Villa in Upper Matecumbe Key, FL
6 guests · 3 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this villa rental
Short Description
🏡 Community amenities: heated pool, boat dock, BBQ
📍Walk to shops, grocery store, parks, restaurants
🛏️ All bedrooms feature ensuite bathroom
🐶 Dog friendly
🤝 24/7 Guest support
Isla Honeydew (Villa #1) is part of Little Basin Villas upscale community of nine luxury vacation villas, located in the heart of the Art District of Islamorada. Boasting a bayside boat dock and private community pool, our villa offers the perfect blend of relaxation and adventure. Enjoy breathtaking sunsets, resort waterfront views, and island décor & foliage. It uniquely offers three bedrooms complete with their own ensuite bathroom, plus a half bath. It is fully furnished, and offers a private deck, and top balcony. This home is fully stocked with everything you need, and a full time Guest Experience Team to assist in making the most of your stay.
The Space
🛋️ Living Room: Open-concept living area that features ample seating w/ sectional sofas, modern beach decor.
🍽️ Kitchen: Sleek peninsula with six stools, top-of-the-line appliances, and a modern white design. Perfect for relaxing and culinary adventures alike.
♛ Primary Suite 1 provides a generously sized retreat - with calm accents, king size bed, premium bedding, and a luxe primary ensuite bathroom. An oversized shower and sink offer the comforts of home.
🛏️ Bedrooms feature the following amenities:
✔ Premium beds, pillows, linens
✔ Smart TVs
✔ Ample closet spaces
Bedroom 2: King sized bed
Bedroom 3: Queen sized bed
🛁 All full ensuite Bathrooms are generously stocked with:
✔ Shampoo & conditioner
✔ Body soap
✔ Fluffy towels
✔ Toilet tissue
Primary Bathroom 1: Single vanity sink, shower and toilet
Bathroom 2: Single vanity sink, shower and toilet
Bathroom 3: Single vanity sink, shower/tub combo and toilet
Half-bathroom: Single sink and toilet
Outdoor Paradise
Enjoy your coffee or tea on your private outdoor terrace. Top-tier amenities include a bayside boat dock, private community swimming pool, and walking proximity to the best and most popular restaurants, shops, and many other incredible wildlife and fishing attractions. The pool area has lounge furniture, bathrooms, & is heated for year-round swimming. Watch our beautiful sunsets as you sit under the large tiki hut.
Common Areas
Pool + lounge chairs
Restrooms
Tiki area + picnic tables + BBQ
Boat dock
Boat Dockage Information: *Dockage is not included with rental reservation
-Dockage is limited and based on availability. *We recommend reserving dockage upon booking.
-Boat dockage will cost $6 per foot, per day between December 13 - August 9th and $4 per foot, per day between August 10 - December 12.
-Floating dock can accommodate 2 boats, for a combined length of 46 feet.
-The concrete dock can accommodate 2 boats, for a combined length of 52 feet.
- Guest(s) are required to complete a boat dockage agreement form (BDA), to reserve boat dockage.
- There is no trailer storage or boat ramp available at Little Basin Villas. Our recommendations for both will be sent along with our boat dockage agreement form.
Neighborhood Overview
*Mile Marker 81.8 on the bayside.
Being located in the heart of Islamorada makes our property accessible to walk to over 10 restaurants, paddle board and kayak the islands, snorkel the reefs and experience the ultimate Keys Life Vacation. There are great bike, running & walking paths in Islamorada….fun for the entire family!
Bicycles, paddle boards, & kayaks can be delivered directly to your villa for use during your stay. Islamorada is a serene paradise in the Florida Keys that embodies the essence of island living. With easy access to world-class fishing, diving, and watersports, Islamorada is the ideal destination to experience the natural beauty and laid-back lifestyle of the Keys.
📍Points of Interest: (Distance measured in driving time, non-rush hour)
-Islamorada Library Beach Park (1 min walk): Water access on a mangrove channel with amazing play equipment, shaded tables & BBQ facilities.
- Morada Way Arts & Cultural District (3 min): Stroll through art galleries, boutique shops, and enjoy local cuisine at the weekly art walk event
- Theater of the Sea (5 min): Enjoy interactive marine shows and swim with dolphins in this unique marine park.
- Robbie's Marina (8 min): Feed the tarpon, dine at waterfront restaurants, and shop for souvenirs at this bustling marina.
- History of Diving Museum (5 min): Explore the fascinating history of scuba diving through exhibits and artifacts.
- Anne's Beach (11 min): Relax on the sandy shores or take a leisurely swim in the calm waters of this picturesque beach.
House Rules
Check-in time: 4:00 PM
Check-out time: 10:00 AM
**All guests must sign our rental agreement as mandated by Florida Law.**
-The minimum rental age is 25. A picture ID must be provided to the company no less than 72 hours (about 3 days) before arrival.
-An accurate guest count must be provided.
-No smoking or vaping. If evidence is discovered of either smoking or vaping, the guest will be subject to a fine of up to $1,000
-No parties or events. If unauthorized persons are discovered on the premises, guests will be subject to additional fees and/or immediate eviction.
