Entire condo

Family Beach Escape • King + 2 Queens • Waterfront • Heated Pool • Walk to Beach

Photo gallery for Family Beach Escape • King + 2 Queens • Waterfront • Heated Pool • Walk to Beach

A balcony with a view of the water, palm trees, and a building in the background. - Family Beach Escape • King + 2 Queens • Waterfront • Heated Pool • Walk to Beach (Clearwater)
A spacious dining area with a wooden table and chairs, a kitchen with white cabinets, and a balcony with a view of palm trees. - Family Beach Escape • King + 2 Queens • Waterfront • Heated Pool • Walk to Beach (Clearwater)
A modern living room with a gray sofa, a coffee table, and a dining area with green chairs. - Family Beach Escape • King + 2 Queens • Waterfront • Heated Pool • Walk to Beach (Clearwater)
A wooden pier leading to a marina with boats and buildings in the background. - Family Beach Escape • King + 2 Queens • Waterfront • Heated Pool • Walk to Beach (Clearwater)
A waterfront hotel with a wooden dock leading to the building, surrounded by palm trees and water. - Family Beach Escape • King + 2 Queens • Waterfront • Heated Pool • Walk to Beach (Clearwater)
Close to Pier 60 Park and Sand Key Park, Family Beach Escape • King + 2 Queens • Waterfront • Heated Pool • Walk to Beach provides amenities such as laundry facilities. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Add dates for prices

About this property

Family Beach Escape • King + 2 Queens • Waterfront • Heated Pool • Walk to Beach

  • DOCK HOLIDAY AT DOCKSIDE CONDOMINIUMS -- YOUR WATERFRONT CLEARWATER BEACH GETAWAY

    Beautiful harbor views, flexible sleeping, a heated waterfront pool, and Clearwater Beach just a 5-minute walk away—Dock Holiday makes beach vacations easy.

    With 1 KING bedroom + a second bedroom with TWO QUEEN beds, Dock Holiday is especially well suited for families, couples, and friends traveling together. Enjoy the privacy of a split-bedroom layout along with the comforts and thoughtful extras that help you settle in from the moment you arrive.

    • 1 KING bedroom + 1 bedroom with TWO QUEEN beds
    • 2 full bathrooms
    • Sleeper sofa for additional sleeping space
    • Beautiful harbor views
    • Heated waterfront pool & sundeck
    • Fully equipped kitchen
    • Beach wagon, chairs, umbrella, cooler & towels
    • Full-size washer & dryer
    • Free high-speed WiFi
    • Free on-site parking
    • 5-minute walk to Clearwater Beach
    • Walk to Pier 60, restaurants, shops & entertainment

    SLEEP & RELAX

    Dock Holiday's split-bedroom layout places the bedrooms on opposite sides of the condo, giving families, couples, and friends added privacy.

    KING Bedroom
    • KING bed
    • TV
    • Ceiling fan
    • Charging stations
    • Large closet & dresser

    TWO QUEEN Bedroom
    • TWO QUEEN beds—no bunk beds!
    • TV
    • Ceiling fan
    • Charging stations
    • Large closet & dresser

    Additional Sleeping
    • Comfortable sleeper sofa in the living room
    • Pack 'n Play with fitted sheets

    The flexible sleeping arrangement makes Dock Holiday especially comfortable for families and groups without relying on bunk beds.

    TWO FULL BATHROOMS

    Two full bathrooms make mornings, beach days, and getting ready for an evening out much easier.

    • One bathroom with spacious walk-in shower
    • One bathroom with tub/shower combination
    • Vanities with counter space
    • Hair dryers
    • Magnifying mirrors
    • Starter toiletries provided

    The bathtub is especially convenient for families traveling with young children.

    FULLY EQUIPPED KITCHEN & DINING

    Our kitchen is stocked like a home—not just a vacation rental.

    • Full-size refrigerator
    • Stove & oven
    • Microwave
    • Dishwasher
    • Keurig & traditional drip coffee makers
    • Cookware & bakeware
    • Dishes, glassware & utensils
    • Kid-friendly dishes & highchair
    • Comfortable dining area for meals, takeout & games

    Whether you're making breakfast before the beach, cooking dinner at home, or bringing back takeout from one of the many nearby restaurants, you'll have what you need.

