.26 mi to center
10.0Exceptional
(4 Reviews)
4 Bedrooms
4 Baths
10 Guests
2098.96 ft²
- Oceanfront
Breakfast- Parking
- Pool
US $504/Night
7 Nights - US $3,530
Condo
- Panama City
- ·
- Seacrest
- 0.00 mi to center
9.6Exceptional
(7 Reviews)
3 Bedrooms
1 Bath
10 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,176/Night
7 Nights - US $8,232
Cottage
- Panama City
- ·
- Seacrest Beach
- 0.13 mi to center
10.0Exceptional
(239 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $399/Night
7 Nights - US $2,793
House
- Panama City
- ·
- West Panama City Beach
- 3.98 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
3 Baths
11 Guests
2249.66 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
US $804/Night
7 Nights - US $5,628
House
- Panama City
- ·
- Inlet Beach
- 0.60 mi to center
10.0Exceptional
(107 Reviews)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $458/Night
7 Nights - US $3,203
House
- Panama City
- ·
- Panama City Beach
- 17.89 mi to center
10.0Exceptional
(48 Reviews)
2 Bedrooms
2 Baths
6 Guests
1182 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $362/Night
7 Nights - US $2,531
Condo
- Fort Walton Beach - Destin
- ·
- Santa Rosa Beach
- 7.27 mi to center
10.0Exceptional
(35 Reviews)
2 Bedrooms
2 Baths
7 Guests
1182 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $338/Night
7 Nights - US $2,368
House
- Panama City
- ·
- Rosemary Beach
- 0.14 mi to center
10.0Exceptional
(24 Reviews)
2 Bedrooms
2 Baths
6 Guests
1195 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $780/Night
7 Nights - US $5,458
Large Private Villas in Watersound
Over 2849+ Large Villas in or Near Watersound for Groups and Families
House
- Panama City
- ·
- Sunnyside
- 1.03 mi to center
10.0Exceptional
(4 Reviews)
5 Bedrooms
6 Baths
14 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $979/Night
7 Nights - US $6,852
House
- Panama City
- ·
- Rosemary Beach
- 0.25 mi to center
3 Bedrooms
3 Baths
11 Guests
1506.95 ft²
- Oceanfront
- Hot Tub
- Pool
- Spa
US $932/Night
7 Nights - US $6,526
House
- Panama City
- ·
- Seacrest Beach
- 0.22 mi to center
9.2Exceptional
(19 Reviews)
4 Bedrooms
3 Baths
13 Guests
2390 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $573/Night
7 Nights - US $4,009
House
- Panama City
- ·
- West Panama City Beach
- 4.36 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
12 Guests
1765 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,065/Night
7 Nights - US $7,458
House
- Panama City
- ·
- Rosemary Beach
- 0.33 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
3 Baths
12 Guests
2002.09 ft²
Private Beach- Parking
- Pool
- Ocean View
US $1,123/Night
7 Nights - US $7,862
House
- Panama City
- ·
- West Panama City Beach
- 4.08 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
4 Baths
14 Guests
2671 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $303/Night
7 Nights - US $2,123
Condo
- Panama City
- ·
- Rosemary Beach
- 0.25 mi to center
9.8Exceptional
(24 Reviews)
3 Bedrooms
3 Baths
11 Guests
1502 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $575/Night
7 Nights - US $4,026
House
- Panama City
- ·
- West Panama City Beach
- 4.08 mi to center
9.8Exceptional
(8 Reviews)
5 Bedrooms
5 Baths
12 Guests
2671 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $505/Night
7 Nights - US $3,532
House
- Panama City
- ·
- West Panama City Beach
- 4.34 mi to center
9.6Exceptional
(13 Reviews)
4 Bedrooms
3 Baths
14 Guests
2305 ft²
- Pool
- Kitchen
- Air Conditioner
Internet
US $253/Night
7 Nights - US $1,770
Wheelchair Accessible Holiday Homes in Watersound
Over 1231+ Wheelchair Accessible Villas and Holiday Homes in or Near Watersound
Condo
- Panama City
- ·
- Sunnyside
- 1.19 mi to center
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
983 ft²
- Oceanfront
- Parking
- Pool
- Spa
US $281/Night
7 Nights - US $1,969
House
- Panama City
- ·
- Rosemary Beach
- 0.24 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
8 Guests
1194.79 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- View
US $913/Night
7 Nights - US $6,393
Condo
- Panama City
- ·
- Seacrest
- 0.06 mi to center
8.4Excellent
(9 Reviews)
1 Bedroom
1 Bath
4 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $385/Night
7 Nights - US $2,693
Condo
- Panama City
- ·
- Rosemary Beach
- 0.27 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
6 Guests
1315 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $700/Night
7 Nights - US $4,900
House
- Panama City
- ·
- Rosemary Beach
