7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks
House in Upper Matecumbe Key, FL
14 guests · 7 bedrooms · 5 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Includes essentialsPool, Kitchen or Kitchenette, Air conditioner and more
About this house rental
Spectacular property - two stories of true keys paradise in a relaxed basin-front setting. Newly renovated, the property has 7 bedrooms, 5 baths, 2living rooms, and a tiki cabana flanking the pool! The house sits on a beautiful basin with deep water that houses many manatees in the heart of the Village of Islamorada! This patch of paradise is less than one minute to open water of the Bayside of Islamorada. Super location – a 1 minute walk to many local restaurants. The island has so much to offer - amazing, galleries, shops, restaurants, aqua blue waters, incredible fishing and boating!
Islamorada is an absolute paradise - we love the island and are happy to share the vacation house with guests looking to escape to a patch of heaven in the Keys. The property is exclusively offered as a vacation rental - it is exceptionally clean and easy to enjoy. Designed by award winning Hospitality designers, it has many features which not only rival but exceed hotel accommodations.
There are 2 paddle boards and 2 kayaks included.
THIS PROPERTY RENTS SATURDAY TO SATURDAY - we strictly adhere to Saturday bookings due to pre-booked cleaning services.
The restaurants within walking distance: Lorelei Restaurant, Islamorada Beer Company, Morada Bay Beach Café, Pierre's Chef Michael's, Kaiyo Grill, Keys Brewery, Bayside Gourmet, Bayside Gourmet, Bitton Bistro and Mangrove Mike’s.
About the owner: Islamorada is absolute paradise - we love the island and happy to share the vacation house with guests looking to escape to a patch of paradise in the Keys. The is property is exclusively offered as a vacation rental so it is similar to staying at a hotel and is exceptionally clean and easy to enjoy.
We privately own a total of 5 boutique vacation rentals in Islamorada:
VRBO listing #1576833 (5 bedroom)
VRBO listing #1054019 (5 bedroom)
VRBO listing #1977457 (7 bedroom)
VRBO listing #3363008 (6 bedroom)
VRBO listing #689629 (5 bedroom)
LICENSE #: 24-0319 - Islamorada. This property has a single Nest camera on the exterior corner facing the dock for water access security only.
Islamorada is an absolute paradise - we love the island and are happy to share the vacation house with guests looking to escape to a patch of heaven in the Keys. The property is exclusively offered as a vacation rental - it is exceptionally clean and easy to enjoy. Designed by award winning Hospitality designers, it has many features which not only rival but exceed hotel accommodations.
There are 2 paddle boards and 2 kayaks included.
THIS PROPERTY RENTS SATURDAY TO SATURDAY - we strictly adhere to Saturday bookings due to pre-booked cleaning services.
The restaurants within walking distance: Lorelei Restaurant, Islamorada Beer Company, Morada Bay Beach Café, Pierre's Chef Michael's, Kaiyo Grill, Keys Brewery, Bayside Gourmet, Bayside Gourmet, Bitton Bistro and Mangrove Mike’s.
About the owner: Islamorada is absolute paradise - we love the island and happy to share the vacation house with guests looking to escape to a patch of paradise in the Keys. The is property is exclusively offered as a vacation rental so it is similar to staying at a hotel and is exceptionally clean and easy to enjoy.
We privately own a total of 5 boutique vacation rentals in Islamorada:
VRBO listing #1576833 (5 bedroom)
VRBO listing #1054019 (5 bedroom)
VRBO listing #1977457 (7 bedroom)
VRBO listing #3363008 (6 bedroom)
VRBO listing #689629 (5 bedroom)
LICENSE #: 24-0319 - Islamorada. This property has a single Nest camera on the exterior corner facing the dock for water access security only.
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Map of Upper Matecumbe Key, FL
$$$$
Ratings and reviews
10.0 / 10.0
We had a great time. Had a lot of people and stilll plenty of room.
10.0 / 10.0
We had a wonderful stay. The house was clean and in order when we arrived. The location is centrally located and close to all the stores and restaurants. The home felt like a private hideaway. Great for boaters too- dock right at the house. Will stay again!