-Quiet time is from 10pm - 8am
Starter Supplies:
We provide trash bags, paper towels, toilet paper, detergent, and bathroom amenities to accommodate this home's maximum occupancy for the first week of your stay.
Same-Day Bookings:
Same-day bookings require approval from the company. We will ask you to provide information on your group and the purpose of your stay. If your stay is approved, we require a government-issued ID for identity verification. Your phone number must match the phone number on your account, or we will not be able to honor your reservation. Same-day reservations will not be accepted after 2:00pm. All same-day reservations require at least 3 hours before check-in. We may have to extend check-in time to later than 4:00pm.
Pet Policy: *One Pet Only-Pet maximum weight of 30 lbs.*
This property is dog-friendly with an additional fee of $295. While staying with us, you are responsible for the actions of your pet. Please keep your dog off the furniture and pick up all waste. All waste should be bagged and disposed of in the outside trash bin. Failure to comply with our pet policy will result in an additional $100 fee. Please let us know if you will be bringing your dog (only dogs are permitted, sorry).
Mid-Stay Cleaning Requirement:
For all extended stays of 30 nights or longer, a mandatory mid-stay cleaning is required every 30 days.
If your reservation is 60 days, two mid-stay cleanings will be required, and so on.
This helps keep the home maintained during longer stays and ensures everything stays in great condition.
Mid-Stay Cleaning Fee: $275
We'll reach out after booking to schedule the mid-stay cleaning(s) and send the payment link.
🏡 Community amenities: heated pool, boat dock, BBQ
📍Walk to shops, grocery store, parks, restaurants
🛏️ All bedrooms feature ensuite bathroom
🐶 Dog friendly
🤝 24/7 Guest support
Isla Honeydew (Villa #1) is part of Little Basin Villas upscale community of nine luxury vacation villas, located in the heart of the Art District of Islamorada. Boasting a bayside boat dock and private community pool, our villa offers the perfect blend of relaxation and adventure. Enjoy breathtaking sunsets, resort waterfront views, and island décor & foliage. It uniquely offers three bedrooms complete with their own ensuite bathroom, plus a half bath. It is fully furnished, and offers a private deck, and top balcony. This home is fully stocked with everything you need, and a full time Guest Experience Team to assist in making the most of your stay.
The Space
🛋️ Living Room: Open-concept living area that features ample seating w/ sectional sofas, modern beach decor.
🍽️ Kitchen: Sleek peninsula with six stools, top-of-the-line appliances, and a modern white design. Perfect for relaxing and culinary adventures alike.
♛ Primary Suite 1 provides a generously sized retreat - with calm accents, king size bed, premium bedding, and a luxe primary ensuite bathroom. An oversized shower and sink offer the comforts of home.
🛏️ Bedrooms feature the following amenities:
✔ Premium beds, pillows, linens
✔ Smart TVs
✔ Ample closet spaces
Bedroom 2: King sized bed
Bedroom 3: Queen sized bed
🛁 All full ensuite Bathrooms are generously stocked with:
✔ Shampoo & conditioner
✔ Body soap
✔ Fluffy towels
✔ Toilet tissue
Primary Bathroom 1: Single vanity sink, shower and toilet
Bathroom 2: Single vanity sink, shower and toilet
Bathroom 3: Single vanity sink, shower/tub combo and toilet
Half-bathroom: Single sink and toilet
Outdoor Paradise
Enjoy your coffee or tea on your private outdoor terrace. Top-tier amenities include a bayside boat dock, private community swimming pool, and walking proximity to the best and most popular restaurants, shops, and many other incredible wildlife and fishing attractions. The pool area has lounge furniture, bathrooms, & is heated for year-round swimming. Watch our beautiful sunsets as you sit under the large tiki hut.
Common Areas
Pool + lounge chairs
Restrooms
Tiki area + picnic tables + BBQ
Boat dock
Boat Dockage Information: *Dockage is not included with rental reservation
-Dockage is limited and based on availability. *We recommend reserving dockage upon booking.
-Boat dockage will cost $6 per foot, per day between December 13 - August 9th and $4 per foot, per day between August 10 - December 12.
-Floating dock can accommodate 2 boats, for a combined length of 46 feet.
-The concrete dock can accommodate 2 boats, for a combined length of 52 feet.
- Guest(s) are required to complete a boat dockage agreement form (BDA), to reserve boat dockage.
- There is no trailer storage or boat ramp available at Little Basin Villas. Our recommendations for both will be sent along with our boat dockage agreement form.
Neighborhood Overview
*Mile Marker 81.8 on the bayside.
Being located in the heart of Islamorada makes our property accessible to walk to over 10 restaurants, paddle board and kayak the islands, snorkel the reefs and experience the ultimate Keys Life Vacation. There are great bike, running & walking paths in Islamorada….fun for the entire family!
Bicycles, paddle boards, & kayaks can be delivered directly to your villa for use during your stay. Islamorada is a serene paradise in the Florida Keys that embodies the essence of island living. With easy access to world-class fishing, diving, and watersports, Islamorada is the ideal destination to experience the natural beauty and laid-back lifestyle of the Keys.
