Luxury Bayside Condo in Heart of Dewey | Rooftop Pool | Spectacular views

Dewey Beach, Delaware
$1078 avg/night
Minimum Stay 2 Nights
Bed 4

Bed

Bath 3

Bath

Home Condo

Property Type

Sleep 10

Max Sleeps

Night 2 nights

Min Stay

Welcome to Flip Flop Paradise - Brought to you by Dewey Beach Luxury Rentals
Experience the best of Dewey Beach from this stunning luxury bayside condo, perfectly located just steps from the bay beach and only one block from the ocean. Whether you're seeking relaxation or Dewey's vibrant beach town energy, this property delivers it all.
Start your mornings with breathtaking sunrises over the beach and wind down with unforgettable sunsets over the bay - both enjoyed from your privateoversized balcony overlooking the water and all the action Dewey is known for. The balcony features a large dining table, comfortable lounge seating and plenty of space for outdoor meals, family games, or even dancing along to live music from the neighboring Rusty Rudder.
Spend your afternoon at the rooftop pool, taking in panoramic bay views, or gather with friends and family on the shared rooftop deck, complete with fire pits and top-of-the-line gas grills. Additional resort style amenities include access to the Hyatt's indoor pool and fitness center, conveniently located in the attached Hyatt hotel.
Inside the condo, you will find a gourmet kitchen, 4 comfortable bedrooms, 3 upscale bathrooms and thoughtfully designed living spaces that create a true luxury retreat. Every detail is designed for comfort and ease, including all linens provided, so you can relax from the moment you arrive.
Enjoy easy check in and check out as well as ample parking with space for two cars in the covered parking garage and two additional street parking permits. Credit card fee is waived for cash bookings (Venmo or check accepted).
Whether you are here for beach days, sunset cocktails, or evenings filled with music and laughter, this exceptional Dewey Beach condo is the perfect place to make lasting vacation memories.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Recycling Unit Size: 1547 Sq Ft (144 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Microwave Oven Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Firepit Gas Grill
  • POOL/SPA

    Heated Pool Indoor Pool Shared/communal Pool
  • BATHROOMS

    3 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Fishing Nearby Fitness Center Fitness Facilities Nearby Kayaking Nearby Marina Nearby Parasailing Nearby Power Boating Nearby Sailing Nearby Surfing/body Boarding Nearby Swimming Nearby Water Skiing Nearby
  • ENTERTAINMENT

    Smart TV
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Travel Crib
  • LOCATION HIGHLIGHTS

    Near Outlet Shopping Near The Bay Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Area Rugs In Public Areas Elevator If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property Tile Flooring In Public Areas Wheelchair-accessible Path To Elevator

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • Brandt B.

    Submitted Mar 16, 2026

    Stayed Mar 13, 2026

    Very nice stay in Dewey for St. Patty's Day/ opening weekend. Condo was excellent. Extremely clean and well appointed. Location is great and walkable to all the Dewey hot spots. Host was extremely helpful and responsive. Would absolutely stay again.

  • Linda D.

    Submitted Sep 14, 2025

    Stayed Sep 10, 2025

    This rental is amazing! We stayed here for my son’s wedding and loved it. The place was clean, comfortable, quiet and easily accessible to everything! Just a fabulous weekend!!

  • Alison S.

    Submitted Sep 4, 2025

    Stayed Aug 30, 2025

    Beautiful bayview property. We enjoyed having our morning coffee on the spacious balcony, and watching the sunset over the bay in the evening. The hosts have thought of everything that would be needed for a comfortable stay, such as throw blankets and sound machines. The gas fireplace was a nice touch for cool mornings, and there are TVs in every bedroom. Decor was nice, and everything was clean and organized. Resort pool was nice and convenient. Restaurant/Bar right next door. Quick walk to beach. We wish we could've stayed longer!

  • William G.

    Submitted Aug 2, 2025

    Stayed Jul 26, 2025

    Very little hot waterTelevisions remotes were all mixed upParking for a truck and SUV was hard

  • Gary G.

    Submitted Jul 26, 2025

    Stayed Jul 19, 2025

    Our stay was ok. Nice pool, nice Bay Area beach, close to the beach.

  • Terry S.

    Submitted Jul 12, 2025

    Stayed Jul 5, 2025

    This property was perfect for our extended family to vacation together: The well appointed condo was clean, well supplied with dishes, cookware and all linens and spacious enough for the 10 of us. We especially loved the balcony overlooking the Bay with the ocean also in sight. The location was great with just a short walk to the ocean side beach : lots of restaurants in walking distance and nightly music from the Rusty Rudder. We felt right at home and were very comfortable. The resort has a gorgeous outdoor pool and seating area on the rooftop, offering more incredible views. The owner was super to work with, very kind and responsive in her commutations. We had a fabulous week, thank you for sharing your beautiful condo!

  • Elizabeth B.

    Submitted Jul 6, 2025

    Stayed Jul 1, 2025

    The owner, Mary was one of the most accommodating people I’ve ever worked with. She treated us like friends, trying to help to make our vacation be the best ever. The condo is beautifully decorated with the most incredible location….looking left to the bay and right to the ocean. If you love live music, you can enjoy it right from your balcony. We loved it!

  • Bobbi B.

    Submitted Jun 29, 2025

    Stayed Jun 27, 2025

    This condo was so spacious and well appointed! We felt very comfortable and had everything we needed! Mary was amazing to work with and so responsive. We were here just for the weekend of our nephews wedding so the location worked well for us. Having the Rusty Rudder right outside our balcony was great for my 20 something year old kids and so convenient but the music on the weekends doesn’t end until 1 am so it was a bit loud in the front rooms!! We would definitely stay here again but just something to be aware of! We loved the rooftop pool and amenities! The condo was immaculate and clearly well cared for!

