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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!

Relax, feel the gentle breeze, and take in the beautiful view, allowing yourself to fully unwind and appreciate the tranquil surroundings.
The open-concept living area creates a welcoming space to enjoy quality family time, fostering togetherness and shared moments at Tipsy Turtle.
Start your day by grabbing your morning coffee and savoring the amazing views from the back porch, allowing you to relish the serene beauty.
You'll find plenty of counter space to prepare and serve your meals, making it convenient and enjoyable to whip up culinary delights at Tipsy Turtle.
The sunset melts into the horizon in a breathtaking display of fiery oranges, soft pinks, and shimmering gold reflecting across the calm waters.

Reviews

9.8 out of 10
Exceptional
2 bedrooms2+ bathroomsSleeps 4

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space
  • Parking available

Explore the area

View map
Duck Key, FL
  • Place, Little Conch Key
    ‪2 min drive‬
  • Place, Walkers Island
    ‪2 min drive‬
  • Place, Curry Hammock State Park
    ‪3 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪16 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1 2nd Floor Back

1 Queen Bed

Bedroom 2 2nd Floor Front

1 Queen Bed

2 bathrooms, 1 half bathroom

Bathroom 1 2nd Floor En-Suite

Bathtub or shower · Toilet

Bathroom 2 2nd Floor Hallway

Bathtub or shower · Toilet

Bathroom 3 1st Floor

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



- Keurig, Drip Coffee Maker, Toaster, Blender



- 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.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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.
Map
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

  • Marathon, FL (MTH-Florida Keys Marathon) - 13 min drive

Restaurants

  • ‪Angler & Ale - ‬4 min walk
  • ‪Georgie’s Coffee - ‬3 min drive
  • ‪The Wreck Galley & Grill - ‬4 min drive
  • ‪Lick It Bbq & Woodfire Pizza - ‬7 min drive
  • ‪Hawks Cay Marketplace - ‬6 min walk

Frequently asked questions

Is Tipsy Turtle: Luxurious Waterfront Villa on Duck Key with Stunning Views and Modern Upgrades! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Tipsy Turtle: Luxurious Waterfront Villa on Duck Key with Stunning Views and Modern Upgrades!?

As of 8 May 2026, prices found for a 1-night stay for 2 adults at Tipsy Turtle: Luxurious Waterfront Villa on Duck Key with Stunning Views and Modern Upgrades! on 16 September 2026 start from NZ$726, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Tipsy Turtle: Luxurious Waterfront Villa on Duck Key with Stunning Views and Modern Upgrades!?

On-site parking is available at the property.

What time is check-in at Tipsy Turtle: Luxurious Waterfront Villa on Duck Key with Stunning Views and Modern Upgrades!?

Check-in begins at 4:00 PM.

What time is check-out at Tipsy Turtle: Luxurious Waterfront Villa on Duck Key with Stunning Views and Modern Upgrades!?

Checkout is at 10:00 AM.

Where is Tipsy Turtle: Luxurious Waterfront Villa on Duck Key with Stunning Views and Modern Upgrades! located?

Situated on the waterfront, this holiday home is within 2 miles (3 km) of Little Conch Key, Walkers Island and Curry Hammock State Park. Keys Cable Park is 2.1 mi (3.3 km) away.

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 window
Rating 10 - Excellent. 48 out of 53 reviews
Rating 8 - Good. 4 out of 53 reviews
Rating 6 - Okay. 1 out of 53 reviews
Rating 4 - Poor. 0 out of 53 reviews
Rating 2 - Terrible. 0 out of 53 reviews

10/10

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

Verified

10/10 Excellent

Dennis N.

Liked: Cleanliness, check-in, location, listing accuracy
location was great for a relaxing few days.
Stayed 3 nights in Jan 2026
Response from VrboOwner on 4 March 2026
Thank you, Dennis, for your kind words! We're thrilled to hear you enjoyed the relaxing location at Tipsy Turtle. It's wonderful to know that it provided the perfect setting for your getaway. We’d love to welcome you back anytime for another peaceful stay.
Verified

10/10 Excellent

Mike M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful town house extremely clean with brand new kitchen appliances loved waking up and going out on the balcony having a restaurant within walking distance definitely a plus would highly recommend
Stayed 6 nights in Feb 2026
Response from VrboOwner on 3 April 2026
Thank you for the wonderful review! We’re so glad you enjoyed the townhouse, especially the cleanliness and the brand new kitchen appliances. Starting the day on the balcony sounds like the perfect way to relax! It’s great to hear the nearby dining options within walking distance were a plus as well. We truly appreciate your recommendation and would love to welcome you back for another stay soon!
From a partner site

10/10 Excellent

Jeff L.

Great Stay!