    RELAX WITH A HARBOR VIEW

    Enjoy the comfortable living room after a day at the beach or pool. Large windows bring in plenty of Florida sunshine and beautiful harbor views.

    • Comfortable living room
    • Sleeper sofa
    • Roku streaming + Cable TV
    • Free high-speed WiFi
    • Games for relaxing evenings or rainy days

    Start the morning with coffee overlooking the harbor, watch the boats pass by, and keep an eye out for dolphins and manatees.

    BEACH DAYS MADE EASY

    Leave the bulky beach equipment at home. We provide the essentials for the short walk to the sand:

    • Beach wagon
    • Beach chairs
    • Umbrella
    • Cooler
    • Beach towels

    Load up the wagon and you'll be at Clearwater Beach in about five minutes!

    WATERFRONT AMENITIES

    When you're ready for a break from the beach, enjoy Dockside's shared waterfront amenities:

    • Heated bayfront swimming pool
    • Waterfront sundeck & lounge chairs
    • Dock for relaxing & fishing
    • Gas grill
    • Waterfront picnic area
    • Peaceful harbor setting

    Swim, lounge by the pool, enjoy an outdoor meal by the water, or simply watch the boats go by. Wildlife sightings are never guaranteed, but guests often enjoy spotting dolphins, manatees, pelicans, and other wildlife around the harbor.

    FAMILY-FRIENDLY EXTRAS

    Traveling with little ones? We've tried to make packing easier.

    • Pack 'n Play with fitted sheets
    • Highchair
    • Kid-friendly dishes & utensils
    • Tub/shower bathroom
    • Full-size washer & dryer
    • Beach wagon & gear
    • Two Queen beds—no bunk beds

    COMFORTS OF HOME

    It's often the little conveniences that make a vacation easier.

    • Full-size washer & dryer inside the condo
    • Charging stations in both bedrooms
    • Hotel-style safe with personal passcode
    • Free high-speed WiFi
    • Roku streaming + Cable TV
    • Free on-site parking
    • Two elevators
    • Professionally cleaned before every stay

    SKIP THE RENTAL CAR & WALK EVERYWHERE

    One of the best things about Dock Holiday is the location. Clearwater Beach is wonderfully walkable, so you may not need a rental car at all.

    Walk to:

    • Clearwater Beach — about 5 minutes
    • Pier 60
    • Restaurants & coffee shops
    • Ice cream shops
    • Shopping
    • Marina & boating activities
    • Mini golf
    • Fishing
    • Entertainment & nightlife

    Flying in? Take a rideshare or shuttle to Dock Holiday, unpack, and enjoy your vacation on foot. Bike and golf cart rentals are also available nearby.

    BRINGING A CAR? PARKING IS FREE

    Free on-site parking is included.

    • One parking permit is provided automatically
    • Need a second space? Let us know in advance
    • A second permit can be provided at no additional charge

    Park the car and forget about it until it's time to head home!

    TRAVELING WITH FRIENDS OR EXTENDED FAMILY?

    We also own Dock of the Bay, the condo right next door.

    Book both side-by-side condos together as Dockside Duo—an especially flexible option for two families, extended families, or four couples who want to vacation together while still having plenty of their own space and privacy.

    Together, the two condos provide 4 bedrooms, 4 full bathrooms, 3 KING beds, 2 QUEEN beds, 2 kitchens, 2 living rooms, 2 dining areas, and 2 full-size washers and dryers.

    PERSONALLY MANAGED BY THE OWNERS

    Dock Holiday is personally managed by us, the owners—not a large property management company.

    We live right here on Clearwater Beach and are usually only a few minutes away. If you have a question or need assistance, you'll communicate directly with us by text, phone, or email.

    When we're traveling, our trusted local property manager is nearby and available to help.

    Our goal is personal, responsive service when you need it—and privacy when you don't.

    WHAT OUR GUESTS LOVE

    Our reviews consistently mention the things we work hardest to provide:

    • Exactly as pictured
    • Exceeded expectations
    • Perfect location
    • Extremely clean
    • Felt like home
    • Best vacation rental we've stayed in
    • Can't wait to come back!

