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Experience Oswego Island! 3.2 Acres of Privacy and Seclusion! Private Weddings!

(6 Reviews)

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Last updated: 03/16/2017
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:3 nights
  • Sleeps:12
  • Bedrooms:3
  • Bathrooms:2.5
  • Property type:House
  • Internet:Yes
  • Pets considered:Yes
  • Wheel chair accessible:N/A

About the Property

Generously-sized 3 Bedrooms, 3 Baths, A Games Room And Kitchen

In the tranquil Smith's Sound between the St. Davids island and Smith's island, lies the secluded Oswego Island. The 3.2 acre island is the perfect respite to enjoy the simple pleasures of island living.
Oswego house is the ideal place to relax and enjoy paradise with all the comforts of home. Uniquely designed by the award-winning architect Jacob Hocking of CTX, the home is combined of old and new features, and is a pleasing marriage of traditional Bermudian architecture with contemporary modern design. Designed to let the outdoors in, the brand new three bedroom dwelling boasts natural water views, more than ample porch space and an open-plan. The fluid design together with retractable folding doors allow for the gentle island breeze to flow endlessly throughout the whole house. At least a week's stay is recommended to totally relax, unwind and thoroughly enjoy Oswego Island.
Bring your own boat up to 100 ft and keep it at the north dock while your guests stay in the house.(see photos)

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Member since: 2014

Speaks: english
Calendar last updated: 03/16/2017

Property Type

  • House
  • 3800 sq. ft.

House Rules

  • Max. occupancy 12
  • Events Allowed
  • Children Welcome
  • Pets Considered

Accommodation Type

  • Vacation Rental


  • Catering Available
  • Breakfast - Booking Possible
  • Lunch - Booking Possible
  • Dinner - Booking Possible

Onsite Services

  • Housekeeper Optional
  • Car Available
  • Chauffeur
  • Concierge
  • Massage
  • Private Chef
  • Staff


  • Long-Term Renters Welcome

Bedrooms: 3 Bedrooms, Sleeps 12, Beds for 8-12

Bathrooms: 2 Bathrooms, 1 Half Bathroom


  • DVD Player
  • Game Room
  • Ping Pong Table
  • Satellite / Cable
  • Stereo
  • Television


  • Adventure
  • Away From It All
  • Family
  • Historic
  • Romantic
  • Sports & Activities
  • Tourist Attractions


  • Churches
  • Cinemas
  • Restaurants

Location Type

  • Ocean View


  • Dining Area
  • Seating for 16 people


  • Air Conditioning
  • Clothes Dryer
  • Fireplace
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Telephone
  • Towels Provided
  • Washing Machine


  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster


  • Balcony
  • Boat:

    Water Taxi service or small boat available ...moreless

  • Deck / Patio
  • Kayak / Canoe
  • Lawn / Garden
  • Outdoor Grill
  • Water Sports Gear

House Cleaning

  • Housekeeper Optional


Write a review 5
from 6 traveler reviews
Rental basis: Per property
Dates Nightly Weekend Night Weekly Monthly * Event
My Standard Rate
3 night min stay
$7,500 $28,000
* Approximate Monthly rates, actual rate will depend on the days of the month you stay

Additional information about rental rates


  • Refundable Damage Deposit $1,000
  • Tax Rate 7%


Water taxi to and from airport available, with cocktails and tour of local area if requested

50% plus $1000 damage deposit on booking

Remaining 50% paid two week before arrival

We accept Visa and MasterCard.

Wire transfers, checks, Credit Cards if we really have to. Gold bullion accepted too.

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Last updated: 03/16/2017
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates


1 Miles
Nearest Airport
L.F.Wade International Airport
2 Miles
Nearest Barpub
Swizzle Inn
2 Miles
Nearest Beach
Clearwater Beach

Car: Not Necessary

See web page


Manager info

Year Purchased: 2012

Contact us

Speaks: english
Calendar last updated: 03/16/2017

Send email



  • Aerial View

    Aerial View

  • Oswego House

    Oswego House

  • View from house

    View from house

  • Shaded walkway

    Shaded walkway

  • Relax in the living room

    Relax in the living room

  • Large island in kitchen

    Large island in kitchen

  • A dock for your boat

    A dock for your boat

  • Porch walkway

    Porch walkway

  • Property view

    Property view

  • Porch view

    Porch view

  • Oleander flower

    Oleander flower

  • Name carved in wood

    Name carved in wood

  • Oswego House

    Oswego House

  • Steps to tranquility!

    Steps to tranquility!

  • Inside stairs

    Inside stairs

  • Bathroom view

    Bathroom view

  • Porch view

    Porch view

  • Dockside


  • Surrounding view on dockside

    Surrounding view on dockside

  • Summer sunset! Beautiful!

    Summer sunset! Beautiful!

  • Peaceful surroundings!

    Peaceful surroundings!

VRBO #484003

This listing was first published here in 2014.

Date last modified - Friday, March 24, 2017

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