  • Ross P.

    Submitted Jun 28, 2025

    Stayed Jun 7, 2025

    We had an incredible time at the property. Dewey Beach has been our favorite place to vacation over the past 10 years and this property doesn’t disappoint. With choices between the bay, the beach or even the pool there is a close option for everyone during the day. At night, the Rusty Ruddy next door isn’t our favorite to go to but it was amazing sitting outside on the balcony listening to music each night. We never felt the music was too loud or intrusive. It is an easy walk to the starboard properties or the many Dewey Beach options that we love. Overall it was an amazing property and host. We will be back!

  • John S.

    Submitted Jun 27, 2025

    Stayed Jun 23, 2025

    A wonderful family vacation. We hope to be back again next year! Thank you for making every year enjoyable!

  • Jennifer S.

    Submitted Jun 20, 2025

    Stayed Jun 15, 2025

    I just stayed here with my spouse, kids, and parents and we had a fabulous time. The condo had everything we needed and was clean, bright, and great for a family who wanted to hang out. We made good use of the large balcony and walked to the beach and often lunch or dinner. Drive to Rehoboth was less than 10 minutes if you want to hang out there too. We would absolutely stay here again.

  • Sherry T.

    Submitted Jun 5, 2025

    Stayed May 31, 2025

    Clean, beautifully decorated condo with great amenities. The sunrises and sunsets were gorgeous from the large deck. Grandkids enjoyed walking to Vanderwende’s for ice cream in the evening. There was an issue with the portable crib. A bar was broken on the bottom when we opened it. Fortunately, we had brought one ourselves for a baby and the two year old was able to sleep in the trundle bed. The Rusty Rudder restaurant next door had live music some nights, which made it difficult for young families trying to sleep. The host responded to our questions quickly and even allowed us to check in early. All around, we had a wonderful family vacation staying here!

  • Ella O.

    Submitted May 29, 2025

    Stayed May 23, 2025

    Had the best stay here with my girlfriends! Such a convenient location and the condo was spacious, clean, and had all the ammenities we needed! Would 100% stay here again!

  • Suzanne P.

    Submitted Oct 7, 2024

    Stayed Oct 4, 2024

    We stayed for the weekend for Dewey Goes Pink. This condo is gorgeous and perfectly located for all the fun activities Dewey Beach has to offer. We loved having coffee on the deck in the morning and wine there at night. Was roomy enough for 9 adults - plenty of seating to catch up and enjoy each others company. Mary was very helpful & quick to respond with our check-in - which was all on me. We would love to stay here again for next years Dewey Goes Pink! Thank you for a beautiful place to celebrate another year of being a survivor with all my special people.

  • Julie M.

    Submitted Sep 22, 2024

    Stayed Sep 20, 2024

    From booking to check out, our host Mary was amazing! She responded quickly to any questions & was extremely accommodating. The view is top notch! You can see the bay & ocean from the deck. The condo is beautiful & decorated nicely. So close to restaurants, bars & shopping. We had a blast! Can’t wait to go back. Would highly recommend this condo.

  • Alisa V.

    Submitted Sep 17, 2024

    Stayed Sep 13, 2024

    We came to Dewey for a friend's birthday party and had a great time. The condo was in a great location, modern and updated, and provided us with all the amenities we needed for our short visit. The owner provided great check-in information and let us know ahead of time that the unit was ready. Overall great weekend in a nice condo!

  • Kristin H.

    Submitted Sep 3, 2024

    Stayed Aug 29, 2024

    Second time staying at this property. Great location, very clean and updated and host was very responsive and great to work with!

  • Nick D.

    Submitted Aug 26, 2024

    Stayed Aug 23, 2024

    Super close to everything, this condo is perfectly located for a group. Listing very accurate. Amazing amenities including pool access, roof, grills, etc. Definitely recommend

  • Jessie S.

    Submitted Aug 25, 2024

    Stayed Aug 18, 2024

    Beautiful condo in an amazing spot. Loved spending time on the balcony. Very spacious. Owner very responsive to questions. Would definitely stay again.

  • Dylen C.

    Submitted Aug 17, 2024

    Stayed Aug 12, 2024

    My family of 4 stayed in Mary's unit and absolutely loved it! The condo was extremely comfortable with more than enough room for all of us. The oversized balcony was key as we enjoyed hanging out there, playing games and enjoying a cocktail. It was very well situated, near several restaurants and bars that were great. The Rusty Rudder is right across the street and an awesome place to enjoy live music. The Lighthouse is part of the property and had great food and drinks and also live music every night. The town was super cute too with little shops, cafes, bars and restaurants. We are big live music fans and were so pleasantly surprised to see that so many places had bands every night of the week! The trolly was right outside the condo which was super convenient for our teenagers to head over to Rohoboth and go to the boardwalk on their own. What was also great was that the water sports rental places were also literally right across the street so we had a blast renting jet skis and parasailing. Everything was so convenient and easy which was so nice. The condo being Bayfront was a dream...didn't have to deal with the beach crowds plus the water was so nice and warm and calm. The kids had a blast in the water throwing the ball around. All around 10/10. We are so excited to come back again next year!

  • susan h.

    Submitted Aug 13, 2024

    Stayed Aug 10, 2024

    Great location, the place was beautiful, Marie was great to work with, she got back to us right away when we had any questions, she made it so easy for our arrival and stay was enjoyable, we hope to work with Marie again in the near future. Thank you for everything!

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Total

Includes taxes and fees
$836+
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