    GOOD TO KNOW

    • Non-smoking property
    • No pets allowed
    • Pool, sundeck, dock, grill & picnic area are shared building amenities
    • Two elevators provide convenient access to the condo

    Beautiful harbor views. 1 KING + 2 QUEEN beds. A heated waterfront pool. Clearwater Beach just a short walk away. And thoughtful details designed to make vacation easy.

    Clearwater Beach is famous for its soft white sand, sparkling Gulf waters and spectacular sunsets. Stroll the Beach Walk Promenade, walk to Pier 60, enjoy waterfront restaurants and live music, browse local shops, or head out for boating, fishing and water sports. With the beach, marina, dining and entertainment all close by, you can park the car and enjoy the best of Clearwater Beach on foot.

    DISTANCES TO NEARBY ATTRACTIONS

    – Clearwater Beach: 0.2 mile (5-minute walk)
    – Beach Walk Promenade: 0.3 mile (6-minute walk)
    – Clearwater Beach Marina & boat tours: 0.5 mile (10-minute walk)
    – Pier 60 & nightly sunset celebration: 0.6 mile (12-minute walk)
    – McKay Park Pickleball Courts: 1.3 miles (about a 25-minute walk or 6-minute drive)

    Drive times can vary depending on traffic:
    – Clearwater Marine Aquarium: 1.7 miles (5-minute drive)
    – Sand Key Park: 1.3 miles (5-minute drive)
    – Downtown Clearwater & Coachman Park: 2.5 miles (7-minute drive)
    – Downtown Dunedin: 6 miles (15-minute drive)
    – Florida Botanical Gardens: 9 miles (18-minute drive)
    – Honeymoon Island State Park: 12 miles (25-minute drive)
    – John’s Pass Village & Boardwalk: 16 miles (30-minute drive)
    – St. Pete–Clearwater Airport (PIE): 16.5 miles (35-minute drive)
    – Tarpon Springs Sponge Docks: 18 miles (35-minute drive)
    – Tampa International Airport (TPA): 20.8 miles (38-minute drive)
    – Downtown St. Petersburg: 23 miles (35–40-minute drive)
    – Busch Gardens Tampa Bay: 31 miles (45–50-minute drive)

Similar properties

About the area

Located in Clearwater Beach, this condo is on the waterfront. The area's natural beauty can be seen at St. Petersburg - Clearwater Beaches and Pier 60 Park. Consider The BayCare Sound for a night out or Captain Blighs Landing if you're travelling with kids. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and cycling. Visit our Clearwater Beach travel guide
View more Condo rentals in St. Petersburg - Clearwater
Map
Clearwater, FL

What's nearby

  • A sunny promenade with palm trees, a beach, and high-rise buildings in the background.
    Beach Walk
    1 min walk - 0.2 km
  • A pink hotel with a beach and ocean in the background.
    St. Petersburg - Clearwater Beaches
    3 min walk - 0.3 km
  • A wooden pier extending into the ocean with multiple buildings on stilts.
    Pier 60 Park
    9 min walk - 0.8 km
  • A colorful Sea Screamer building with a speed boat and dolphin watch sign.
    Clearwater Beach Municipal Marina
    12 min walk - 1.1 km
  • A coastal cityscape with a beach, marina, and urban buildings during sunset.
    Clearwater Beach
    17 min walk - 1.5 km

Getting around

  • St. Petersburg, FL (PIE-St. Petersburg-Clearwater Intl.)
    20 min drive

Restaurants

  • Frenchy's South Beach Cafe
    5 min walk
  • Badfins Food + Brew
    8 min walk
  • Crabby Bar & Grill
    5 min walk
  • Coco's Crush Bar & Grill
    5 min walk
  • Salt Cracker Fish Camp
    12 min walk

Frequently asked questions

Does Family Beach Escape • King + 2 Queens • Waterfront • Heated Pool • Walk to Beach have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Family Beach Escape • King + 2 Queens • Waterfront • Heated Pool • Walk to Beach pet-friendly?

No, pets are not allowed at this property.

How much is parking at Family Beach Escape • King + 2 Queens • Waterfront • Heated Pool • Walk to Beach?

On-site parking is available at the property.

What time is check-in at Family Beach Escape • King + 2 Queens • Waterfront • Heated Pool • Walk to Beach?

Check-in begins at 4:00 PM.

What time is check-out at Family Beach Escape • King + 2 Queens • Waterfront • Heated Pool • Walk to Beach?

