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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Key West Style Family Retreat, In Ground Pool, Lush Tropical Landscape

Bedrooms 8
Half Baths2
Space 3,700 sq. ft.
Property type house
Minimum Stay 2 - 7 nights


About the property

This is truly a one of a kind seaside retreat. From the minute you enter the front gate you will delight in the one of the most spectacular landscape designs in Dewey Beach. The lush gardens, in ground pool, fountains, meandering pathways and lovely screened porches were designed to make you feel like you are in your own private hideaway.

This resort style retreat is just 1.5 blocks to the beach on Chesapeake Street in Rehoboth by the Sea. Seaside Rendezvous consists of two large Key West style family villas connected by tranquil outdoor living spaces, one 3 bedroom, sleeps 8 and one 5 bedroom, sleeps 12. Both villas have views of the 12x27 in ground pool with spectacular hardscaped pool areas. There are plenty of lounge chairs, a trickling fountain, tropical foliage and an intimate poolside deck area for relaxing with afternoon cocktails or just taking in the stars in the evening. Once you arrive at Seaside, you will never want to leave.

The main villa has five bedrooms and a large open concept living, dining and kitchen area, gorgeous hardwood floors and 14 foot vaulted wood ceilings throughout the entire villa. The whole family can relax in the large living area while enjoying the views of pool.

Just off the main living area you will find a large screened porch with beautiful hardwood floors. There is 14 foot wall of glass w/two sliding doors that separates the living/dining area from the porch. The porch has cozy seating for the family and another dining table that seats 10 for more casual meals. There is also an open concept TV room down the breezeway at the rear of the house where you can enjoy views of the rear garden.

In the main villa, there are 5 bedrooms all on one level. There are 2 master bedrooms with king beds and en suite baths. One master king suite is just off the living area. The other four bedrooms are connected by a large open air screened breezeway that runs from the front to the back of the house; one king room, one double and bunk, one king w/en suite bath and one kids 'bunk' room (2 bunks). The first King room and full/w bunk bedroom have en suite half baths and access to separate outdoor showers from the bedroom, simply a delightful feature!

In the back of the house you’ll find an Asian inspired, peaceful garden with large deck and Koi pond with water feature. The entire garden area is surrounded by lush, tall bamboo – a perfect place to curl up with a good book or catch an afternoon nap. You can meander from the garden at the main villa along the landscaped pathway to another entertainment area behind the second villa. Here you will find a private outdoor nook with lounge area with comfy outdoor furniture. There is a hot/cold outdoor shower off this deck area. This is the perfect place to retreat after a day at the beach for an afternoon margarita!

The second villa also offers an open concept living, dining and kitchen area with hardwood floors throughout and white washed wood walls. The villa has 14 foot vaulted wood ceilings and floor to ceiling wall of glass with doors that open to the porch. The lovely screen porch has hardwood floors and overlooks the in ground pool while also having spectacular views of Lake Comegy just across the street.

There is a master bedroom with king bed and en suite bath and two additional bedrooms in this villa that share a full bath; one with a queen and one with a queen and a bunk bed.

The landscaping includes subtle low voltage lighting, evening pool lights, and small white lights throughout the entire outdoor area that make evenings simply enchanting.

Our family retreat is one of the most spectacular settings at the beach. If you are looking to create special memories and enjoy the laid back Key West style setting, this is the place for your family! Central Air in both villas, Wi-Fi, 3 hot/cold outdoor showers, washer/dryer in each villa, parking for 4 cars off-street and (in season)1 parking permit for each villa to park on the street in front of each villa.

Seaside Rendezvous is located on the Northern most end of Dewey beach in the exclusive Rehoboth by the Sea Community, 1.5 blocks to the beach across from Lake Comegy. Chesapeake Street is only 2 blocks long starting at the ocean and ending at the lake so you will enjoy a peaceful, holiday environment in a quiet residential area.

More Details

Member since: 2005
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
February 18, 2018