10.0 / 10.0
This is our third year visiting at this home and it is always a wonderful experience for our extended family and kids. We have 5 kids (3yo - 10yo) and 6 adults stay comfortably. The location is ideal near shops and restaurants, but secluded and quiet on the bay. We bring a 23' boat that fits easily on the dock. The home is well equipped and owners are thoughtful renters. Highly recommend.
10.0 / 10.0
This is not our first time staying at this house and won’t be our last. Location is convenient to walk anywhere you want, the house is amazingly clean and spacious, and the communication with the owner is second to none. Can’t wait for next year!
10.0 / 10.0
Immaculately cleaned, well-maintained, and family-friendly! Recommended!
10.0 / 10.0
This place was perfect
Location was excellent
House was clean and roomy
We were pleased to find there were actually 5 full bathrooms (shower and toilet) . The site advertised 4 full and 1 half (no toilet)
We had 1 minor issue with the AC but I texted the owner and he handled it immediately
10.0 / 10.0
Very comfortable for our group, everything we needed, great out door space including pool and dock for boat.
10.0 / 10.0
This is our second time renting and I'm always impressed with the cleanliness, fully stocked house, and the location.
We will definitely book again for next year!
10.0 / 10.0
This home has everything for you to have Fun in Islamorada. Close to everything!
10.0 / 10.0
This is the second time we have stayed at this house and that speaks volumes about the property. Since our last stay the owners have made additional upgrades. Clean, fresh, recently renovated, well located, the property is perfect for our crew with 3 generations of a family all staying together enjoying the dock, pool, and proximity to everything Islamorada has to offer.
10.0 / 10.0
We’ve been vacationing in the Keys for years, and this was by far the best house, location & host to date! The layout easily supported 3 families, boat dockage for a 30’ boat & trailer storage, and the location offers a short walk to Lorelei & the brewery/distillery, and direct Gulf access & easy ocean access via Whale Harbor or Snake Creek. Already planning our next trip….thank you Chausey!
10.0 / 10.0
Everything about the property was over and above what we expected. The Owners of the property were very responsive to our requests and I must say, "They are the best".
10.0 / 10.0
Everything was great. I highly recommend this house. Great location!
10.0 / 10.0
We’ve been coming to Islamorada for years and this was the best home we have staying in. It was very clean, freshly decorated and had all the comforts of home. The pool and dock were a hit with all and the location cannot be beat. We will be back!!
10.0 / 10.0
My family & I recently stayed at this beautiful VRBO home in Islamorada, Florida, & we had an amazing time! From the moment we arrived, we were impressed with the attention to detail & the thoughtful touches throughout the home.
The home itself is spacious, clean, & well-appointed, with comfortable furnishings & all the amenities we needed to feel right at home. We especially enjoyed spending time on the large dock, where we could relax and take in the gorgeous views of the surrounding water and wildlife. Manatees visited almost daily.
The location of the home is perfect for anyone looking to enjoy all that Islamorada has to offer. We were just a short drive away from some of the best restaurants, shops, and attractions in the area, and we loved having our own private pool and dock to swim and kayak.
I can say that the advertising photos for this VRBO home accurately represent the property, and we were pleased to find that the home looked exactly as it did in the photos when we arrived. It was clear that the owners took great care in presenting their home in an honest and transparent way, and we appreciated the peace of mind that came with knowing what to expect before we arrived.
Throughout our stay, the owners were incredibly responsive and accommodating, making sure we had everything we needed to make our vacation as enjoyable as possible. We would highly recommend this VRBO home to anyone looking for a beautiful, comfortable, & convenient place to stay in Islamorada.
10.0 / 10.0
Very clean, like a private resort. Had a group of 13 (10 adults, 11 & 6 year old & 16 month old) & had plenty of room. Loved the pool. Nice fire pit to sit around at night. Tiki area with table & chairs to get out of the sun. Kayaks & paddle boards. were available for our use at the house. We had 3 & 4 mantees visit the dock daily. Next to Loreliea Restaurant which is the perfect place to watch the sun set. Would definitely stay here again. Property manager was great.
10.0 / 10.0
Beautiful home and property with plenty bedrooms. Tons of parking as well. Great communication with my contact.
10.0 / 10.0
A slice of paradise! Great stay.