Checkout is at 11:00 AM.

Where is Family Beach Escape • King + 2 Queens • Waterfront • Heated Pool • Walk to Beach located?

This family-friendly Clearwater Beach condo building is located on the waterfront, within a 5-minute walk of Beach Walk and St. Petersburg - Clearwater Beaches. Pier 60 Park and Clearwater Beach are also within 1 mile (2 km).

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Reviews

Family Beach Escape • King + 2 Queens • Waterfront • Heated Pool • Walk to Beach Reviews

10

Exceptional

10

Cleanliness

9.8

Location
Rating 10 - Excellent. 92 out of 96 reviews
Rating 8 - Good. 2 out of 96 reviews
Rating 6 - Okay. 2 out of 96 reviews
Rating 4 - Poor. 0 out of 96 reviews
Rating 2 - Terrible. 0 out of 96 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great experience. Nicely sized, close to the beach with a wonderful dock view. Responsive and thoughtful host communication. Would absolutely recommend.
Stayed 5 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Dock Holiday was the perfect stay for our family. The condo was clean, comfortable, and stocked with everything we needed. Conveniently located near restaurants, shops, and a short walk to the beach. We would definitely stay here again.
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home with a beautiful view of the bay. Walking distance to the beach, shopping, and restaurants. The hosts put a lot of thought into little extras they leave for their guests. The hosts were always quick to reply to my questions
View from the porch
Able to see dolphins in the bay
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect destination and accommodations

The view is off the charts, the place was spotless, the owners were super helpful and communicative ahead of and during the visit. If you're looking for the perfect Clearwater Beach getaway, this is it!
Stayed 4 nights in Nov 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great communication. Beautiful, incredibly clean condo. So close to everything you’d want to do in Clearwater! Nice view of the marina and easy parking. We can’t wait to come back! My daughter’s friend also left her AirPods, their cleaning person was honest when she found them. The host mailed them to us. Thank you again for everything!
Stayed 6 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

Place was adorable location was great. Would 100% go back.
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location!

This is a beautiful condo. Clean! Comfortable! Nicely decorated! And a great location...close to beach and restaurants!
Stayed 5 nights in Jan 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Vacation

We had an amazing stay. The condo was absolutely beautiful snf clean. Great space for a for a family with younger children. Close proximity to the beach and and qalking distance to restaurants
Stayed 5 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Condo

This property was perfect for our vacation. The condo is conveniently located and has plenty of room inside. The kitchen is well stocked with everything you would need. If we visit Clearwater again, we would definitely consider staying here.
Stayed 20 nights in Jan 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location with relaxing view as well as walking distance to the beach and several nice restaurants and bars. Clean and spacious apartment with all ammenities needed to have comfortable family vacation. Spacious parking place. 7-10 minutes drive to a Publix store, 20-30 min to Costco, 35-40 minutes to Tampa airport (of course depending on the trafic). Also, very attentive and eager to accommodate hosts. Strongly recommend!
Stayed 8 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Dock Holiday is a beautiful condo. The photos in the listing accurately depicts the condo.Everything you might need during your stay is in the condo.We enjoyed our stay, the only negative thing is the walk to the beach. The owners responded quickly to any questions we had before and during our stay.We would definitely stay here again.
Stayed 9 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great!!

Dock Holiday is just perfect. Perfect location! We were able to walk everywhere. We got to see dolphins every morning in the cove. The condo was clean and had all the amenities we needed.
Stayed 6 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Dock Holiday was Perfection

We loved our stay at Dock Holiday. The place was so cute, clean, and within a short walking distance to the beach and restaurants. Our rental also included everything we needed for our vacation from washer and dryer, dishwasher, to extra blankets, and all the beach necessities (chairs, umbrella, wagon etc). If we come back to Clearwater, we will definitely stay here. Highly recommend!
Stayed 5 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Dock Holiday

We just spent a week here, the condo is exactly as advertised. Simply perfect in every aspect. My family and I enjoyed our stay very much, Thank you!!! 2 adults , 3 children(12 and under).
Stayed 7 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Stay

This condo is in pristine condition. It’s one of the nicest places that we’ve stayed. It’s a short, easy walk to the beach. The owners provided everything needed for a nice day on the beach. The owner quickly responded when I reached out with questions. Kit was an amazing hostess!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Midwest Family

Dock Holiday was the perfect place to stay! Cozy and comfortable! Clean with so much sunshine coming in when we opened the blinds! Great view out the front and we were able to walk everywhere we might need to for food and entertainment! It was exactly what we had hoped for!
Stayed 7 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Stay!