Perfect stay! Very clean and had all the needed accommodations. Definitely worth the money.
Response from VrboOwner on 31 October 2025
Thank you, Jeff, for your wonderful review! We’re thrilled to hear that you had a perfect stay at Tipsy Turtle and found it to be very clean with all the needed accommodations. It’s fantastic to know that you felt it was worth the money. We hope to welcome you back for another amazing visit in the future!
Verified

10/10 Excellent

Jan C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, clean and everything we needed
Stayed 5 nights in Jun 2025
Verified

10/10 Excellent

Brittany

Liked: Cleanliness, amenities, property conditions & facilities
Home was in a great location. Beautiful serene. Quick drive to marathon for restaurants.
Stayed 6 nights in Nov 2025
Verified

10/10 Excellent

Jw H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice and relaxing stay!

Beautiful and clean place with all of the amenities.
Stayed 5 nights in Apr 2025
Response from VrboOwner on 6 May 2025
Jw, thank you for the wonderful review! We’re delighted to hear that you found Tipsy Turtle to be beautiful and clean with all the amenities you needed. We would love to welcome you back anytime for another fantastic stay!
From a partner site

10/10 Excellent

Michele P.

Great stay!

My daughter and I stayed at the Tipsy Turtle and we had an amazing stay! The place was so clean and nice, and the view was beautiful at sunset on the balcony. It was nice and quiet. Just overall a wonderful stay!
Response from VrboOwner on 15 July 2025
Michele, thank you for your fantastic review! We are thrilled to hear that you and your daughter had an amazing stay at the Tipsy Turtle. It's wonderful to know that you found the place clean and enjoyed the beautiful sunset views from the balcony. We're also glad you appreciated the peace and quiet. We hope to have the pleasure of welcoming you back for another wonderful stay in the future!
From a partner site

10/10 Excellent

Sarah G.

Wonderful & romantic stay

We stayed for the first half of our honeymoon and had an excellent time. One of the best nights sleep I’ve had away from home.
Response from VrboOwner on 6 May 2025
Sarah, thank you for the wonderful review! We’re delighted to hear that you had an excellent time at Tipsy Turtle during the first half of your honeymoon. It’s fantastic to know that you enjoyed one of the best nights' sleep away from home. We would love to welcome you back anytime for more memorable stays!
Verified

10/10 Excellent

Susan L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Keys vacation

Rental was great! Clean and close to things to do. Beautiful place with great decks to sit and watch the water!
Stayed 6 nights in Mar 2025
Response from VrboOwner on 23 April 2025
Thank you for the wonderful review! We're so happy to hear you enjoyed your Keys vacation and that the rental was clean, well-located, and perfect for relaxing on the decks with those water views. We'd love to host you again anytime!
Verified

10/10 Excellent

Aaron S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clean and stylish

Excellent condition, stylish townhouse oDuck Key, great stay
Stayed 4 nights in Apr 2025
Response from VrboOwner on 25 April 2025
Thank you for the great review! We're so glad you enjoyed your stay and loved the stylish townhouse on Duck Key. We'd be happy to host you again anytime!
Verified

10/10 Excellent

Anne M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely piece of paradise

This townhouse provides everything one could ever need and is delightfully furnished!
Stayed 4 nights in Apr 2025
Response from VrboOwner on 25 April 2025
Thank you for the kind words! We’re so happy to hear you enjoyed the townhouse and found it well-equipped and comfortable. We’d love to host you again anytime!
From a partner site

10/10 Excellent

Excellent vacation spot

We absolutely loved staying here! So clean and so homey! Definitely will be back! Our hosts were amazing!
Verified

10/10 Excellent

Leah C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely place

Lovely place about half way down the Keys making it easy to get anywhere. Well decorated, big porches, water view, all the amenities you need.
Stayed 3 nights in Feb 2025
Response from VrboOwner on 17 February 2025
Thank you for the wonderful review! We're so glad you enjoyed the location, decor, and amenities. It’s great to hear you had a relaxing stay with beautiful views! We hope to welcome you back soon.
Verified

10/10 Excellent

TAWNYA C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay exactly like the listing

The home smelled great when we walked into the house. The house is just like the pictures and very peaceful.
Stayed 6 nights in Mar 2025
Response from VrboOwner on 6 April 2025
Tawnya, Thank you for the wonderful review! We’re delighted to hear that you found Tipsy Turtle to be just like the pictures and enjoyed the peaceful atmosphere. It’s great to know that the home made a positive impression right from the start with its pleasant scent. We hope to welcome you back for another relaxing stay!
Verified

10/10 Excellent

Andrew D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Reasonable and well maintained

The place was perfect for our purposes. We were there for fishing charters. The place is well maintained and in a great location.
Stayed 3 nights in Feb 2025
Response from VrboOwner on 24 February 2025
Thank you for your review! We’re so happy to hear that the location was ideal for your fishing charters and that the place met your needs. We appreciate your kind words about the property being well-maintained. We’d love to welcome you back for another great stay next time you’re in the area.
Verified

10/10 Excellent

Richard & Sharon L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Duck Key visiy