10.0 / 10.0
We have rented several different places In Islamorada and this is by far the best. Every aspect of the house was as described. Everyone was quick to respond to questions and happy to help with our needs. I would definitely recommend this home to anyone looking at it. Thank you so much for our stay. Everyone was impressed
10.0 / 10.0
The property is large and beautiful. The house is comfortable and well equipped. We had a wonderful visit!
10.0 / 10.0
Our group of 7 had a fantastic time. House was clean and well-stocked with everything we needed. The house was large enough for all of us to be together, yet have our separate/private space as well. The location was perfect---a short walk to Lorelei's and close to the Publix and other shops, yet also felt secluded. The pool was just right for our group. Manatees visited the dock everyday which was amazing to see. The owner was VERY responsive and helpful. I would highly recommend this property!
10.0 / 10.0
The facility was clean and amazing, if we ever go back to this area would would definitely choose this one!!!!!
10.0 / 10.0
We've been traveling to The Keys for over 30 years, and this location and home was by far THE BEST EVER! The communication with our host was timely and effortless. From a sparkling clean pool to double washers & dryers, we couldn't have asked for more. This location easily housed our party of 12 adults and 2 boats ( one 35' and one 22' ) . We will be back!!!!
10.0 / 10.0
Great Islamorada Home
The house is recently renovated and very well done for rental property with all of the appropriate amenities. The location could not be better. Recently stayed for a week with 5 kids under 6 and 6 adults with more than ample space. We really enjoyed our time at the property. Highly recommend.
10.0 / 10.0
Islamorada
Perfect house for a large group! Beautiful- very well equipped in every way. Kitchen was perfectly stocked- plenty of towels for all- beautiful pool and grounds. Boat dock. Owner was immediately attentive to any of my questions or needs. A plus rental!
10.0 / 10.0
Perfect house for our family
We had a great time at this rental! We loved being able to swim, dock our boat, kayak, have a bonfire, see Sammy the manatee, gosh off the dock and be close to everything we needed. The yard really makes the property special. The home is very large and fit all of our family comfortably. I’d recommend bringing travel window shades to block out light if you have kids who won’t nap unless they’re in a dark room. Also, bring your own pillows, extra blankets, and beach towels. Pillows are hard as a rock. Had issues with the grill but it wasn’t a big deal, we just cooked inside and ordered food. Other than those few minor things we thoroughly enjoyed our stay and plan to rebook again! Thank you again for such a great trip that we will never forget!
10.0 / 10.0
Terrific
Great house, great settings, great service - fabulous time!!!!Cannot go wrong with this rental!!!
10.0 / 10.0
Perfection
Hard to put into words how great this house is. We stayed here with three families, all with small children and had a blast. Owner was incredible, always available to help and answer questions. We brought our 22 foot boat and it was perfect for the dock, which sits in a calm cove. Fresh water hose and power at the dock was very convenient. House was like new.. very clean and had great layout. Kids loved the new outdoor heated pool. We caught fish from dock and enjoyed seeing manatees everyday. House is perfect location in heart of islamorada. We went to dinner on boat several nights. Gas grill, Cornhole, board games, paddle boards, kayaks. We will be back next year!
10.0 / 10.0
Great time
Thank you for the awesome week. The house and property were beautiful. The kids loved the pet manatee that frequented the dock every day. Would love to visit again.
10.0 / 10.0
Wonderful property!
This home was beautiful, clean and spacious. The best part is the dock and pool. We were traveling as a family with multiple couples and small children in the home could not have been more accommodating, accessible and ideal for multiple families. The kitchen has everything you need for cooking and serving. The outdoor space provides plenty of area for leisure, relaxing by the pool and fishing on the dock. The host was readily available with any questions, accommodating for any special requests or needs. The location of the home is ideal to explore the keys and Islamorada. We debated as a family staying in Key West or farther up the keys, we ended up settling for staying in Islamorada and then spending a day in Key West which was perfect I would not have changed anything about our trip.
10.0 / 10.0
Best holiday house ever!!
Everything was perfect!! Quick and easy communication with the owner and
The house was beautifully furnished in a perfect location with upscale amenities! Every detail was considered ….Comfy beds and pillows, lots of extra blankets and towels, lots of kitchen ware including everything you could need to cook & serve family meals, and games galore! Fantastic holiday and can’t wait to return !
