Cape Cay pickleball Stays, Resort Rentals, & Homes
Condo
- Port Richey
- ·
- Hudson
- 4.55 mi to center
10.0Exceptional
(31 Reviews)
1 Bedroom
1 Bath
4 Guests
Parking
Pool
Ocean View
Balcony/Terrace
US $124/Night
7 Nights - US $869
House
- Port Richey
- ·
- Hudson
- 4.52 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
947.22 ft²
- Parking
- Pool
Internet
Child Friendly
US $113/Night
7 Nights - US $791
Hotel
- Port Richey
- ·
- Hudson Beach Estates
- 0.25 mi to center
9.0Exceptional
(698 Reviews)
1 Bath
- Parking
- Balcony/Terrace
Kitchen
Air Conditioner
US $156/Night
7 Nights - US $1,090
Condo
- Port Richey
- ·
- Hudson
- 4.78 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $153/Night
7 Nights - US $1,073
House
- Port Richey
- ·
- Hudson
- 4.60 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
731.95 ft²
Oceanfront- Parking
- Pool
Spa
US $231/Night
7 Nights - US $1,617
Condo
- Port Richey
- ·
- Hudson
- 4.79 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $134/Night
7 Nights - US $940
Condo
- Port Richey
- ·
- Hudson
- 4.50 mi to center
9.8Exceptional
(77 Reviews)
2 Bedrooms
2 Baths
6 Guests
1236 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $220/Night
7 Nights - US $1,537
Condo
- Port Richey
- ·
- Hudson
- 4.47 mi to center
9.8Exceptional
(46 Reviews)
2 Bedrooms
2 Baths
4 Guests
1400 ft²
Private Pool- Parking
- Pool
- Ocean View
US $211/Night
7 Nights - US $1,480
Condo
- Port Richey
- ·
- Hudson
- 4.53 mi to center
9.8Exceptional
(24 Reviews)
1 Bedroom
1 Bath
4 Guests
733 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $124/Night
7 Nights - US $871
Luxury Places to Stay in Cape Cay
Over 463+ Luxury Places to Stay in or Near Cape Cay
New
Condo
- Port Richey
- ·
- Hudson
- 4.52 mi to center
9.8Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
995 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $239/Night
7 Nights - US $1,676
Condo
- Port Richey
- ·
- Hudson
- 4.81 mi to center
2 Bedrooms
2 Baths
4 Guests
933 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $212/Night
7 Nights - US $1,485
Condo
- Port Richey
- ·
- Hudson
- 4.92 mi to center
9.2Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
993 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $210/Night
7 Nights - US $1,472
New
Condo
- Port Richey
- ·
- Hudson
- 4.63 mi to center
2 Bedrooms
2 Baths
4 Guests
950 ft²
- Pool
- Kitchen
- Air Conditioner
- Internet
US $208/Night
7 Nights - US $1,456
Condo
- Port Richey
- ·
- Hudson
- 4.63 mi to center
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $193/Night
7 Nights - US $1,352
House
- Port Richey
- ·
- The Estates
- 0.37 mi to center
9.2Exceptional
(32 Reviews)
3 Bedrooms
2 Baths
6 Guests
2100 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $190/Night
7 Nights - US $1,332
Condo
- Port Richey
- ·
- Hudson
- 4.63 mi to center
2 Bedrooms
2 Baths
4 Guests
903 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $186/Night
7 Nights - US $1,304
Condo
- Port Richey
- ·
- Hudson
- 4.63 mi to center
2 Bedrooms
1 Bath
4 Guests
733 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $185/Night
7 Nights - US $1,296
Condo
- Port Richey
- ·
- Hudson
- 4.64 mi to center
8.0Excellent
(1 Review)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $184/Night
7 Nights - US $1,285
Top-Rated Villas with a Pool in Cape Cay
Over 154+ Top-Rated Private Villas with a Pool in or Near Cape Cay
Condo
- Port Richey
- ·
- Hudson
- 4.60 mi to center
9.8Exceptional
(8 Reviews)
1 Bedroom
1 Bath
4 Guests
735 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $140/Night
7 Nights - US $983
Condo
- Port Richey
- ·
- Hudson
- 4.55 mi to center
9.6Exceptional
(58 Reviews)
1 Bedroom
1 Bath
4 Guests
950 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $113/Night
7 Nights - US $788
Condo
- Port Richey
- ·
- Hudson
- 4.75 mi to center
9.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
950 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $141/Night
7 Nights - US $989
Condo
- Port Richey