📍Points of Interest: (Distance measured in driving time, non-rush hour)
-Islamorada Library Beach Park (1 min walk): Water access on a mangrove channel with amazing play equipment, shaded tables & BBQ facilities.
- Morada Way Arts & Cultural District (3 min): Stroll through art galleries, boutique shops, and enjoy local cuisine at the weekly art walk event
- Theater of the Sea (5 min): Enjoy interactive marine shows and swim with dolphins in this unique marine park.
- Robbie's Marina (8 min): Feed the tarpon, dine at waterfront restaurants, and shop for souvenirs at this bustling marina.
- History of Diving Museum (5 min): Explore the fascinating history of scuba diving through exhibits and artifacts.
- Anne's Beach (11 min): Relax on the sandy shores or take a leisurely swim in the calm waters of this picturesque beach.
House Rules
Check-in time: 4:00 PM
Check-out time: 10:00 AM
**All guests must sign our rental agreement as mandated by Florida Law.**
-The minimum rental age is 25. A picture ID must be provided to the company no less than 72 hours (about 3 days) before arrival.
-An accurate guest count must be provided.
-No smoking or vaping. If evidence is discovered of either smoking or vaping, the guest will be subject to a fine of up to $1,000
-No parties or events. If unauthorized persons are discovered on the premises, guests will be subject to additional fees and/or immediate eviction.
-Quiet time is from 10pm - 8am
Starter Supplies:
We provide trash bags, paper towels, toilet paper, detergent, and bathroom amenities to accommodate this home's maximum occupancy for the first week of your stay.
Same-Day Bookings:
Same-day bookings require approval from the company. We will ask you to provide information on your group and the purpose of your stay. If your stay is approved, we require a government-issued ID for identity verification. Your phone number must match the phone number on your account, or we will not be able to honor your reservation. Same-day reservations will not be accepted after 2:00pm. All same-day reservations require at least 3 hours before check-in. We may have to extend check-in time to later than 4:00pm.
Pet Policy: *One Pet Only-Pet maximum weight of 30 lbs.*
This property is dog-friendly with an additional fee of $295. While staying with us, you are responsible for the actions of your pet. Please keep your dog off the furniture and pick up all waste. All waste should be bagged and disposed of in the outside trash bin. Failure to comply with our pet policy will result in an additional $100 fee. Please let us know if you will be bringing your dog (only dogs are permitted, sorry).
Mid-Stay Cleaning Requirement:
For all extended stays of 30 nights or longer, a mandatory mid-stay cleaning is required every 30 days.
If your reservation is 60 days, two mid-stay cleanings will be required, and so on.
This helps keep the home maintained during longer stays and ensures everything stays in great condition.
Mid-Stay Cleaning Fee: $275
We'll reach out after booking to schedule the mid-stay cleaning(s) and send the payment link.
Amenities
Non-smoking
No pets allowed
Family friendly
Map of Upper Matecumbe Key, FL
Ratings and reviews
10 / 10Outstanding·May 2026
There were 3 of staying in Isla Honeydew- it was perfect!! The rooms and bathrooms were great! And having a bedroom on the first floor was very helpful. The kitchen is beautifully stocked. Furniture very comfortable and plenty of seating. Beds were excellent. Would definitely stay here again!! Loved it!
10 / 10Outstanding·Feb 2026
Easy check in & check out! Very responsive on any request!
10 / 10Outstanding·Dec 2025
Omgosh GREAT stay. The house was SPOTLESS & very well appointed. Nice furnishings without being over the top or too sparse. Good amenities & stocked perfectly.The unit has 2 upstairs BR w King beds & private en suite baths, and 1 BR with a Queen bed on the main floor, also with its own en suite bath. Additionally there was a 1/2 bath on the main floor. One of the King BRs has its own porch.We were just a few steps from the very well layed-out dock where we went Paddleboarding/kayaking every day. The property is private and safe. We & everyone else staying there kept our SUPs/kayaks near the water in an area set-up for them which was so convenient. (We did carry our paddles & life-jackets back to the unit everyday and kept those items on our porch).The dock was clean and useful. We didn’t use the pool but our in-laws did. It is very well situated and nice. I’m not sure whether it was heated, as we were in the natural water everyday. The area around Little Basin Villas was so fun to Paddleboard in. There are several mangrove islands to explore, which we did.The unit is also close to several good restaurants.Lastly, management was very responsive, friendly & helpful whether it was relaying info about check-in/check-out, where we could rent bikes & water toys, & we also had 2 Christmas package hiccups they were super helpful with. It was honestly my best ever VRBO experience & I would not hesitate to stay with or recommend them in the future. 5/5 Stars Would Recommend.
10 / 10Outstanding·Dec 2025
Would highly recommend. Accommodations, location and outside space was fantastic
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Top rated by guests
10Outstanding
(9 Ratings)
"There were 3 of staying in Isla Honeydew- it was perfect!! The rooms and bathrooms were great! And having a bedroom on the first floor was very helpful. The kitchen is beautifully stocked. Furniture v..."
elizabeth b.Don't miss out! Price and availability may change