10.0 / 10.0
Host was excellent, house was like new, property was beautiful and within walking distance of alot o
Would definitely recommend and rent again
10.0 / 10.0
Great family retreat - comfortable house, large yard with pool, excellent dockage.
Our recent trip exceeded our expectations. The property was as advertised - spacious, and immaculately clean. The large yard, pool, and deep water dock provided plenty of space for outdoor recreation. Chauncy was an extremely thoughtful and responsive host. We would definitely recommend this listing and hope to visit again.
10.0 / 10.0
Amazing, as always!
We LOVE staying at Chausey’s properties… they are always clean, always nice, always stocked, and always beautiful! We recommend this property (&his other!) to everyone we know. We couldn’t have asked for anything better. The communication with Chausey is also Amazon, he is so helpful and such a pleasure! We will be back :)
10.0 / 10.0
Slice of paradise!
1st off the property manager was amazing. She was so responsive and helped us with everything we needed. The house is located by restaurants, shops, bars, etc...some are within walking distance. The house itself is newly remodeled and is in immaculate condition. Upon arriving i couldn't believe how clean it was. The beds are comfortable and the kitchen is layed out beautifully. There was some leftover spices and condiments which helped and we gladly replaced and added to. We actually enjoyed it there so much we bought oven mitts and a few other items which we left for future guests to use. The pool and outdoor area was perfect. There was some coolers and floats in the basement and also 2 fishing rods. The pool was amazing we never left it. The dock was perfect for the boat we rented. We seen sharks, snappers, parrot fish, barracuda, lobsters, crabs, and of course the manatees. We caught alot of fish from the dock. There's a firepit to use and an outdoor grill. Inside the TV area was great and we watched a couple movies. We had family from 65 threw 8 years old and there was something for everyone to do. Our favorite thing was going out into the gulf and watching the sunset from our boat. We didn't want to leave and would 100% rent there again. I would actually give this property a million stars if I could. We can't say thank you enough.
10.0 / 10.0
Our first trip to the Key’s. Great location, bayside inlet.
This house is immaculate! Well stocked kitchen for those who want to cook. Otherwise the restaurants in the area are fabulous!
The property is equipped for outdoor leisure. We enjoyed the paddle boards, Kayaks, the outdoor pool and corn hole.
Plenty to do to keep active or just relax outdoors.
Highly recommend!
10.0 / 10.0
A slice of paradise!
I’m not sure a review will do this place justice… it needs to be experienced! This house is absolutely beautiful and oh so spacious! Huge property and you feel you’ve been dropped into a tropical jungle. Nature surrounds you and yet you have all the modern conveniences of a perfect location and comfortable amenities! The homeowner is an absolute pleasure to work with and so responsive! Our group of 10 adults, who frequent the Keys, all said this was the best place we’ve ever rented!
10.0 / 10.0
Fantastic Week on Islamorada
Excellant property and location! Excellant docking for our boat, 15 min ride to the Atlantic for off-shore fishing. We enjoyed the daily visits from the Manatees. Really enjoyed walking over to Lorelei resturant for buetiful sunset dinners , live music, and excellent food. Lots of other restaurants and atractions near by. The property owner was a joy to work with.
10.0 / 10.0
Dockside Delight!
This VRBO owner knows exactly what they are doing! The property was all that it said it would be plus more then we expected! Ideal property for my family of young adults who could walk to do there own thing or just hang with mom and dad at the pool! They weren't over selling the manatees who visited us dockside daily. The owners were delightful to work with and we will definitely bookmark this property for a return!
10.0 / 10.0
Amazing stay in Islamorada
House was fantastic and the perfect size for our group of 10. Everything was just as advertised and the host couldn’t be more helpful or responsive. We had a fantastic time exploring the keys and will definitely be back.
FAQs
How much does this house cost compared to others in Upper Matecumbe Key?
The average price for a rental in Upper Matecumbe Key is $531 per night. This rental is $1,530 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at 7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks . For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at 7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks . Enjoy the water!
Is 7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at 7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks ?
We found 9 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and parking.
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