- ·
- Hudson
- 4.55 mi to center
8.6Fabulous
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $176/Night
7 Nights - US $1,229
Condo
- Port Richey
- ·
- Beacon Woods Village
- 0.46 mi to center
2 Bedrooms
2 Baths
4 Guests
Hot Tub- Parking
- Pool
- Ocean View
US $176/Night
7 Nights - US $1,235
Condo
- Port Richey
- ·
- Hudson
- 4.91 mi to center
1 Bedroom
1 Bath
2 Guests
750 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $163/Night
7 Nights - US $1,138
New
Condo
- Port Richey
- ·
- Hudson
- 4.58 mi to center
2 Bedrooms
2 Baths
6 Guests
950 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $153/Night
7 Nights - US $1,073
Condo
- Port Richey
- ·
- Hudson
- 4.80 mi to center
1 Bedroom
1 Bath
3 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $113/Night
7 Nights - US $793
Condo
- Port Richey
- ·
- Sea Ranch
- 0.04 mi to center
10.0Exceptional
(30 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $152/Night
7 Nights - US $1,064
Pet-Friendly Villas in Cape Cay
Over 170+ Pet-Friendly Private Villas in or Near Cape Cay
House
- Florida
- ·
- Port Richey
- 4.23 mi to center
10.0Exceptional
(35 Reviews)
2 Bedrooms
2 Baths
5 Guests
1200 ft²
- Parking
- Ocean View
- Balcony/Terrace
View
US $330/Night
7 Nights - US $2,309
House
- Port Richey
- ·
- Pleasure Isles
- 0.13 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
11 Guests
990.28 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $149/Night
7 Nights - US $1,040
House
- Port Richey
- ·
- Pleasure Isles
- 0.15 mi to center
10.0Exceptional
(33 Reviews)
2 Bedrooms
1 Bath
4 Guests
1054 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $211/Night
7 Nights - US $1,475
House
- Port Richey
- ·
- Hudson Beach Estates
- 0.28 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
8 Guests
1237.85 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $283/Night
7 Nights - US $1,981
House
- Port Richey
- ·
- Hudson Beach Estates
- 0.15 mi to center
10.0Exceptional
(21 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $232/Night
7 Nights - US $1,625
House
- Port Richey
- ·
- Hudson
- 3.30 mi to center
10.0Exceptional
(13 Reviews)
2 Bedrooms
2 Baths
6 Guests
1500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $278/Night
7 Nights - US $1,944
House
- Port Richey
- ·
- Signal Cove
- 0.35 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
1206 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $396/Night
7 Nights - US $2,775
House
- Port Richey
- ·
- Sea Ranch
- 0.12 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
18837 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $299/Night
7 Nights - US $2,091
New
House
- Port Richey
- ·
- Cape Cay
- 0.12 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
US $301/Night
7 Nights - US $2,105
Large Private Villas in Cape Cay
Over 40+ Large Villas in or Near Cape Cay for Groups and Families
Villa
- Florida
- ·
- Port Richey
- 4.26 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $141/Night
7 Nights - US $984
House
- Port Richey
- ·
- Hudson
- 3.14 mi to center
8.8Fabulous
(24 Reviews)
4 Bedrooms
2 Baths
10 Guests
2002.09 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $202/Night
7 Nights - US $1,412
Villa
- Florida
- ·
- Port Richey
- 4.26 mi to center
8.0Excellent
(3 Reviews)
1 Bedroom
2 Baths
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $140/Night
7 Nights - US $978
House
- Port Richey
- ·
- Viva Villas
- 0.07 mi to center
4 Bedrooms
2 Baths
13 Guests
1797.57 ft²
- Parking
- Pool
- Child Friendly
Sports/Activities
US $289/Night
7 Nights - US $2,020
New
House
- Port Richey
- ·
- Gulf Coast Acres
- 1.37 mi to center
2 Bedrooms
2 Baths
11 Guests
- Air Conditioner
- Child Friendly
Bedding/Linens
Security/Safety
US $338/Night
7 Nights - US $2,364
New
House
- Port Richey
- ·
- Driftwood Isles
- 0.07 mi to center
10.0Exceptional
(26 Reviews)
3 Bedrooms
2 Baths
10 Guests
1600 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $285/Night
7 Nights - US $1,992
House
- Port Richey
- ·
- Hudson