Rehoboth by the Sea House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 3700 sq. ft.
House Rules:
  • Check-in: 4:00 PM / Check-out: 10:00 AM
  • Max. occupancy: 20
  • non smoking only
Location Type:
  • Lake View ...
  • Water View
  • Away From It All
  • Family
  • Romantic
  • Tourist Attractions
  • Air Conditioning ...
  • Clothes Dryer
  • Fitness Room / Equipment ...
  • Heating ...
  • Internet
  • Iron & Board
  • Living Room ...
  • Parking ...
  • Washing Machine ...
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 12 people
  • 4 Bathrooms
  • 2 Half Baths
  • Bathroom 1 - toilet , combination tub/shower
    Bathroom 2 - toilet , shower
    Bathroom 3 - toilet , shower
    Bathroom 4 - toilet , shower
    Bathroom 5 - toilet , outdoor shower , enter private outdoor shower directly from bedroom
    Bathroom 6 - toilet , outdoor shower , enter private outdoor shower directly from bedroom
  • Main villa, 2 master bedrooms with en suite baths, one with tub/shower combo. full bath in hall for 'bunk room' Two bedrooms have half bath en suite and door from bedroom to private hot/cold outdoor shower which is simply delightful! Second Villa: Master w/ensuite bath; other two bedrooms share hall full bath, plus there is a private hot/cold outdoor shower in back patio.
  • 8 Bedrooms, Sleeps 20
  • Bedroom 4 - 1 double , 1 bunk bed , In Main 5 br villa
    Bedroom 2 - 1 king , In Main 5 br Villa w/ensuite half bath
    Bedroom 3 - 1 king , In Main 5 br villa with ensuite full bath (walk in shower)
    Bedroom 5 - 1 double , 2 bunk bed , Kids Room, in Main 5 br villa 2 built in bunks, sleeps 4 kid
    Bedroom 6 - 1 queen , 1 bunk bed , In 3 bedroom Villa share full bath in hall
    Bedroom 7 - 1 king , In 3 br Villa, King Master w/en-suite bathe
    Bedroom 1 - 1 king , In Main 5 br villa with ensuite full bath
    Bedroom 8 - 1 queen , 1 bunk bed , In 3 br Villa, one queen 1 set bunks
  • 8 bedrooms total Main Villa 5 bedrooms, 3-King, (two w/ensuite full baths, one with ensuite half bath; 1 Double and bunkbed, with ensuite half bath; 1 kids room with 2 sets of bunks. use of full bath in hall, plus 2 hot / cold outdoor showers Second Villa 3 bedrooms sleeps 8; 1 King, with ensuite full bath, 1 queen, 1 queen and bunk (share full bath in hall), plus one hot/cold outdoor shower.
  • Books
  • DVD Player
  • Games
  • Satellite / Cable
  • Stereo
  • Television ...
  • Boat ...
  • Deck / Patio ...
  • Golf ...
  • Kayak / Canoe ...
  • Lanai / Gazebo ...
  • Lawn / Garden
  • Outdoor Grill ...
  • Tennis ...
  • 6 beach chairs
Pool / Spa:
  • Heated Pool
  • Private Pool ...
  • churches
  • cinemas
  • health/beauty spa
  • live theater
  • marina
  • museums
  • restaurants
  • synagogues
  • theme parks
  • water parks
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • horseback riding
  • miniature golf
  • outlet shopping
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • freshwater fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • parasailing
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling/diving
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing


Wonderful! 4.9/5 -
(8 traveler reviews)

87% Complete
12% Complete
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Key West Style Family Retreat, In Ground Pool, Lush Tropical Landscape
average rating of 4.875 based on 8 reviews


  • 5 of 5

When I went searching on VRBO for a beach house for a family reunion I knew I was dealing with a "tough crowd." Family members all have their favorite beaches. There were 19 of us from 3 generations, with ages from 15 to 76 and a spoiled 3 year old dog. Well, we hit gold!! From the moment my daughter first walked in and said it reminded her of Key West to the last day when I overheard a niece comment that the place was perfect for our family, I had a good feeling. Other reviewers have covered how accommodating the space is for large groups while still allowing for quiet alone time and how nice the pool is and how convenient the house is to the beach. I noticed how comfortable the air conditioning and fans made the house feel and how good the shower heads worked! The houses are set up so that if some couples wish to go downtown late, they can return to their rooms without disturbing others. Great spaces for TV watching. We ate all our meals at the house because we had such a large group and it worked out perfectly. There is adequate parking for all and the trolley to downtown is at the end of the block although you can walk or bike nearly everywhere. The neighborhood is quiet and very family and dog friendly. The dog loved lying on the porch watching the world go by and walking to the beach in the morning and late afternoon to play with the other dogs. The property managers were very responsive. I feel very lucky that we happened upon this little slice of paradise in Dewey Beach!!!

  • Submitted: Aug 12, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
Owner's Response: From the moment we started this "project" our goal was to make it that slice of paradise you all just enjoyed. So delighted you created such great family memories enjoying the villas and hope to see you all back again soon.
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4 0

Third Visit.....Just gets better and better!!

  • 5 of 5

Every visit to this property just gets better and better for our family. All the kids have taken to calling it "Our Beach House" because it feels so much like home. With the two houses, every family has their own space. There is enough room in the large house for the entire group to sit and share a meal together. Plenty of quiet, cozy nooks to hide in and read magazines too. The lovely pool is wonderful and keeps anyone from being bored. The owners are always responsive and keep making clever additions that have made our stays even more comfortable. We loved the extra fridge. Our large family (20 people (ages 2 to 71) and 2 dogs) has reunited here now three times and we were discussing a fourth before we left!! The location of this property just can't be beat. Easy access to the beach as well as Dewey and Rehoboth. We all enjoy exploring the area but spend most of our trip at the property or at the beach catching up with each other. Terrific family vacation.

