Welcome to Dock Holiday at Dockside Condominiums, right on Clearwater Beach!
Harbor views, flexible sleeping & Clearwater Beach just 5 minutes away! Dock Holiday makes family beach vacations easy.
✅ 1 KING + 2 QUEEN beds
✅ Heated waterfront pool & sundeck
✅ Beautiful harbor views
✅ 5-minute walk to the beach
✅ Full kitchen + washer/dryer
✅ Beach wagon, chairs, umbrella & cooler
✅ Pack 'n Play + highchair
✅ Free parking
Walk to Pier 60, restaurants, shops & more—no rental car needed!
YOUR WATERFRONT CLEARWATER BEACH GETAWAY
Relax with beautiful harbor views while staying just a 5-minute walk from the beach. Dock Holiday combines a spacious split-bedroom layout, flexible sleeping, thoughtful family-friendly extras, and everything you need for an easy Clearwater Beach vacation.
SLEEP & RELAX
• Private bedroom with KING bed
• Second bedroom with TWO QUEEN beds
• Split-bedroom layout for privacy
• Comfortable sleeper sofa
• Pack 'n Play with sheets
• TVs, ceiling fans & ample storage
• Charging stations
TWO FULL BATHROOMS
• One with spacious walk-in shower
• One with tub/shower combination
• Hair dryers & magnifying mirrors
• Starter toiletries provided
KITCHEN & DINING
• Fully equipped kitchen
• Full-size appliances
• Cookware, dishes & utensils
• Kid-friendly dishes + highchair
• Keurig & drip coffee makers
• Dining area for meals, takeout & games
RELAX & UNWIND
• Comfortable living room
• Sleeper sofa for additional sleeping space
• Roku streaming + Cable TV
• Free high-speed WiFi
• Beautiful harbor views
COMFORTS OF HOME
• Full-size washer & dryer
• Hotel-style safe with passcode
• Charging stations in both bedrooms
• Free on-site parking
• Two elevators in the building
• Professionally cleaned before every stay
BEACH DAYS MADE EASY
No need to haul bulky beach gear from home!
• Beach wagon
• Beach chairs
• Umbrella
• Cooler
• Beach towels
• Just a 5-minute walk to the sand
WATERFRONT AMENITIES
• Heated bayfront swimming pool
• Waterfront sundeck
• Dock for relaxing & fishing
• Gas grill + picnic area
• Peaceful harbor setting
• Watch for dolphins & manatees!
WALK EVERYWHERE
Clearwater Beach is wonderfully walkable. Stroll to the beach, Pier 60, restaurants, coffee shops, shopping, marina, mini golf, and entertainment. You may not need a rental car at all!
TRAVELING WITH A LARGER GROUP?
We also own Dock of the Bay, the condo right next door. Book both together as Dockside Duo—perfect for two families, extended families, or four couples who want to vacation together with plenty of room to spread out.
GOOD TO KNOW
• Non-smoking property
• No pets allowed
Guests have private access to the entire Dock Holiday condo, plus shared waterfront amenities to make your stay even more enjoyable:
HEATED BAYFRONT POOL & SUNDECK
Swim, lounge, and enjoy beautiful harbor views.
WATERFRONT DOCK
Relax, fish, watch the boats, or keep an eye out for dolphins and manatees.
GAS GRILL & PICNIC AREA
Perfect for an easy outdoor meal by the water.
PEACEFUL WATERFRONT GROUNDS
Unwind and enjoy the beautiful harbor setting.
TWO ELEVATORS
Convenient for luggage, groceries, and beach gear.
FREE ON-SITE PARKING
One parking permit is included automatically. Need a second? Just let us know in advance.
Your stay is personally managed by us—the owners—not a large property management company. We live right here on Clearwater Beach and are usually just a few minutes away, so you’ll communicate directly with us before and during your stay.
We’re available by text, phone, or email if you have a question or need assistance, while giving you complete privacy to enjoy your vacation.
If we’re traveling, our trusted local property manager is nearby and available to help.
Our goal is personal, responsive service from owners who know the condos and Clearwater Beach firsthand.
Dock Holiday is located in the heart of Clearwater Beach, offering the best of both worlds—a peaceful waterfront setting and an incredibly walkable location.
Clearwater Beach’s sugar-white sand is just a 5-minute walk away, and you can easily stroll to Pier 60, restaurants, coffee shops, shopping, the marina, mini golf, and entertainment.
Enjoy the quieter harbor side of Clearwater Beach while still being close to everything. Park the car—or skip the rental car altogether—and enjoy your vacation on foot.
Clearwater Beach is wonderfully walkable! The beach, Pier 60, restaurants, coffee shops, shopping, the marina, mini golf, and entertainment are all within easy walking distance.
Many guests simply arrive by rideshare or shuttle and enjoy their vacation on foot. Bikes and golf carts are also popular ways to explore the island.
Bringing a car? Free on-site parking is included.
BRINGING A CAR? PARKING IS FREE
One on-site parking permit is included automatically. Traveling with a second vehicle? Let us know in advance—we can provide a second permit at no additional charge.
OR SKIP THE RENTAL CAR ALTOGETHER
Clearwater Beach is wonderfully walkable! The beach, Pier 60, restaurants, coffee shops, shopping, marina, mini golf, and entertainment are all within easy walking distance. Many guests simply arrive by rideshare or shuttle and enjoy their vacation on foot.
TRAVELING WITH A LARGER GROUP?
We also own Dock of the Bay, the condo right next door. Book both side-by-side condos together as Dockside Duo—perfect for two families, extended families, or four couples who want to vacation together while still having plenty of space and privacy.
WHAT GUESTS LOVE ABOUT DOCK HOLIDAY
• “Exactly as pictured”
• “Exceeded expectations”
• “Perfect location”
• “Extremely clean”
• “Felt like home”
• “Best Airbnb we’ve stayed in”
• “Can’t wait to come back!”
Our goal is simple: a spotless, thoughtfully equipped home where you can settle in, relax, and enjoy Clearwater Beach from the moment you arrive.