Entire home
Tradewinds - Beautiful, Private Backyard, XL Porch. Canal, Pool Club, 2 Kayaks.
Photo gallery for Tradewinds - Beautiful, Private Backyard, XL Porch. Canal, Pool Club, 2 Kayaks.





Reviews
10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms2 bathroomsSleeps 61350 sq ft
Popular amenities
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 Queen Bed
Living Room 1
1 Queen Sofa Bed
2 bathrooms
Bathroom 1
Soap · Towels provided · Toilet · Shower only · Shampoo
Bathroom 2
Soap · Towels provided · Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
About this property
Tradewinds - Beautiful, Private Backyard, XL Porch. Canal, Pool Club, 2 Kayaks.
Beautifully appointed DUPLEX is renovated & has ALL NEW furniture & new, high quality mattresses + new Plank-style flooring. A must-see
Cabana Club - Private pool & beach club is included free!
Enjoy 37 feet of dock space on a new step-down dock. New ladder too!
2 KAYAKS in backyard
Enjoy the extra large screened-in porch with a TV. Canal, Dock and full set of amenities, this home has it all!
Air Conditioning throughout the house.
So much privacy outside as there is a 6 to 9 foot privacy fence separating both sides of this duplex in the backyard, plus tropical foliage! It is really a serene setting.
Comes with access to the CABANA CLUB, a private swim club with a temp controlled pool & Beach. 8 blocks away.
BOTH sides of this Duplex are available for rent!
The home features an enormous 15' x 20' screened porch complete with lighting, ceiling fans and table.
Beyond the porch is the patio featuring a couch and 3 New cushioned chairs plus 2 chaise loungers .
For those wanting to fish or boat there is fishing at the dock and at the ready are hoses, electric, fish cleaning table and lighting.
2 KAYAKS here! 1 Double seat and 1 Single seat - Sit On Top style
***(Renters using kayaks agree to the following: 1) Recognize that there are certain
inherent risk associated with using kayaks and assume full responsibility for personal
injury to themselves or others and further dismiss the Homeowner and Property
Manager for injury, loss or damage arising out of the kayak's use. 2) Renter is
responsible for any damages to kayaks and cost to replace, if stolen, including kayak
paddles. ***
This home is fully stocked with amenities! Love to cook? The kitchen includes everything you need to prepare and enjoy your fresh catch.
Large-screen Smart TVs (Netflix, Hulu, Amazon) are located in the family room
The home's open floor plan with French doors overlooking the screened porch and canal provide a bright and airy setting. Plenty of living space inside and out to relax and enjoy the boaters, kayakers and wildlife traversing the waterway.
For those wanting a well-rounded beach experience, take a trip to the CABANA CLUB where you'll have access to an Olympic-size pool, full bar & restaurant as well as a beach. Your rental comes with free passes to the CABANA CLUB for the length of your stay and it's located seven blocks from the house!
Additional Details:
* Master bedroom with king bed, private full bath, Smart TV, large closet, desk area, two dressers, and AC unit
* Guest bedroom with king bed, two closets, large dresser, Smart TV
* All bedrooms are private, you do not need to walk through a bedroom to reach other areas of the home & each has a flat screen TV.
* Hall bath with separate sink & shower areas
* Full BRAND NEW master bath and Shower located in master bedroom
* WiFi
* Fully stocked kitchen
* Ceiling fans throughout the home
* Abundance of linens, pillows, bath towels and pool/beach towels
* 50" Smart TV in family room + a tv in each bedroom + BONUS TV on back porch!
* Canal offering direct access to the ocean and gulf
* Beautiful 15' x 20' screened porch
* Fish cleaning table (with water at the table)
* Dock with electric and water
* Bait freezer
* Weber Gas grill with all accessories
** ASK property manager about BIKES to rent, cheap!
If you enjoy the beach, fishing, boating, island living, amazing food and a warm and inviting community, you’ll love Key Colony Beach! It's a magical place for all ages. Key Colony Beach is a walking and biking community with easy access to must-sees such as Sunset Park (12th and Ocean). Your home is also within walking distance of Key Colony’s three restaurants (Key Colony Inn, Sparky's Landing, Havana Jack's). For fishermen/women Key Colony also boasts sport fishing, a fully-stocked bait shop, rental and charter boats, and a dive shop. For sports enthusiasts, Key Colony has tennis and basketball courts, bocce and pickle ball courts, a playground for kids, and a par-3 golf course!!!
