Entire home
Tipsy Turtle: Luxurious Waterfront Villa on Duck Key with Stunning Views and Modern Upgrades!
Photo gallery for Tipsy Turtle: Luxurious Waterfront Villa on Duck Key with Stunning Views and Modern Upgrades!





Reviews
9.8 out of 10, Loved by Guests
Top 10% based on
2 bedrooms2+ bathroomsSleeps 4900 sq ft
Popular amenities
Explore the area

Duck Key, FL
- Place, Little Conch Key2 min drive
- Place, Walkers Island2 min drive
- Place, Curry Hammock State Park3 min drive
- Airport, Marathon, FL (MTH-Florida Keys Marathon)16 min drive
Rooms & beds
2 bedrooms (sleeps 4)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
2 bathrooms, 1 half bathroom
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Bathtub or shower · Toilet
Bathroom 3
Toilet
Spaces
Deck or patio
Kitchen
Balcony
About this property
Tipsy Turtle: Luxurious Waterfront Villa on Duck Key with Stunning Views and Modern Upgrades!
Welcome to Tipsy Turtle, where luxury meets the Florida Keys lifestyle!
This tastefully updated villa, perched on the picturesque Duck Key, offers a waterfront retreat that will enchant you from the moment you arrive. Begin your day with the serene water views as you sip your morning coffee, letting the tranquility wash over you. In the evening, the breathtaking views will captivate your senses as you unwind on the back porch, savoring your preferred cocktail. Duck Key itself is a haven of activities, ensuring there's always something to do. But if you're inclined to explore more of the fabulous Florida Keys, you'll find that you're only a little over an hour's drive from the vibrant scenes of Key West or the enchanting allure of Key Largo. At Tipsy Turtle, you have the perfect balance of relaxation and adventure right at your doorstep. It's time to dive into your unforgettable getaway and experience the allure of the Florida Keys like never before.
SLEEPS MAXIMUM OF 4 GUESTS:
Bedroom 1 (2nd Floor): Queen Bed, En-Suite Bathroom, Smart TV (no cable/satellite TV)
Bedroom 2 (2nd Floor): Queen Bed, En-Suite Bathroom, Smart TV (no cable/satellite TV)
Living Room: Sofa, Chair, Smart TV (no cable/satellite TV)
Kitchen: Nicely equipped (all things necessary to prepare and serve a meal)
AMENITIES:
- Private Upper/Lower Balconies
- Outdoor Seating
- Linen's and towels provided
- Lot parking available for up to two vehicles. RV's, boats & trailers are not permitted.
IMPORTANT POLICIES FOR YOUR STAY:
No Resort Amenities: This property does not participate in the Resort Rental Program. As a result, amenities provided by the Resort, including swimming pools, the lagoon, child care center, boat/trailer storage, and similar services, are not available with this rental. If you have any questions or need further information, please don't hesitate to ask.
No Onsite Boat Dockage/Trailer Parking: Boat dockage and/or trailer parking is not available on-site. Duck Key Marina offers rental options for slips and trailer parking, making it convenient for those looking to explore the surrounding waters.
Age and Occupancy Requirements: Booking tenant must be 25 years of age or older and must occupy the property for the entire duration of the booking. Furthermore, this property is exclusively available as a vacation rental and is not available for worker housing.
No Smoking: Smoking is strictly prohibited within the property to maintain a smoke-free environment for all guests.
No Pets: Per the HOA, pets are strictly prohibited. To help maintain a pet-free environment for all, we require every guest to confirm they are not bringing a pet/animal. It's free, and does not require creating an account. After booking, you'll receive a link to complete the process.
Local Wildlife & Pest Control: The Florida Keys are home to various insects (mosquitoes, no-see-ums, termites), reptiles, chickens, Key deer, and other wildlife. While routine pest control is in place, complete elimination is not possible. Guests should take precautions, such as using insect repellent and keeping doors closed, to minimize exposure.
Construction & Renovation Notice: Due to ongoing growth in the Florida Keys, renovations, construction, and road repairs may occur without prior notice. While we strive to provide a peaceful stay, iTrip Key West is not liable for any inconveniences caused by nearby construction.