This was our first trip visiting the FL Keys. Our stay at the Duck Key property was perfect. The townhouse was immaculate, well equipped and in a quiet area. We would stay here again if in the area!
Stayed 4 nights in Jan 2025
Response from VrboOwner on 17 February 2025
Thank you for the wonderful review! We're so happy to hear that your first trip to the FL Keys was a success and that the townhouse provided everything you needed for a perfect stay. We'd love to welcome you back whenever you're in the area again!
Verified

10/10 Excellent

William P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Tranquil, Terrific, Tipsy Turtle

Beautiful accomodations! Everything you need plus the beautiful scenery!
Stayed 6 nights in May 2024
Response from VrboOwner on 31 May 2024
William, Thank you for your wonderful review! We're delighted to hear that you found our accommodations beautiful and well-equipped for your needs. And yes, the stunning scenery is definitely a bonus! We're thrilled that you enjoyed your stay with us, and we hope to welcome you back for another tranquil getaway at Tipsy Turtle in the future!
Verified

10/10 Excellent

Lynette R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Keys trip

Bed’s comfortable. Good kitchen utensils. Quiet enjoyed our stay
Stayed 5 nights in Feb 2025
Response from VrboOwner on 7 March 2025
Thank you for your review! We’re so glad to hear that you found the beds comfortable, the kitchen well-equipped, and enjoyed the peaceful atmosphere. It was a pleasure having you stay with us, and we hope to host you again soon!
Verified

10/10 Excellent

Susan V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Villa

The villa was just as described and absolutely beautiful. The area was perfect and the view was amazing. Would stay here again.
Stayed 4 nights in Feb 2023
Response from VrboOwner on 23 August 2023
Susan thank you for the review! We are glad you enjoyed your stay at Tipsy Turtle. We hope to host you again soon.
Verified

10/10 Excellent

Matt T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice!

Great place, clean, great location.
Stayed 4 nights in Mar 2024
Response from VrboOwner on 7 April 2024
Matt, Thank you for your fantastic review! We're thrilled to hear that you had a great experience at Tipsy Turtle. Ensuring cleanliness and providing a convenient location are top priorities for us, and we're delighted that you found both aspects to your satisfaction. We appreciate your feedback and hope to welcome you back for another wonderful stay in the future!
Verified

10/10 Excellent

Jason S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Great clean house. Close by to everything we wanted do.
Stayed 3 nights in Jun 2023
Response from VrboOwner on 23 August 2023
Jason thank you for the review! We are glad you enjoyed Tipsy Turtle and we hope yo host you again soon.
Verified

10/10 Excellent

Kevin W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous villa!

We have stayed in different villas at Hawks Cay many times over the last 15 years and this was by far the nicest, most updated villa yet! Thank you!
Stayed 4 nights in Mar 2025
Response from VrboOwner on 14 April 2025
Kevin, Thank you for the fantastic review! We’re thrilled to hear that Tipsy Turtle was the nicest and most updated villa you’ve experienced at Hawks Cay over the years. It’s wonderful to know that our efforts to maintain and update the property have made your stay memorable. We look forward to welcoming you back for another exceptional visit!
Verified

10/10 Excellent

christy s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely!

Wonderful getaway to Duck Key was very needed to get away from January temps in January. We loved our villa and we were very comfortable in it the whole time we were there. I highly recommend this spot!
Stayed 4 nights in Jan 2025
Response from VrboOwner on 17 February 2025
Christy, Thank you for the lovely review! We’re so happy to hear that the villa provided the perfect getaway from the January cold. We’d love to welcome you back anytime!
Verified

10/10 Excellent

Lisa N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great getaway

We vactioned with friends and the location was great. View was amazing. The rooms were spacious and clean. We enjoyed sitting on the back deck and watching the sunset. Would definitely recommend.
Stayed 4 nights in Feb 2025
Response from VrboOwner on 12 March 2025
Thank you so much for your wonderful review, Lisa! We’re thrilled to hear that you and your friends enjoyed your stay at Tipsy Turtle. It’s fantastic to know that you appreciated the great location, amazing view, and spacious, clean rooms. Watching the sunset from the back deck sounds like a perfect way to unwind. We’d love to welcome you back anytime for another memorable getaway. Thanks again for choosing us!
Verified

10/10 Excellent

Laura A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay at Tipsy Turtle

House was just as pictured. Very clean with a beautiful view. Highly recommend!
Stayed 3 nights in Apr 2024
Response from VrboOwner on 17 April 2024
Thank you so much for taking the time to leave us a wonderful review of Tipsy Turtle! We are thrilled to hear that the house was just as you expected from the pictures – clean, with a beautiful view. Providing a pleasant and accurate representation of our property is important to us, and we're delighted that you had a great experience. We hope to have the pleasure of hosting you again at Tipsy Turtle in the future. Thank you again for choosing to stay with us!

About the host

Hosted by iTrip Vacations Key West

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Premier Host

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