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Dazzling Bayfront Home w/ 2 Boat Docks, Huge Deck, 1 Kayak, Pool Table -1 Dog OK
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Reviews
9.0 out of 10
Wonderful
3 bedrooms2+ bathroomsSleeps 62048 sq ft
Popular amenities
Explore the area

Cudjoe Key, FL
- Place, Florida Keys Beaches8 min drive
- Place, Upper Sugarloaf Key8 min drive
- Place, Upper Sugarloaf Sound10 min drive
- Airport, Key West, FL (EYW-Key West Intl.)38 min drive
Rooms & beds
3 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Queen Bed
2 bathrooms, 1 half bathroom
Bathroom 1
Bathroom 2
Bathroom 3
Spaces
Deck or patio
Kitchen
Balcony
Dining area
About this property
Dazzling Bayfront Home w/ 2 Boat Docks, Huge Deck, 1 Kayak, Pool Table -1 Dog OK
Hawkins Lookout
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
You’ll be wowed by the incredible, 180-degree views of Cudjoe Bay at this three-bedroom home in Cudjoe Key. Completely remodeled inside and out, this high-end home boasts an expansive wrap-around deck, multiple outdoor seating areas, and two private docks that are ideal for fishing or mooring a small boat.
Vaulted ceilings soar above the welcoming living area. Take in the dramatic bay views, watch a movie on the 36-inch flatscreen TV, or rack up the nearby pool table. You can also flex your culinary muscles in the ultra-modern kitchen, boasting glossy white cabinetry, a full suite of stainless steel appliances, and an island that seats four - a wonderful spot for casual dining. A dark wooden dining table accommodates six as well.
Outside on the wrap-around deck, you can sip morning coffee at the bistro tables or savor al fresco meals around the eight-person dining table. Beneath the house, there’s a picnic table, a Ping-Pong table, a gas grill, and a large lounge area with ample seating right by the bay. You’ll also find a firepit area and the two private docks, accommodating a small boat up to 16 feet in length.
Among the three stylish bedrooms is a bay view primary suite with deck access and a chic en suite bathroom with a double vanity, a walk-in shower, and an inviting jetted tub. Upstairs, the second and third bedrooms each have bay views as well, with the third bedroom also offering deck access. Additional amenities include a sparkling guest bathroom with a walk-in shower, an additional half-bath, free WiFi, a washer/dryer, one kayak, and boat trailer parking. A boat launch awaits close by at Cudjoe Gardens Marina.
Spend the day kayaking or boating the waters of Cudjoe Bay, or walk mere minutes to arrange trips with a local fishing charter. The sandy shores of Bahia Honda State Park are only 14.8 miles away, while National Key Deer Refuge (8.6 miles) is nearby as well.
Things to Know
Full kitchen
One dog is welcome for a nightly fee
The main entry level of the home is accessed by a set of stairs
There is a 28-night minimum stay
This property is managed by Vacasa Florida, LLC.
If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.
Parking notes: There is free parking available for 4 vehicles.
Dock details: There are two docks available for guest use. There is one dock that is shared with the owner's boat (which is permanently on-site), which can accommodate a boat up to 14 feet in length. The other dock can fit up to a 16-foot boat. There is a $15 daily docking fee (should you bring a boat). If you are bringing a boat, please contact Vacasa at least three days prior to arrival to make arrangements.
Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.
Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
You’ll be wowed by the incredible, 180-degree views of Cudjoe Bay at this three-bedroom home in Cudjoe Key. Completely remodeled inside and out, this high-end home boasts an expansive wrap-around deck, multiple outdoor seating areas, and two private docks that are ideal for fishing or mooring a small boat.
Vaulted ceilings soar above the welcoming living area. Take in the dramatic bay views, watch a movie on the 36-inch flatscreen TV, or rack up the nearby pool table. You can also flex your culinary muscles in the ultra-modern kitchen, boasting glossy white cabinetry, a full suite of stainless steel appliances, and an island that seats four - a wonderful spot for casual dining. A dark wooden dining table accommodates six as well.
Outside on the wrap-around deck, you can sip morning coffee at the bistro tables or savor al fresco meals around the eight-person dining table. Beneath the house, there’s a picnic table, a Ping-Pong table, a gas grill, and a large lounge area with ample seating right by the bay. You’ll also find a firepit area and the two private docks, accommodating a small boat up to 16 feet in length.
Among the three stylish bedrooms is a bay view primary suite with deck access and a chic en suite bathroom with a double vanity, a walk-in shower, and an inviting jetted tub. Upstairs, the second and third bedrooms each have bay views as well, with the third bedroom also offering deck access. Additional amenities include a sparkling guest bathroom with a walk-in shower, an additional half-bath, free WiFi, a washer/dryer, one kayak, and boat trailer parking. A boat launch awaits close by at Cudjoe Gardens Marina.
Spend the day kayaking or boating the waters of Cudjoe Bay, or walk mere minutes to arrange trips with a local fishing charter. The sandy shores of Bahia Honda State Park are only 14.8 miles away, while National Key Deer Refuge (8.6 miles) is nearby as well.
Things to Know
Full kitchen
One dog is welcome for a nightly fee
The main entry level of the home is accessed by a set of stairs
There is a 28-night minimum stay
This property is managed by Vacasa Florida, LLC.
If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.
Parking notes: There is free parking available for 4 vehicles.
Dock details: There are two docks available for guest use. There is one dock that is shared with the owner's boat (which is permanently on-site), which can accommodate a boat up to 14 feet in length. The other dock can fit up to a 16-foot boat. There is a $15 daily docking fee (should you bring a boat). If you are bringing a boat, please contact Vacasa at least three days prior to arrival to make arrangements.
Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.
Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
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- Kitchen
- Washing machine
- Dryer
- Pet-friendly
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed
Dogs only. Max of 1.
Smoking
Smoking is not permitted
Smoking is not permitted anywhere on the premises.
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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the area
Summerland Key
Located on the beach, this holiday home is in Cutthroat Harbor Estates, a neighbourhood in Summerland Key. Florida Keys Beaches and Coupon Bight Aquatic Preserve reflect the area's natural beauty and area attractions include Blue Hole and Wilhelmina Harvey Park. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Cudjoe Key, FL
What's nearby
- Florida Keys Beaches - 8 min drive - 7.7 km
- Upper Sugarloaf Key - 8 min drive - 7.9 km
- Upper Sugarloaf Sound - 10 min drive - 9.2 km
- Lower Sugarloaf Sound - 13 min drive - 12.8 km
- National Key Deer Refuge Visitor Center - 17 min drive - 18.6 km
Getting around
Restaurants
- Boondock's Grille & Drafthouse - 9 min drive
- Kiki's Sandbar - 12 min drive
- Morning Joint - 20 min walk
- Broil - 5 min drive
- 5 Brothers Two - 9 min drive
Frequently asked questions
Reviews
9.0
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.0/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
29 May, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 28 nights in May 2025
10/10 Excellent
Elizabeth R.
5 May, 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect vacation!
Elizabeth R.
Stayed 33 nights in Apr 2021
This review is from a guest who booked and stayed through a partner site and can't be verified.
4/10 Poor
William J H.
11 Apr, 2024
Hawkins Lookout Review
William J H.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Paul H.
2 Mar, 2022
Gorgeous home
Paul H.
Stayed 3 nights in Oct 2021
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
25 Mar, 2021
This property was exactly as shown...
10/10 Excellent
Guy T.
28 Feb, 2025
Guy T.
Stayed 28 nights in Jan 2025
About the host
Hosted by Vacasa of Florida
Languages:
English, French, German, Italian, Spanish
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