The Rainbow Connection / 165 Ocean Blvd East

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4 BR
3 BA - 1 Half
10 Guests
Second Row
Outdoor ExteriorOutdoor ExteriorOutdoor ExteriorLower Deck with StairsLower Level Deck ViewDownstairs Entryway and ElevatorLower Level StairwayLower Level Hall AreaLower Level Laundry AreaLower Level Bunk Room EntranceLower Level Bunk RoomLower Level Bunk RoomLower Level Bunk RoomLower Level Queen BedroomLower Level Queen BedroomLower Level Queen BedroomLower Level King BedroomLower Level King BedroomLower Level King BedroomLower Level BathroomLower Level BathroomLower Level BathroomElevator Area on Top FloorElevator Area on Top FloorUpper Level StairsUpper Level Hall Half Bath VanityUpper Level Hall Half BathUpper Level Kitchen ViewUpper Level KitchenUpper Level Kitchen Island ViewUpper Level Kitchen and Living RoomUpper Level Dining RoomUpper Level Dining, Kitchen and Living AreaUpper Level Living, Dining, and Kitchen AreaUpper Level Living Room With Window ViewUpper Level Living Room With Stairwell ViewUpper Level Living Room With Hall ViewUpper Level Living AreaUpper Level Living AreaOceanside Deck (2)Oceanside DeckOcean View From DeckUpper Level King BedroomUpper Level King BedroomUpper Level King BedroomUpper Level King BedroomUpper Level King BedroomUpper Level BathUpper Level BathUpper Level BathUpper Level OfficeUpper Level OfficeUpper Level OfficeOfficeUpper Level Private Community BuildingInside Community BuildingWinding River Community Building KitchenetteWinding River Community Building BathroomsWinding River Community PoolWinding River Community DeckWinding River Community Private Beach AccessSeaside at Winding River Club HouseSeaside at Winding River MarinaBack Exterior
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Description

The Rainbow Connection is a welcoming, family-friendly cottage-style home designed for comfort, relaxation, and memorable beach days. With expansive decking totaling approximately 1,200 square feet, this home offers plenty of outdoor space to enjoy the coastal breeze, whether you’re grilling, relaxing, or taking in the views.

The inverted floor plan places the spacious living area on the upper level, where unobstructed ocean views create the perfect setting for gathering with family and friends. The gourmet kitchen is well equipped for vacation cooking, and the home features multiple TVs, Wi-Fi, and two separate sitting areas for added space and flexibility. Two master suites, each with a private bath, provide comfort and privacy for guests, while the elevator offers convenient access to all floors.

Outdoor features include a screened porch and a new three-burner gas grill, ideal for easy outdoor meals. Guests also enjoy access to an oceanfront pool and cabana, as well as the Intracoastal Waterway marina, all located just a short walk away within the Winding River Community on the island.

Private beach access is conveniently located directly across the street at 162 OBE.

Bed linens (beds in bedrooms only) are provided for weekly rentals only. Towels are not provided but may be rented through Coastal Vacation Resorts.

For security purposes only, the owner utilizes exterior security cameras.

Room Details

Bedroom 1
1 King
Bedroom 2
1 Queen
Bedroom 3
2 Bunk
Bedroom 4
1 King
Full Bathroom
Full Bathroom
Full Bathroom
Half Bathroom

Amenities

Amenities

  • Bed Linens (Weekly Rentals Only)
  • Central Heat/Air Conditioning
  • Coffee Maker/Toaster
  • Community Pool
  • Cookware/Dishes
  • Dishwasher
  • Elevator
  • Outdoor Grill
  • Pillows/Bed Covers
  • Screened Porch
  • Stove/Oven
  • Telephone
  • Television(s)
  • Washer/Dryer
  • WIFI

Rates

DatesWeekly
Value 2026 (01/03/2026 - 04/03/2026)$3,650
Adventure 2026 (04/04/2026 - 05/22/2026)$3,650
Resort 2026 (05/23/2026 - 05/29/2026)$4,250
Resort 2026 (05/30/2026 - 06/05/2026)$4,250
Prime 2026 (06/06/2026 - 06/12/2026)$4,950
Prime 2026 (06/13/2026 - 08/07/2026)$4,950
Prime 2026 (08/08/2026 - 08/14/2026)$4,950
Resort 2026 (08/15/2026 - 08/21/2026)$4,250
Resort 2026 (08/22/2026 - 08/28/2026)$4,250
Adventure 2026 (08/29/2026 - 09/11/2026)$3,650
Value 2026 (09/12/2026 - 01/08/2027)$3,650

Availability

Key
#Night Available#Night Unavailable#Arrive Only#Depart Only
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Location

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Reviews

Leave a Review

Reviewed on 2023-07-08 by Darlene , Appomattox, VA
Overall
5
Fabulous property with every possible amenity imaginable!

Reviewed on 2021-08-15 by Errol , Louisville, KY
Overall
4
Overall, nice property!

Reviewed on 2021-07-25 by Cindy , Frederick, MD
Overall
4
One of the best we've stayed in at Holden!

Reviewed on 2018-06-22 by Praveena , Richmond , KY
Overall
5
This was a beautiful and clean homes with ample room for our family of 7. The kids enjoyed the bunkbeads. The washer/dryer units were in good shape. We would stay here again.

Reviewed on 2017-07-15 by John , Louisville , TN
Overall
5
Great house! Loved staying close to the beach. Need to be cleaned better each week. Several small repairs need to be completed. Instructions for the elevator would have been nice.

Reviewed on 2017-07-10 by Sally , Pamplico, SC
Overall
5
Beautiful property. Excellent location with amazing views of the ocean. Very convenient to pool and beach access.

Reviewed on 2017-06-18 by Leanne , Columbus, OH
Overall
5

Reviewed on 2016-09-27 by PAUL , CHARLOTTE, NC
Overall
5
We have enjoyed many years vacationing at the rainbow connection. We would like to see several grab bars installed in the shower on the 3rd floor since it was intended to be a handicap friendly house. The elevator made it very accessible for the handicap.

Reviewed on 2016-09-02 by George , Providence Forge, VA
Overall
5
We loved this home. Beautiful decor and very comfortable. Perfect location with the beach and pool just steps away. Thank you to the owners for renting their beautiful home.

Reviewed on 2016-05-30 by AMY , Pinehurst, NC
Overall
5
The property was amazing!! The layout was perfect for our family (2 teens and a baby). They even had brand new high chair and pack n play to use. Every detail was thought of with this home. The decor was gorgeous. The house did not feel like a rental at all. We hope that people take care of it and don't abuse it. The access to the pool and beach was very convenient. We even enjoyed the short walk to the marina. We thoroughly enjoyed our stay. We hope to come back. Please don't change a thing. This property is worth every penny.

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