Photo Disclaimer: All images are for illustrative purposes only. Individual features such as bed sizes, bedding, décor, appliances, colors, and amenities may vary, as these are privately owned homes and updates occur regularly. Lighting conditions and screen settings may also affect how colors appear. Please refer to the written description and reach out with any specific questions or concerns. All furnishings and décor are subject to change at any time.
Security Cameras: For the safety and security of our guests and property, two exterior security cameras monitor the front and back porches. These cameras are for security purposes only and do not monitor any private interior or outdoor living spaces.
This tastefully updated villa, perched on the picturesque Duck Key, offers a waterfront retreat that will enchant you from the moment you arrive. Begin your day with the serene water views as you sip your morning coffee, letting the tranquility wash over you. In the evening, the breathtaking views will captivate your senses as you unwind on the back porch, savoring your preferred cocktail. Duck Key itself is a haven of activities, ensuring there's always something to do. But if you're inclined to explore more of the fabulous Florida Keys, you'll find that you're only a little over an hour's drive from the vibrant scenes of Key West or the enchanting allure of Key Largo. At Tipsy Turtle, you have the perfect balance of relaxation and adventure right at your doorstep. It's time to dive into your unforgettable getaway and experience the allure of the Florida Keys like never before.
SLEEPS MAXIMUM OF 4 GUESTS:
Bedroom 1 (2nd Floor): Queen Bed, En-Suite Bathroom, Smart TV (no cable/satellite TV)
Bedroom 2 (2nd Floor): Queen Bed, En-Suite Bathroom, Smart TV (no cable/satellite TV)
Living Room: Sofa, Chair, Smart TV (no cable/satellite TV)
Kitchen: Nicely equipped (all things necessary to prepare and serve a meal)
AMENITIES:
- Private Upper/Lower Balconies
- Outdoor Seating
- Linen's and towels provided
- Lot parking available for up to two vehicles. RV's, boats & trailers are not permitted.
IMPORTANT POLICIES FOR YOUR STAY:
No Resort Amenities: This property does not participate in the Resort Rental Program. As a result, amenities provided by the Resort, including swimming pools, the lagoon, child care center, boat/trailer storage, and similar services, are not available with this rental. If you have any questions or need further information, please don't hesitate to ask.
No Onsite Boat Dockage/Trailer Parking: Boat dockage and/or trailer parking is not available on-site. Duck Key Marina offers rental options for slips and trailer parking, making it convenient for those looking to explore the surrounding waters.
Age and Occupancy Requirements: Booking tenant must be 25 years of age or older and must occupy the property for the entire duration of the booking. Furthermore, this property is exclusively available as a vacation rental and is not available for worker housing.
No Smoking: Smoking is strictly prohibited within the property to maintain a smoke-free environment for all guests.
No Pets: Per the HOA, pets are strictly prohibited. To help maintain a pet-free environment for all, we require every guest to confirm they are not bringing a pet/animal. It's free, and does not require creating an account. After booking, you'll receive a link to complete the process.
Local Wildlife & Pest Control: The Florida Keys are home to various insects (mosquitoes, no-see-ums, termites), reptiles, chickens, Key deer, and other wildlife. While routine pest control is in place, complete elimination is not possible. Guests should take precautions, such as using insect repellent and keeping doors closed, to minimize exposure.
Construction & Renovation Notice: Due to ongoing growth in the Florida Keys, renovations, construction, and road repairs may occur without prior notice. While we strive to provide a peaceful stay, iTrip Key West is not liable for any inconveniences caused by nearby construction.
Photo Disclaimer: All images are for illustrative purposes only. Individual features such as bed sizes, bedding, décor, appliances, colors, and amenities may vary, as these are privately owned homes and updates occur regularly. Lighting conditions and screen settings may also affect how colors appear. Please refer to the written description and reach out with any specific questions or concerns. All furnishings and décor are subject to change at any time.
Security Cameras: For the safety and security of our guests and property, two exterior security cameras monitor the front and back porches. These cameras are for security purposes only and do not monitor any private interior or outdoor living spaces.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Air conditioning
Water view
Outdoor space
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10.0 out of 10, Exceptional, (1 review)
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
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 indicated that there is no smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Marathon
Located in Marathon, this holiday home is on the waterfront. The area's natural beauty can be seen at Sombrero Beach and Curry Hammock State Park, while Marathon Air Museum and Crane Point Museum and Nature Center are cultural highlights.

