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Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool

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A spacious room with large windows overlooking a beach, a television, and a comfortable seating area. - Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool (Islamorada)
A wooden deck with a white railing overlooking a beach and a pool. - Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool (Islamorada)
A bedroom with a large window overlooking a beach with palm trees and the ocean. - Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool (Islamorada)
A beachfront property with a dock, clear water, and palm trees. - Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool (Islamorada)
A modern kitchen with a large island, stainless steel appliances, and pendant lighting. - Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool (Islamorada)
You can look forward to a firepit, a garden, and a playground at Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool. This vacation home is a great place to bask in the sun with a beachfront location and sun loungers. Stay connected with free in-room WiFi, and guests can find other amenities such as laundry facilities.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Add dates for prices

About this property

Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool

  • License # 204.

    | ** 3 payment schedule available** | No Pet Charges | No security deposit |
    SATURDAY TO SATURDAY ONLY BOOKINGS

    Escape to this welcoming house in picturesque Islamorada. This fantastic property boasts 6 bedrooms, including 5 king beds, 4 custom bunks, 2 cribs, a toddler bed, and more. With 6.5 bathrooms offering amenities like a jetted bathtub, this place is perfect for large groups or families. The Master bedroom offers two additional twin beds on the sun porch and a nursery nook with a crib and toddler bed, making a wonderful family suite.

    The Last Resort Too is our sister home to the original Last Resort, offering the ability to cater to larger families and groups. Set on over two acres of prime oceanfront land, complete with a heated swimming pool, 200 ft of beach, and a walking/fishing dock. Nestled behind privacy gates, you will feel right at home in this exclusive enclave of Islamorada. *Please note: V-boats do not have clearance for this dock; flat bottom and pontoons only. * Please check with us for V-Boat accommodations.

    This house can book up to two years in advance and is already taking bookings for both 2027 and 2028.

    ** The owner, who has been part of VRBO since 2004, will be managing the home directly from 2026. As an already established listing on VRBO, reviews do not transfer to this new 2026 listing.

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About the neighborhood

Located in Matecumbe, a neighborhood in Islamorada, this vacation home is near theme parks and on the beach. Indian Key Historic State Park and Hurricane Monument are local landmarks, and the area's natural beauty can be seen at Windley Key Fossil Reef Geological State Park and Sunset Drive Beach. Consider Lorelei Restaurant & Cabana Bar for a night out or MoradaWay Arts & Cultural District if you're traveling with kids. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby. Visit our Islamorada travel guide
View more Vacation Homes in Islamorada
Map
Islamorada, FL

What's nearby

  • A mangrove tree with roots in shallow water.
    Indian Key Historic State Park
    19 min walk - 1.6 km
  • A marina with boats docked, a motel, and a cafe.
    Bud n' Mary's Dive Center
    5 min drive - 6.3 km
  • A wooden deck with benches overlooking a clear blue sea.
    Anne's Beach
    5 min drive - 6.6 km
  • A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.
    Florida Keys Brewing Co.
    7 min drive - 9.7 km
  • Robbie’s of Islamorada
    12 min walk - 1.0 km

Getting around

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

Restaurants

  • Hungry Tarpon Restaurant
    10 min walk
  • Lorelei Restaurant & Cabana Bar
    7 min drive
  • Habanos Oceanfront Dining
    4 min drive
  • Lazy Days Restaurant
    4 min drive
  • Wendy's
    7 min drive

Frequently asked questions

Does Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool?

Check-in begins at 4:00 PM.

What time is check-out at Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool?

Check-out is at 10:00 AM.

Where is Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool located?

Nestled on the beach, this Matecumbe vacation home is within 1 mi (2 km) of Robbie’s of Islamorada and Indian Key Historic State Park. Sunset Drive Beach and Bud n' Mary's Dive Center are also within 3 mi (5 km).

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Reviews

Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool Reviews

10

Exceptional

9.8

Cleanliness

9.8

Location
Rating 10 - Excellent. 59 out of 61 reviews
Rating 8 - Good. 2 out of 61 reviews
Rating 6 - Okay. 0 out of 61 reviews
Rating 4 - Poor. 0 out of 61 reviews
Rating 2 - Terrible. 0 out of 61 reviews

Reviews

Verified review

10/10 Excellent

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

Beautiful vacation

Relaxing in a tropical paradise. Great time spent with family
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

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

Beach trip

Beautiful property-plenty of room for 10 adults-easy access to restaurants and shopping
Stayed 7 nights in Aug 2024
Verified review

10/10 Excellent

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

Family vacation

We thought it was a perfect place for our family. We had days of doing things off property as well as staying there and playing. We saw great wildlife. Rays, turtles, a manatee and her baby. We really enjoyed our time there.
Stayed 7 nights in Feb 2025
Verified review

10/10 Excellent

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

Fournie family

Perfect for our family
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

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

Awesome house

We had family and had a Great time fishing, swimming and hired chef Wes for. Meal one night
Stayed 7 nights in Oct 2023
Verified review

10/10 Excellent

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

Great stay in the Keys!