- 2.98 mi to center
10.0Exceptional
(16 Reviews)
4 Bedrooms
2 Baths
11 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $258/Night
7 Nights - US $1,808
House
- Port Richey
- ·
- Sea Ranch On The Gulf
- 0.50 mi to center
10.0Exceptional
(7 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $398/Night
7 Nights - US $2,787
House
- Port Richey
- ·
- Viva Villas
- 0.07 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
13 Guests
1800 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $558/Night
7 Nights - US $3,906
Wheelchair Accessible Holiday Homes in Cape Cay
Over 66+ Wheelchair Accessible Villas and Holiday Homes in or Near Cape Cay
Condo
- Port Richey
- ·
- Hudson Beach Estates
- 0.39 mi to center
10.0Exceptional
(23 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $179/Night
7 Nights - US $1,254
House
- Port Richey
- ·
- Beacon Woods East
- 0.52 mi to center
9.6Exceptional
(5 Reviews)
4 Bedrooms
3 Baths
8 Guests
1980.56 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $309/Night
7 Nights - US $2,165
Hotel
- Florida
- ·
- Port Richey
- 4.04 mi to center
7.0Very Good
(284 Reviews)
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
US $86/Night
7 Nights - US $603
New
Condo
- Port Richey
- ·
- Hudson
- 4.62 mi to center
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
4 Guests
1010 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $247/Night
7 Nights - US $1,732
House
- Port Richey
- ·
- Bayonet Point
- 1.19 mi to center
7.0Very Good
(1 Review)
1 Bedroom
1 Bath
2 Guests
4843.76 ft²
- Parking
- Ocean View
- View
- Air Conditioner
US $83/Night
7 Nights - US $581
Condo
- Port Richey
- ·
- Hudson
- 4.52 mi to center
10.0Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
6 Guests
950 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $135/Night
7 Nights - US $944
Condo
- Port Richey
- ·
- Sea Ranch
- 0.44 mi to center
10.0Exceptional
(9 Reviews)
2 Bedrooms
2 Baths
6 Guests
1240 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $188/Night
7 Nights - US $1,315
Condo
- Port Richey
- ·
- Hudson
- 4.72 mi to center
10.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $121/Night
7 Nights - US $848
Apartment
- Port Richey
- ·
- Sea Ranch
- 0.44 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $194/Night
7 Nights - US $1,355
Cape Cay Villas, Airbnb and Holiday Homes Under $200
Over 237+ Cape Cay Private Villas, Airbnb and Holiday Homes Under $200
Cottage
- Port Richey
- ·
- Hudson
- 3.95 mi to center
10.0Exceptional
(16 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $131/Night
7 Nights - US $918
House
- Port Richey
- ·
- Sea Ranch
- 0.07 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
96.88 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $172/Night
7 Nights - US $1,204
House
- Port Richey
- ·
- Hudson Beach Estates
- 0.22 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $188/Night
7 Nights - US $1,313
House
- Port Richey
- ·
- Hudson
- 4.52 mi to center
9.7Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
990.28 ft²
- Parking
- Pool
- Spa
- Internet
US $187/Night
7 Nights - US $1,309
Condo
- Port Richey
- ·
- Hudson
- 4.52 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
950 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $189/Night
7 Nights - US $1,321
Condo
- Port Richey
- ·
- Hudson
- 4.52 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $165/Night
7 Nights - US $1,156
Condo
- Port Richey
- ·
- Sea Ranch
- 0.14 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $159/Night
7 Nights - US $1,112
House
- Port Richey
- ·
- Hudson Beach Estates
- 0.21 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $82/Night
7 Nights - US $574
Apartment
- Port Richey
- ·
- Hudson
- 4.55 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $196/Night
7 Nights - US $1,372
Instantly Bookable Villa Rentals in Cape Cay
Over 243+ Instantly Bookable Private Villas in or Near Cape Cay
House
- Port Richey
- ·
- Sea Ranch
- 0.18 mi to center
10.0Exceptional