  • Submitted: Aug 11, 2017
  • Stayed: July 2017
  • Source: VRBO, from HomeAway
Owner's Response: Couldn't be more delighted that you all have had so many wonderful memories together here and we love having you back year after year! Cheers to many more wonderful holidays!
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2 0
Pittsburgh, PA

Perfect Family Vacation

  • 5 of 5

Our family group of 16 recently spent a week at this property. We are still talking about the wonderful time we had and how perfect the setup of the two houses worked for our families. We had three couples in the smaller house and a total of ten people and one dog in the larger house, and there was plenty of space for everyone. The layout of the exterior was my favorite thing about the property - there is extensive decking with larger spaces for gatherings, as well as several quiet areas where someone wanting some alone time can easily find it. Each house has a spacious screened-in porch, which was lovely, especially on the one rainy afternoon we experienced. Having a pool was a wonderful luxury and most of us spent a lot of time enjoying it. The description of the property as having a "Key West vibe" was very true, as the property contains the best of both a tropical-type layout with a traditional beach cottage feel. The proximity to the beach and the Rehoboth boardwalk and shops was a major plus - the beach is literally a two-minute walk away from the house. And the fact that it is dog friendly was a huge plus as well. The description of the properties and the amenities was accurate, the houses were clean, communication with the owners was smooth and clear, and accessing the property on the first day was, as advertised, very easy.

  • Submitted: Jul 30, 2015
  • Stayed: July 2015
  • Source: VRBO, from HomeAway
Owner's Response: Thanks so much for your wonderful feedback. So glad you family enjoyed the trip and hope to see you back again!
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0 0
Waukesha, WI

Magical Trip! Amazing Property, my daughter says "better than Disney World"

  • 5 of 5

First of all, everyone is still reminiscing about the absolutely wonderful time that we all had in Dewey Beach and at your rental. Most everybody couldn't think of thing to make your rental better!!! It was a truly magical trip for us. We really liked the “island feel” you have created and enjoyed our afternoons sipping cocktails on the deck surrounded by tropical landscaping watching the kids play in the pool. As I said before, we had such a wonderful time it is hard to think of anything that could make it better. Your rental was just fabulous. My oldest daughter (10 years) said that “Dewey Beach is better than Disney World”. That says it all! Thanks for sharing this wonderful property with us. We hope to make it back with the whole crew in a few years.

  • Submitted: Nov 9, 2014
  • Stayed: August 2014
  • Source: VRBO, from HomeAway
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2 0
baltimore md

West Coast vibe

  • 5 of 5

Imagine you had an aunt living on the west coast. A cool aunt. When you went to visit you pulled up to a duet of mid-century, peak-roofed houses. You walk through the gate past a teal blue pool and into the smaller of the two homes.

If you were expecting your aunt to be basic and bland you’re in for a very pleasant surprise. A large screened porch feeds into a corridor with bedrooms and bath. A door on the porch leads to a kitchen, great room and another bedroom. Through this bedroom, out the screened door you scanter across wooden paths leading hither and yon, passing seating areas with tables and chairs, outdoor showers, lush, tropical plantings and at the very end, a koi pond.

The wooden path running in between the two homes makes them connected yet separate. The larger of the two houses also has a screened porch, numerous bedrooms, baths, a great room and an original-to-the-house kitchen. Fans spin overhead but the many screened doors and high ceilings render a/c unnecessary.

When night falls lights pop on around the pool, glow in soft little puddles along the walkways and twinkle in the trees. There are a zillion stars in the sky, a cool breeze, a (heated) pool and the tinkle of ice cubes tumbling into a glass.

  • Submitted: May 25, 2014
  • Stayed: May 2014
  • Source: VRBO, from HomeAway
Owner's Response: Thanks, we both enjoyed meeting Jo and her family and are delighted you all are enjoying your Memorial weekend at the villas! Safe travels home. Marcia and Rich
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5 0

We already plan to book again next year!

  • 5 of 5

Our family reunion to Dewey Beach was fantastic! We had plenty of room and the location was great. The walk to the beach with all the kids and gear was easy - and we even saw dolphins one day! The beach and community are so clean and the people are pleasant. The kids were in the pool every day, without fail and absolutely had a blast. We look forward to a return trip next summer. Thank you Marcia and Rich.

  • Submitted: Sep 17, 2013
  • Stayed: July 2013
  • Source: VRBO, from HomeAway
Owner's Response: We are delighted you had such a wonderful time and look forward to having you back next year! Marcia and Rich
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5 0


Nearest Airport
120 Miles
BWI or Phili
Nearest Ferry
10 Miles
Cape May Ferry in Lewes, DE




Additional information about rental rates

Pet Fee $250
Cleaning $475
Refundable damage deposit $500
Tax Rate 3.0%

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund

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