Cape Cay pickleball Stays, Resort Rentals, & Homes
- Port Richey
- ·
- Hudson
- 4.47 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Port Richey
- ·
- Viva Villas
- 0.07 mi to center
- Pool
- Balcony/Terrace
- Pet Friendly
- Parking
- Port Richey
- ·
- Hudson Beach Estates
- 0.25 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Port Richey
- ·
- Hudson
- 4.52 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Hudson
- 4.52 mi to center
- Fireplace/Heating
- Pool
- Parking
- Internet
- Port Richey
- ·
- Hudson
- 4.63 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Hudson
- 4.55 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Hudson
- 4.83 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Port Richey
- ·
- Hudson
- 4.78 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
Luxury Places to Stay in Cape Cay
- Port Richey
- ·
- Hudson
- 4.63 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Hudson
- 4.52 mi to center
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Port Richey
- ·
- Hudson
- 4.50 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Port Richey
- ·
- Hudson
- 4.47 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
- Port Richey
- ·
- Hudson
- 4.63 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Hudson
- 4.42 mi to center
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Beacon Woods Village
- 0.46 mi to center
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
- Port Richey
- ·
- The Estates
- 0.37 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
- Port Richey
- ·
- Hudson
- 4.61 mi to center
- Spa
- Fireplace/Heating
- Pool
- Ocean View
Top-Rated Villas with a Pool in Cape Cay
- Port Richey
- ·
- Hudson
- 4.53 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Hudson
- 4.60 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Port Richey
- ·
- Hudson
- 4.55 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Port Richey
- ·
- Hudson
- 4.92 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
- Port Richey
- ·
- Hudson
- 4.75 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
- Port Richey
- ·
- Hudson
- 4.55 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Port Richey
- ·
- Hudson
- 4.63 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Hudson
- 4.79 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
- Port Richey
- ·
- Hudson
- 4.80 mi to center
- Fireplace/Heating
- Pool
- Kitchen
- Parking
Pet-Friendly Villas in Cape Cay
- Florida
- ·
- Port Richey
- 4.23 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Port Richey
- ·
- Pleasure Isles
- 0.13 mi to center
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
- Port Richey
- ·
- Pleasure Isles
- 0.15 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Port Richey
- ·
- Hudson
- 4.52 mi to center
- Private Beach
- Oceanfront
- Pool
- Ocean View
- Port Richey
- ·
- Hudson Beach Estates
- 0.15 mi to center
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Hudson
- 3.30 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Port Richey
- ·
- Sea Ranch
- 0.09 mi to center
- Fireplace/Heating
- Ocean View
- View
- Pet Friendly
- Port Richey
- ·
- Hudson Beach Estates
- 0.39 mi to center
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Port Richey
- ·
- Signal Cove
- 0.35 mi to center
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
Large Private Villas in Cape Cay
- Florida
- ·
- Port Richey
- 4.26 mi to center
- Kitchen
- Parking
- Air Conditioner
- Internet
- Port Richey
- ·
- Hudson
- 3.14 mi to center
- Balcony/Terrace
- Parking
- Air Conditioner
- Internet
- Florida
- ·
- Port Richey
- 4.25 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Port Richey
- ·
- Viva Villas
- 0.07 mi to center
- Fireplace/Heating
- Pool
- Pet Friendly
- Parking
- Florida
- ·
- Port Richey
- 4.26 mi to center
- Kitchen
- Parking
- Air Conditioner
- Internet
- Port Richey
- ·
- Driftwood Isles
- 0.07 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
- Port Richey
- ·
- Hudson
- 2.98 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Port Richey
- ·
- Sea Ranch On The Gulf
- 0.50 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Port Richey
- ·
- Hudson
- 3.20 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
Wheelchair Accessible Holiday Homes in Cape Cay
- Port Richey
- ·
- Hudson
- 4.61 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
- Port Richey
- ·
- Bayonet Point
- 1.19 mi to center
- Ocean View
- View
- Parking
- Air Conditioner
- Florida
- ·
- Port Richey
- 4.04 mi to center
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
- Port Richey
- ·
- Sea Ranch
- 0.07 mi to center
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
- Port Richey
- ·
- Sea Ranch
- 0.05 mi to center
- Ocean View
- View
- Parking
- Internet
- Port Richey
- ·
- Hudson
- 4.52 mi to center
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Hudson Beach Estates
- 0.39 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
- Port Richey
- ·
- Hudson
- 4.62 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Port Richey
- ·
- Hudson
- 4.52 mi to center
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
Cape Cay Villas, Airbnb and Holiday Homes Under $200
- Port Richey
- ·
- Hudson
- 3.33 mi to center
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- Port Richey
- ·
- Sea Ranch
- 0.07 mi to center
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
- Port Richey
- ·
- Gulf Highlands
- 0.41 mi to center
- Fireplace/Heating
- Pool
- Kitchen
- Parking
- Port Richey
- ·
- Signal Cove
- 0.13 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Port Richey
- ·
- Hudson
- 4.52 mi to center
- Spa
- Pool
- Parking
- Internet
- Port Richey
- ·
- Sea Ranch On The Gulf
- 0.38 mi to center
- Child Friendly
- Port Richey
- ·
- Hudson
- 3.95 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Port Richey
- ·
- Sea Ranch
- 0.44 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
- Port Richey
- ·
- Sea Ranch
- 0.18 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
Instantly Bookable Villa Rentals in Cape Cay
- Port Richey
- ·
- Hudson Beach Estates
- 0.16 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Florida
- ·
- Port Richey
- 4.25 mi to center
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
- Florida
- ·
- Port Richey
- 4.29 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Port Richey
- ·
- Hudson
- 4.52 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
- Port Richey
- ·
- Sea Ranch
- 0.12 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
- Port Richey
- ·
- Hudson Beach Estates
- 0.43 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
- Port Richey
- ·
- Hudson
- 4.52 mi to center
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
- Port Richey
- ·
- Hudson
- 4.58 mi to center
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
- Port Richey
- ·
- Hudson Beach Estates
- 0.16 mi to center
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
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 767.14 ft², with prices averaging US $199 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.
Top Pickleball-Ready Accommodation Types in Cape Cay
| Type | Count |
|---|---|
| Vacation Homes | 338 |
| Holiday Apartments | 20 |
| Cottages | 9 |
| 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.
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!
- Waterfront Oasis on the Gulf
- Best Views ON the Gulf! Top floor!
- Beautifully Peaceful Island Getaway
- Beautifully decorated modern GULF FRONT CONDO Sleeps 4 Hudson, FL.open May 1st
- Paradise Island
- Endless Sunsets On Gulf Island
- Gulf-front condo with breathtaking water views.
- 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
How many pickleball-ready properties have private pools in Cape Cay?
Discover 40 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.
- Sunset Shores, 2/2 pool canal home with Gulf access in nice quiet neighborhood
- Cozy Condo w/Gulf View, Bird Watching + Telescope
- Beautifully updated condo directly on the Gulf of Mexico with breathtaking views
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.







































