Duck Key, FL
What's nearby
- Little Conch Key - 2 min drive - 2.3 km
- Walkers Island - 2 min drive - 2.7 km
- Curry Hammock State Park - 3 min drive - 4.0 km
- Keys Cable Park - 4 min drive - 4.7 km
- Dolphin Research Center - 4 min drive - 5.7 km
Getting around
Restaurants
- Georgie’s Coffee - 3 min drive
- Angler & Ale - 4 min walk
- Lick It Bbq & Woodfire Pizza - 7 min drive
- The Wreck Galley & Grill - 4 min drive
- Tiki Grill - 6 min walk
Frequently asked questions
Reviews
9.8
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
Amenities
10/10
Property conditions & facilities
10/10
Check-in
9.8/10
Communication
9.8/10
Location
9.8/10
Listing accuracy
Reviews
This review is from a guest who booked and stayed through a partner site and can't be verified.
16 Oct, 2025
10/10 Excellent
Brittany
16 Nov, 2025
Liked: Cleanliness, amenities, property conditions & facilities


Brittany
Stayed 6 nights in Nov 2025
10/10 Excellent
Jan C.
10 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jan C.
Stayed 5 nights in Jun 2025
10/10 Excellent
Jw H.
4 May, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice and relaxing stay!
Jw H.
Stayed 5 nights in Apr 2025
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Michele P.
12 Jul, 2025
Great stay!
Michele P.
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
Sarah G.
2 May, 2025
Wonderful & romantic stay
Sarah G.
10/10 Excellent
Susan L.
2 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Keys vacation
Susan L.
Stayed 6 nights in Mar 2025
10/10 Excellent
Aaron S.
19 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean and stylish
Aaron S.
Stayed 4 nights in Apr 2025
10/10 Excellent
Anne M.
14 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely piece of paradise
Anne M.
Stayed 4 nights in Apr 2025
10/10 Excellent
TAWNYA C.
26 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay exactly like the listing
TAWNYA C.
Stayed 6 nights in Mar 2025
10/10 Excellent
Leah C.
15 Feb, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely place
Leah C.
Stayed 3 nights in Feb 2025
This review is from a guest who booked and stayed through a partner site and can't be verified.
10/10 Excellent
22 Jun, 2024
Excellent vacation spot
10/10 Excellent
Andrew D.
19 Feb, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Reasonable and well maintained
Andrew D.
Stayed 3 nights in Feb 2025
10/10 Excellent
Richard & Sharon L.
24 Jan, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Duck Key visiy
Richard & Sharon L.
Stayed 4 nights in Jan 2025
10/10 Excellent
Lynette R.
24 Feb, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Keys trip
Lynette R.
Stayed 5 nights in Feb 2025
10/10 Excellent
William P.
26 May, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Tranquil, Terrific, Tipsy Turtle
William P.
Stayed 6 nights in May 2024
10/10 Excellent
Kevin W.
9 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gorgeous villa!
Kevin W.
Stayed 4 nights in Mar 2025
10/10 Excellent
Susan V.
14 Feb, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Villa
Susan V.
Stayed 4 nights in Feb 2023
10/10 Excellent
christy s.
1 Feb, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely!
christy s.
Stayed 4 nights in Jan 2025
10/10 Excellent
Lisa N.
2 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great getaway
Lisa N.
Stayed 4 nights in Feb 2025
10/10 Excellent
Matt T.
27 Mar, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice!
Matt T.
Stayed 4 nights in Mar 2024
10/10 Excellent
Jason S.
20 Jun, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Jason S.
Stayed 3 nights in Jun 2023
10/10 Excellent
Verified traveller
28 Mar, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great townhouse. Centrally located on the Florida Keys.
Verified traveller
Stayed 2 nights in Mar 2025
10/10 Excellent
Laura A.
7 Apr, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay at Tipsy Turtle
Laura A.
Stayed 3 nights in Apr 2024
10/10 Excellent
Kathy R.
17 Feb, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
A perfect getaway
Kathy R.
Stayed 3 nights in Feb 2025
About the host
Hosted by iTrip Vacations Key West
Premier Host
They consistently provide great experiences for their guests
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