- 0.27 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
1313.2 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $661/Night
7 Nights - US $4,629
Condo
- Panama City
- ·
- Sunnyside
- 1.12 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
965 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $204/Night
7 Nights - US $1,429
Condo
- Panama City
- ·
- Sunnyside
- 1.11 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
6 Guests
887 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $345/Night
7 Nights - US $2,415
Condo
- Panama City
- ·
- Sunnyside
- 1.18 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
7 Guests
1026 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $486/Night
7 Nights - US $3,400
Condo
- Panama City
- ·
- Rosemary Beach
- 0.25 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
8 Guests
1190 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $475/Night
7 Nights - US $3,324
Watersound Villas, Airbnb and Holiday Homes Under $200
Over 126+ Watersound Private Villas, Airbnb and Holiday Homes Under $200
Condo
- Panama City
- ·
- Sunnyside
- 1.12 mi to center
3 Bedrooms
3 Baths
6 Guests
983 ft²
- Parking
- Pool
- Spa
- Ocean View
US $138/Night
7 Nights - US $967
New
House
- Panama City
- ·
- Sunnyside
- 1.14 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
731.95 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $195/Night
7 Nights - US $1,366
US $102/Night
7 Nights - US $711
Condo
- Panama City
- ·
- Inlet Beach
- 0.36 mi to center
9.6Exceptional
(19 Reviews)
1 Bedroom
1 Bath
6 Guests
700 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $169/Night
7 Nights - US $1,186
House
- Panama City
- ·
- Panama City Beach
- 17.82 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
6 Guests
18804.55 ft²
- Hot Tub
- Breakfast
- Parking
- Pool
US $152/Night
7 Nights - US $1,064
Condo
- Panama City
- ·
- Seacrest Beach
- 0.22 mi to center
9.4Exceptional
(13 Reviews)
1 Bedroom
1 Bath
5 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $187/Night
7 Nights - US $1,307
Condo
- Panama City
- ·
- Rosemary Beach
- 0.06 mi to center
9.0Exceptional
(14 Reviews)
2 Bedrooms
1 Bath
4 Guests
325 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $94/Night
7 Nights - US $659
Condo
- Panama City
- ·
- Sunnyside
- 1.12 mi to center
9.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
6 Guests
983 ft²
- Parking
- Pool
- Spa
- Ocean View
US $146/Night
7 Nights - US $1,025
Apartment
- Panama City
- ·
- Seacrest Beach
- 0.17 mi to center
8.8Fabulous
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
425 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $191/Night
7 Nights - US $1,337
Instantly Bookable Villa Rentals in Watersound
Over 4302+ Instantly Bookable Private Villas in or Near Watersound
Condo
- Panama City
- ·
- Sunnyside
- 1.13 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
2 Baths
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $565/Night
7 Nights - US $3,957
US $306/Night
7 Nights - US $2,144
Condo
- Panama City
- ·
- Sunnyside
- 1.11 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $432/Night
7 Nights - US $3,026
House
- Panama City
- ·
- Sunnyside
- 1.29 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
6 Guests
900 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $481/Night
7 Nights - US $3,364
Condo
- Panama City
- ·
- Sunnyside
- 1.21 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
735 ft²
- Oceanfront
- Parking
- Pool
- Spa
US $433/Night
7 Nights - US $3,031
Condo
- Panama City
- ·
- Sunnyside
- 1.11 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
1001 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $264/Night
7 Nights - US $1,851
Condo
- Panama City
- ·
- Rosemary Beach
- 0.26 mi to center
9.8Exceptional
(114 Reviews)
2 Bedrooms
2 Baths
6 Guests
1315 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $817/Night
7 Nights - US $5,718
Condo
- Panama City
- ·
- Rosemary Beach
- 0.57 mi to center
9.8Exceptional
(74 Reviews)
2 Bedrooms
2 Baths
6 Guests
1012 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $356/Night
7 Nights - US $2,489
Condo
- Panama City
- ·
- Rosemary Beach
- 0.25 mi to center
9.8Exceptional
(26 Reviews)
2 Bedrooms
2 Baths
8 Guests
1190 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $379/Night
7 Nights - US $2,655
Book a Last Minute Place to Stay in Watersound
About Watersound Vacation Rentals
Discover over 6115 amazing vacation rental options in Watersound 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 Watersound.