Dockside Holiday is one of the best! The condo was exceptionally clean and aesthetically pleasing. The appliances were updated and everything worked really well. The mattresses and pillows were high quality which is a big plus when you travel. The condo unit is within a 5 minute walk to the beach and restaurants and is located bayside to provide quiet. We look forward to returning!
Stayed 8 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

A little peace of heaven

We stayed here for 4 nights and just wish we could’ve stayed for longer! Beautiful Condo, the owners have thought of everything that you might need during your stay. It was beautifully decorated and spotlessly clean. My favourite part was sitting outside on the veranda having my coffee overlooking the stunning bay. The owners were very quick when it cane to replying to messages. Can’t wait to return next year!
Stayed 4 nights in Nov 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything about the property, area and total experience was top notch. Check in process was easy. The property was updated and nicely decorated, clean and well stocked with bathroom towels, kitchenware and even beach gear (beach chairs, beach umbrella, beach towels, toys...and a beach wagon). The location was great as we walked everywhere including the beach (two short blocks), restaurants (too many to name), coffee shops, icecream shops, souvenir shops, etc. The kids also enjoyed the onsite pool as a break from the beach. The owners, Kit and Gary, were very attentive and very responsive. An overall great experience. Next time we're in Clearwater Beach, Dock Holiday will be the place we stay!
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Traveled with another couple and the condo was perfect for 4 adults. Very comfortable and weSpent mornings outside on the balconyoverlooking the bay with our coffee. Saw dolphins one day and enjoyed watching the Egret who seemed to have adopted one particular house as his own VRBO.Unit is very well cared for, and the view at night is fantastic looking out at the lights and boats of CWB. Convenient to the beach and yet far enough way to be able to relax at night on the balcony with a cocktail or two. Host is very responsive to any questions or concerns. Beach chairs and umbrella with wagon was a nice touch too. Highly recommend Dock Holiday!
Great getaway weekend!
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Dock Holiday

Vacatation: Pictures dont disappoint. Very clean, spacious and walking distance to beach. Owners thought of everything that is needed,from beach chairs to towels and all the amenities that would be needed for this stay. A nice welcome hospitality basket. I cant say enough how much we enjoyed our stay here. When we come back will definitely stay here again. Owners are easy to communicate with. Thanks for making our stay here enjoyable and memorable.
Stayed 4 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another wonderful stay

We've stayed in this property for three years now and once again, we were very happy with our stay. Kit and Gary are very quick to respond for any questions or concerns. The property is clean, well decorated and has all the comforts of home. The location is great with a direct view of the bay where you can watch fish jump, a variety of birds and dolphins swim. We love it so much we booked next year too! Maureen & Mike
Stayed 21 nights in Feb 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Stay!!

We had a great stay at Dock Holiday! Kit checked on my family multiple times throughout our stay to make sure that everything was going well. The location was perfect and was an easy walk to the beach and there was even a wagon provided with an umbrella and beach chairs! Our family loved walking to multiple restaurants and shops, especially the ice cream shop on the corner! The condo was decorated so nicely and it was great having a fully stocked kitchen and a washer and dryer in the residence. We were very sad to leave and will hopefully be back next summer. Thank you for a great stay!!
Stayed 5 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing!

I can’t say enough good things about our stay here. The location, cleanliness, check in, and communication with the host - everything was superb. The condo is also very well stocked and had everything we needed plus more during our stay. We have a 1 1/2 year old, and there was a high chair, pack and play, and even utensils and plates/bowls/cups for him! We loved the private dock, where we were able to fish and hang out to watch the dolphins! We hope to return and definitely recommend to others who are traveling to Clearwater.
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Condo

We have stayed at Dockside the last 4 years and always enjoyed our stay but this was by far the best condo experience. It was laid out beautifully and perfect for our needs. We have a 6yr old and 19 month old and was it was very child friendly. We look forward to coming back and hopefully staying again. Communication was great between owners and thank you so much for the welcome basket. 5 stars!!!
Stayed 7 nights in Jul 2023