We truly appreciate your consideration of our property and hope you enjoy your time in the Florida Keys!
Cabana Club - Private pool & beach club is included free!
Enjoy 37 feet of dock space on a new step-down dock. New ladder too!
2 KAYAKS in backyard
Enjoy the extra large screened-in porch with a TV. Canal, Dock and full set of amenities, this home has it all!
Air Conditioning throughout the house.
So much privacy outside as there is a 6 to 9 foot privacy fence separating both sides of this duplex in the backyard, plus tropical foliage! It is really a serene setting.
Comes with access to the CABANA CLUB, a private swim club with a temp controlled pool & Beach. 8 blocks away.
BOTH sides of this Duplex are available for rent!
The home features an enormous 15' x 20' screened porch complete with lighting, ceiling fans and table.
Beyond the porch is the patio featuring a couch and 3 New cushioned chairs plus 2 chaise loungers .
For those wanting to fish or boat there is fishing at the dock and at the ready are hoses, electric, fish cleaning table and lighting.
2 KAYAKS here! 1 Double seat and 1 Single seat - Sit On Top style
***(Renters using kayaks agree to the following: 1) Recognize that there are certain
inherent risk associated with using kayaks and assume full responsibility for personal
injury to themselves or others and further dismiss the Homeowner and Property
Manager for injury, loss or damage arising out of the kayak's use. 2) Renter is
responsible for any damages to kayaks and cost to replace, if stolen, including kayak
paddles. ***
This home is fully stocked with amenities! Love to cook? The kitchen includes everything you need to prepare and enjoy your fresh catch.
Large-screen Smart TVs (Netflix, Hulu, Amazon) are located in the family room
The home's open floor plan with French doors overlooking the screened porch and canal provide a bright and airy setting. Plenty of living space inside and out to relax and enjoy the boaters, kayakers and wildlife traversing the waterway.
For those wanting a well-rounded beach experience, take a trip to the CABANA CLUB where you'll have access to an Olympic-size pool, full bar & restaurant as well as a beach. Your rental comes with free passes to the CABANA CLUB for the length of your stay and it's located seven blocks from the house!
Additional Details:
* Master bedroom with king bed, private full bath, Smart TV, large closet, desk area, two dressers, and AC unit
* Guest bedroom with king bed, two closets, large dresser, Smart TV
* All bedrooms are private, you do not need to walk through a bedroom to reach other areas of the home & each has a flat screen TV.
* Hall bath with separate sink & shower areas
* Full BRAND NEW master bath and Shower located in master bedroom
* WiFi
* Fully stocked kitchen
* Ceiling fans throughout the home
* Abundance of linens, pillows, bath towels and pool/beach towels
* 50" Smart TV in family room + a tv in each bedroom + BONUS TV on back porch!
* Canal offering direct access to the ocean and gulf
* Beautiful 15' x 20' screened porch
* Fish cleaning table (with water at the table)
* Dock with electric and water
* Bait freezer
* Weber Gas grill with all accessories
** ASK property manager about BIKES to rent, cheap!
If you enjoy the beach, fishing, boating, island living, amazing food and a warm and inviting community, you’ll love Key Colony Beach! It's a magical place for all ages. Key Colony Beach is a walking and biking community with easy access to must-sees such as Sunset Park (12th and Ocean). Your home is also within walking distance of Key Colony’s three restaurants (Key Colony Inn, Sparky's Landing, Havana Jack's). For fishermen/women Key Colony also boasts sport fishing, a fully-stocked bait shop, rental and charter boats, and a dive shop. For sports enthusiasts, Key Colony has tennis and basketball courts, bocce and pickle ball courts, a playground for kids, and a par-3 golf course!!!