We have a large family with wide age range from married kids to kindergarten and everyone had fun! Kyaks and snorkeling were fantastic! Corn hole boards could use a refresh but honestly, standing in the whote sand with the best backdrop you could ever imagine for family fun with the turquoise blue waters of the shallow ocean in the background!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

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

Familymoon

It was a fabulous trip!!! We were celebrating the marriages of two couples who decided the family could tag along. The house is beautiful and so well organized! We had lots of room and many activities to do right on the property! Our host was so helpful and responsive! I can’t say enough good things about the whole experience! Would most definitely stay at the Last Resort Too again! I have already recommended to a friend with large family.
Stayed 7 nights in Aug 2024
Verified review

10/10 Excellent

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

House is as advertised

The house is super well stocked with everything you could need which is a breath of fresh air. Property management was responsive and gave great tips on things to do. The house had bikes, fishing gear, all kinds of cooking spices, oils, coffee, games, puzzles, etc. The pool was clean. The only negative about the area is the humidity but that's to be expected in July. The magic show at Lorelei was awesome and I highly recommend it. Windley park was a nice park with an easy couple of hiking trails.
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

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

A MAGICAL place!!

Just to begin, the property manager was the best we have ever encountered! Sue was always available and communication with her was easy. Sue made sure we knew about the many amenities and was professional, informative and friendly! If there were 15 stars I would give her 15! The house was spacious and comfortable. Our family included adults, children and an infant and - though we were outside on the beach, in the pool, and fishing from the dock most of the time - there was plenty of private space for reading and relaxing. “Last Too Resort” was the perfect home for our family and Sue was the very best!
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

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

Perfect House for Large Group

Our recent stay (10/5 - 10/12/24) involved five couples ages 50+. We each had our own room with a king size bed and en suite bathroom. The gated property is private and the grounds beautiful. The house is a little more weathered than the pictures portray, but still in good shape. The front door was not locking, which was a little concerning, but our handy men were able to fix it. The inside decor of each room is gorgeous and very comfortable. The house is INCREDIBLY stocked with everything you want and/or need. Great bar area. We were blown away by how well organized the kitchen was and how many spices there were! The outdoor bbq area, just off the kitchen, is fabulous. Everyone was able to fit around the dining table for dinner. The outdoor porch areas are lovely and all areas of the house, with the exception of one room, have expansive views of the ocean. The coach house off the pool area was perfection as well with a full kitchen and fridge that was helpful when hanging out at the pool all day. The pool is medium size with some built in seating areas in the corners. That made it easy to converse while relaxing. We did have to do a bit of skimming each day to clean out leaves and such. The pool man came by twice to vacuum. There are kayaks, paddle boards, and fishing equipment available on the side of the house. The only downside were the sand fleas/"noseeums". All of us got pretty chewed up. Very itchy. Despite that, we all would HIGHLY recommend this property.
Stayed 7 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic stay. Perfect location. RoomFor everyone and the beds were super comfy.
Stayed 7 nights in Jan 2026
Verified review

10/10 Excellent

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

Excellent, clean property. Owner was very helpful, Home is just gorgeous.

Love this property and renting was super easy!
Stayed 7 nights in Mar 2023
Verified review

10/10 Excellent

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

Family Vaca

Amazing property!
Stayed 7 nights in Nov 2024
Verified review

8/10 Good

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

Beautiful views, peaceful, enough room for all.

Wonderful week with the family. Paddle board with the sunrise and lounge by the pool during the day. Close access to restaurants and water excursions.
Stayed 7 nights in Aug 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a wonderful home to gather in! It was clean, big enough for 3 families, the pool was clean, they even has paddle boards, bikes and kayaks you could use. You could fish off the dock, which our 5 year old couldn’t get enough of, fully stocked kitchen with any utensil and pan you would ever need. Really great place to stay. Oh, and the host was superb, and question we had she answered in minutes!
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

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

Family Vacation

The property is beautiful, with ample space for a large group. We had 14 people, all adults, and everyone was comfortable during our stay. Sue is great to work with, very prompt when assistance was needed.
Stayed 7 nights in May 2025
Verified review

10/10 Excellent

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

Awesome!

Wonderful family vacation at a beautiful home. We had such a great time. Sue was super accessible and did an amazing job. Would recommend this home!
Stayed 7 nights in Jan 2025
Verified review

10/10 Excellent

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

Traveling with friends

The property was well equipped..host was available when needed
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

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

Great place just need kayaks and softer sand

Unbelievable property beautiful landscaping everything was great just need a few things softer sand in rear property and some kayaks
Stayed 9 nights in Jan 2020
Verified review

10/10 Excellent

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

Beyond expectations

The property exceeded our expectations and Sue was absolutely lovely.
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

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

Perfect Vacation

Beautiful property. Couldn’t have asked for a more perfect vacation. Property manager was such a delight to work with. Would give 10 stars!!
Stayed 7 nights in Sep 2022
Verified review

10/10 Excellent

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

Anniversary Trip

This place is awesome! 5 couples, plenty of space. We spent most of our time on the back porch, the dock and around the pool. The only thing that could have made our stay better was the weather. Sue was amazing and very attentive. Would definitely stay there again!
Stayed 7 nights in May 2021
Verified review

10/10 Excellent

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

Family Fun

Great place for our extended families. Watching the 2 toddlers, enjoying the beach . Had lots of family meals una well stocked kitchen . Great propert manager .
Stayed 7 nights in Nov 2021
Verified review

10/10 Excellent

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

Beautiful property

From our first drive onto the property we enjoyed our stay! We made plenty of wonderful memories each day as we enjoyed everything the property had to offer! If we had an issue Sue was available to answer questions and provide a solution! We loved being in Islamorada! Hope to get back again!
Stayed 7 nights in May 2021
Verified review

10/10 Excellent

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

This place is amazing!

The house is absolutely beautiful with views from every room. The dock, pool, beach area and porches provide enough space that a large group can spread out. They have everything there you could need, kayaks, kids kayaks, corn hole, and fishing poles. It's close and convenient to everything in Islamorada but with such a beautiful place we didn't want to leave.
Stayed 7 nights in Apr 2023