Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!
Short Description
🏡 Community amenities: heated pool, boat dock, BBQ 📍Walk to shops, grocery store, parks, restaurants 🛏️ All bedrooms feature ensuite bathroom 🤝 24/7 Guest support
Bayberry Key (Villa #9) is part of Little Basin Villas upscale community of nine luxury vacation villas, located in the heart of the Art District of Islamorada. This is the only Villa that offers an unobstructed water view from the private outdoor terrace and balcony! Boasting a bayside boat dock and private community pool, our villa offers the perfect blend of relaxation and adventure. Enjoy breathtaking sunsets, waterfront views and island décor & foliage. It uniquely offers three bedrooms complete with their own ensuite bathroom, plus a half bath. It is completely furnished and stocked with the essentials needed for an amazing and comfortable vacation. You also have access to our concierge, 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.
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: Standing sink, mirror, 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 is $4, per foot, per day.
-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. Please note this is temporarily closed for remodel and is expected to open in June 2024. - 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 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 -Check-in details, including property information, local recommendations and more to be accessed via our Guest Experience app. This can be accessed via the app store download, or web link.
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: Pets are not allowed.
Baby Bundle: If you have little ones, we offer: Pack-n-play with a thicker mattress & a highchair for $65 per stay. Please make this request at the time of booking or 24 hrs. prior to your arrival.
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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 a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
About the area
Islamorada
Located on the waterfront, this villa is in Matecumbe, a neighbourhood in Islamorada. Keys History & Discovery Center and History of Diving Museum are cultural highlights, and some of the area's landmarks include Hurricane Monument and Indian Key Historic State Park. Discover the area's water adventures with power boating and swimming nearby, or enjoy the great outdoors with ecotours.
Islamorada Brewery & Distillery - 1 min walk - 0.0 km
Keys History & Discovery Center - 8 min walk - 0.7 km
History of Diving Museum - 15 min walk - 1.3 km
Florida Keys Brewing Co. - 18 min walk - 1.6 km
MoradaWay Arts & Cultural District - 20 min walk - 1.7 km
Getting around
Marathon, FL (MTH-Florida Keys Marathon) - 39 min drive
Restaurants
Lorelei Restaurant & Cabana Bar - 9 min walk
Wahoo's Bar & Grill - 2 min drive
Wendy's - 4 min walk
Islamorada Fish Company - 2 min drive
Bayside Gourmet of Islamorada - 6 min walk
Frequently asked questions
Does Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only! have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!?
As of 13 Apr, 2026, prices found for a 1-night stay for 2 adults at Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only! on 20 Jun, 2026 start from S$628, 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.
Is Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only! pet-friendly?
No, pets are not allowed at this property.
How much is parking at Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!?
On-site parking is available at the property.
What time is check-in at Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!?
Check-in begins at 4:00 PM.
What time is check-out at Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only!?
Checkout is at 10:00 AM.
Where is Bayberry Key: Waterfront Htd Pool, FREE Boat Dockage Sep-Oct Only! located?
Located in Matecumbe, this villa is within a 10-minute walk of Islamorada Brewery & Distillery and Keys History & Discovery Center. History of Diving Museum and Matecumbe United Methodist Church are also within 15 minutes.
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Wonderful house. Great location. Management company was great. Would highly recommend!!
Mim H.
Stayed 7 nights in Nov 2025
From a partner site
10/10 Excellent
Kris K.
17 Dec, 2025
Little Basin Villas Wowza
I run week long therapeutic recreation retreats for veterans, first responders and their supporters through Higher Ground USA. Needless to say it is always a trick finding suitable accommodations for our group size of about 20 folks and our cooking needs, however LBV had it all. The location can't be beat, it was quite, accommodating, and their support staff were communicative and helpful. Having all the essentials in each villa was clutch and it was an added bonus to have a pool and space for our morning mindful movements and groups. Needless to say we have already put in for dates for next year and plan to make this an annual retreat :)
Kris K.
From a partner site
10/10 Excellent
Bill W.
19 May, 2025
Excellent
Great as always. Clean, well maintained, and the support staff always helpful!
This was a beautiful spot for 3 couples to relax and enjoy this beautiful setting. The outside space was perfect with tables, firepit & grills. The house was stocked well enough to be able to prepare some meals. I would definitely return again.
The location: in the heart of Islamorada, close to the main attraction for us: many fishing charter boats to choose from. The property is away from the Highway 1, no traffic noise. The townhouse we rented is spacious, perfect for 3 couples, we have our own bathroom. it is clear, updated. All appliances worked very well.The property is managed by a company, not a single owner that I used to deal with at VRBO. So, everything is programed, no flexibility. I am wondering that some massage I got may be generated by AI. The main complaint I have is that the rental was for one week. The company only provides 3 days of supply for shampoo, etc.
Yu Z.
Stayed 7 nights in Jan 2026
Response from VrboOwner on 3 Mar, 2026
Thank you for the 4‑star rating and for choosing our property. I’m glad the location in the heart of Islamorada, the quiet setting away from Highway 1, and the spacious, updated townhouse with working appliances met your needs.
I apologize if our management felt overly programmed or impersonal. We use standard processes to ensure consistent service and quick support, but your note about messaging will be shared with the team so we can make communications feel more personal.
Regarding toiletries, I’m sorry the complimentary supplies only covered three days as stated in our house rules. For longer stays, we are more than happy to drop off more when requested.
We appreciate your feedback and hope to host you again.
Verified
10/10 Excellent
andy g.
29 Nov, 2025
andy g.
Stayed 7 nights in Nov 2025
About the host
Hosted by Andy Newman
Languages:
English, French, Italian, Spanish
Premier Host
They consistently provide great experiences for their guests