We truly appreciate your consideration of our property and hope you enjoy your time in the Florida Keys!
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Free WiFi
Air conditioning
Outdoor space
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House Rules
Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
About the area
Key Colony Beach
Located in Key Colony Beach, this holiday home is on the waterfront. Captain Hooks Marina and Dive Center and Florida Keys Country Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Sombrero Beach and Curry Hammock State Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Key Colony Beach, FL
What's nearby
- Sunset Park Beach - 6 min walk - 0.6 km
- Great White Heron National Wildlife Refuge - 12 min walk - 1.0 km
- San Pablo Catholic Church - 4 min drive - 2.7 km
- Marathon Visitor Center - 4 min drive - 2.7 km
- Curry Hammock State Park - 4 min drive - 3.1 km
Getting around
Restaurants
- McDonald's - 10 min drive
- Circle K - 6 min drive
- Brass Monkey - 10 min drive
- The Island Fish Company - 5 min drive
- Circle K - 5 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
17 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Sep 2025
10/10 Excellent
Kimberly F.
13 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kimberly F.
Stayed 17 nights in Oct 2025
10/10 Excellent
Kelly S.
27 May, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a great week!
Kelly S.
Stayed 7 nights in May 2025
10/10 Excellent
Teresa S.
2 Aug, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Teresa S.
Stayed 7 nights in Jul 2025
8/10 Good
Melvin S.
29 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Melvin S.
Stayed 28 nights in Mar 2025
10/10 Excellent
Kerri M.
23 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful house
Kerri M.
Stayed 7 nights in Jul 2025
10/10 Excellent
Rachel M.
16 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Rachel M.
Stayed 7 nights in Jun 2025
10/10 Excellent
Lisa H.
19 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lisa H.
Stayed 7 nights in Oct 2025
10/10 Excellent
Elizabeth B.
20 Apr, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Tradewinds was absolutely perfect!
Elizabeth B.
Stayed 8 nights in Apr 2024
10/10 Excellent
Katy H.
12 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Best Rental Ever
Katy H.
Stayed 7 nights in Jul 2025
10/10 Excellent
Shana S.
6 May, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful place
Shana S.
Stayed 7 nights in Apr 2023
10/10 Excellent
Sarah S.
30 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Homey little suite
Sarah S.
Stayed 7 nights in Jun 2024
10/10 Excellent
amy k.
9 Jul, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
amy k.
Stayed 7 nights in Jul 2022
10/10 Excellent
Susan G.
19 Feb, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house!
Susan G.
Stayed 7 nights in Feb 2023
10/10 Excellent
Andrew P.
1 Nov, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Brilliant stay at Key Colony Beach
Andrew P.
Stayed 7 nights in Oct 2024
10/10 Excellent
Michele D.
22 Oct, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Friends Getaway
Michele D.
Stayed 7 nights in Oct 2022
10/10 Excellent
Ulrich B.
5 Nov, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute Place
Ulrich B.
Stayed 9 nights in Oct 2023
10/10 Excellent
Paul S.
4 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent Vacation at Tradewinds
Paul S.
Stayed 28 nights in Feb 2025
10/10 Excellent
Krista K.
14 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfection in Paradise
Krista K.
Stayed 7 nights in Dec 2024
10/10 Excellent
Diana H.
25 Feb, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfection in KCB
Diana H.
Stayed 7 nights in Feb 2022
10/10 Excellent
Crissie W.
10 Apr, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Small, but mighty
Crissie W.
Stayed 7 nights in Mar 2024
10/10 Excellent
Jerri O.
2 Feb, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jerri O.
Stayed 28 nights in Jan 2026
10/10 Excellent
james r.
16 Nov, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful quiet location to relax and enjoy the Keys.
james r.
Stayed 7 nights in Nov 2022
10/10 Excellent
Amy C.
23 Jul, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Property!
Amy C.
Stayed 7 nights in Jul 2022
10/10 Excellent
Jenn B.
23 Jun, 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay!
Jenn B.
Stayed 7 nights in Jun 2022
About the host
Hosted by Gregg
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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