(11 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $207/Night
7 Nights - US $1,449
House
- Port Richey
- ·
- Hudson Beach Estates
- 0.16 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
6 Guests
900 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $245/Night
7 Nights - US $1,715
New
Condo
- Port Richey
- ·
- Hudson
- 4.58 mi to center
10.0Exceptional
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
950 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $294/Night
7 Nights - US $2,055
Apartment
- Florida
- ·
- Port Richey
- 4.24 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $291/Night
7 Nights - US $2,040
Condo
- Port Richey
- ·
- Hudson Beach Estates
- 0.43 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $230/Night
7 Nights - US $1,611
House
- Port Richey
- ·
- Signal Cove
- 0.04 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $180/Night
7 Nights - US $1,257
New
House
- Port Richey
- ·
- Hudson
- 2.92 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $176/Night
7 Nights - US $1,230
Condo
- Port Richey
- ·
- Hudson
- 4.71 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $99/Night
7 Nights - US $696
House
- Port Richey
- ·
- Hudson Beach Estates
- 0.26 mi to center
9.8Exceptional
(98 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $198/Night
7 Nights - US $1,388
Book a Last Minute Place to Stay in Cape Cay
About Cape Cay Vacation Rentals
Discover over 472 amazing vacation rental options in Cape Cay 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 Cape Cay.
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 787.94 ft², with prices averaging US $220 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 Cape Cay.
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Top Pickleball-Ready Accommodation Types in Cape Cay
| Type | Count |
|---|---|
| Vacation Homes | 342 |
| Holiday Apartments | 21 |
| Cottages | 8 |
| Villas | 6 |
Use these Quick Filters to Find a Vacation Rental in Cape Cay
★ 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 Cape Cay with PickleTrip™.
Weather in Cape Cay, FL
View the weather forecast for Cape Cay before booking your Cape Cay 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 Cape Cay?
What are the top vacation rentals, resorts, and hotels in Cape Cay 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 Cape Cay. 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 Cape Cay!
- Sept-Jan Discounts Beautiful Modern Gulf-Front Condo Sleeps 4+ Hudson, FL.
- Endless Sunsets On Gulf Island
- Gulf coast condo with AC in Hudson. 1 bedroom, 1 bathroom, updated kitchen.
- LUXURY WEST FACING CONDO - STUNNING VIEWS AND BOAT DOCK!
- SALE RATES! BOOK NOW! 2 BALCONIES! GULF VIEWS! LUXURY 2 BED/2 BATH CONDO!
- Serene 1 Bed/1 Bath Condo on Gulf Coast with Resort-Style Amenities
- Private Beach Access & Gulf Views: Hudson Condo!
- Gulf-View Condo w/Heated Pool in Hudson!
- Gulf view condo with resort amenities Gulf Island Beach and Tennis Club
- Luxurious Home with Pool in The Estates
How many pickleball-ready properties have private pools in Cape Cay?
Discover 43 accommodations with private or nearby pickleball courts in Cape Cay. Some of the best destinations to stay and play pickleball are:
- Private retreat with pool, the Salty Seahorse!
- Beautiful & Meticulously Clean ~ Waterfront Bungalow ~ Pool!
- On the Water! *Pool & Golf Cart
- Remarkable Hudson Condo w/Coastal Views!
Which vacation rentals, resorts, or hotels in Cape Cay is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Cape Cay? 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.
- Water Enthusiasts Heaven
- Gulf-View Balcony & Pool Access: Hudson Retreat
- Sunset Shores, 2/2 pool canal home with Gulf access in nice quiet neighborhood
How many PickleTrip vacation rentals or resorts are available in Cape Cay?
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 472 properties listed in Cape Cay 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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