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 1683.28 ft², with prices averaging US $786 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 Watersound.
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Top Pickleball-Ready Accommodation Types in Watersound
| Type | Count |
|---|---|
| Vacation Homes | 4382 |
| Holiday Apartments | 216 |
| Cottages | 120 |
| Villas | 44 |
Use these Quick Filters to Find a Vacation Rental in Watersound
★ 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 Watersound with PickleTrip™.
Weather in Watersound, FL
View the weather forecast for Watersound before booking your Watersound Vacation Rentals to confirm your best time to go.
December - February
High 71°F Low 47°F
March - May
High 83°F Low 57°F
June - August
High 90°F Low 74°F
September - November
High 85°F Low 54°F
Top Attractions Around Watersound, FL
PickleTrip offers a large selection of top attractions around Watersound . Research things to do on your vacation before you visit Watersound.
Frequently Asked Questions About Watersound?
What are the top vacation rentals, resorts, and hotels in Watersound 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 Watersound. 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 Watersound!
- One Week Left in August! Beach front and 5-Star! Rosemary, Alys, Inlet Beach
- Stunning Gulf Front 3 Bed/3 Bath Corner Unit Next to Rosemary -Free Beach Set Up
- 30A HIGH POINTE GULF FRONT 600’ PRIVATE BEACH RENOVATED 2 BED 2 BATH. PICKLEBALL
- Luxury Renovated Beach & Lake Retreat ◇ Pinnacle Paradise Between the Shores
- BEACHFRONT PENTHOUSE CONDO Gorgeous GULF FRONT and lake views! Newly updated!
- Early Bookings 2027 April May 10% Discount 7 Nights
- RECENTLY UPDATED - Gulf/Beach Front 2BR/2BA High Pointe
- Private Beach · Chairs Included · 1 Block Rosemary
- "Casita in Paradise 30A" 2BR/3BA/Seacrest Beach Lagoon Pool
- 🌴 Oceanfront Pinnacle Port Escape | Sleeps 8 | Last Week of July Available!
How many pickleball-ready properties have private pools in Watersound?
Discover 1059 accommodations with private or nearby pickleball courts in Watersound. Some of the best destinations to stay and play pickleball are:
- Oceanfront condo with balcony, lagoon pool, hot tub, & pickleball
- ‘Emerald Dreams’ Beach & Lakefront West PCB Condo
- 30A Beach House - Seacrest Serenity
- Amazing Santa Rosa Beach condo with pool, hot tub & pickleball
Which vacation rentals, resorts, or hotels in Watersound is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Watersound? 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.
- Pinnacle Port C2-102, a 2-bedroom condo in Panama City Beach! Easy Access!
- Gorgeous condo with lagoon pool hot tub beach access & pickleball court
- 30A Beach House - Harlies House by PHG
How many PickleTrip vacation rentals or resorts are available in Watersound?
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 6115 properties listed in Watersound 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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