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

Family-friendly beachfront vacation home with outdoor pool

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A spacious room with large windows overlooking a beach, a television, and a comfortable seating area.
A beachfront property with a dock, clear water, and palm trees.
A bedroom with a large window overlooking a beach with palm trees and the ocean.
A modern kitchen with a large island, stainless steel appliances, and pendant lighting.
A wooden deck with a white railing overlooking a beach and a pool.

Reviews

10 out of 10
Exceptional

Entire home

6 bedrooms7 bathrooms4700 sq ft

Popular amenities

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

Explore the area

View in a map
Islamorada, FL
  • Place, Robbie’s of Islamorada
    ‪12 min walk‬
  • Place, Indian Key Historic State Park
    ‪19 min walk‬
  • Place, Anne's Beach
    ‪5 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪37 min drive‬

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About the neighborhood

Islamorada

On the beach.With a stay at this Matecumbe vacation home, you'll be within half a mile (1 km) of Robbie’s of Islamorada and 2 miles (3 km) of Indian Key Historic State Park. Sunset Drive Beach and Bud n' Mary's Dive Center are also within 3 miles (5 km).
View more Vacation Homes in IslamoradaOpens in a new window

What's nearby

  • Robbie’s of Islamorada - 12 min walk - 0.6 miles
  • Indian Key Historic State Park - 19 min walk - 1.0 mile
  • Bud n' Mary's Dive Center - 5 min drive - 4.0 miles
  • Anne's Beach - 5 min drive - 4.1 miles
  • Florida Keys Brewing Co. - 7 min drive - 6.0 miles

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

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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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Property amenities

Beach

  • On the beach
  • Beach loungers
  • Beach towels

Pool/Spa

  • Heated pool
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Wheelchair-accessible parking available

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 6 bedrooms
  • Bedsheets provided

Bathroom

  • 6.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Printer

Comfort

  • Air conditioning

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total (up to 50 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1"on-site accessible parking spaces 1", on-site accessible parking spaces
  • 3 steps to reach entrance
  • Area rugs in public areas
  • No elevator
  • Smooth flooring in public areas
  • Tile flooring in public areas
  • Well-lit path to entrance
  • Wheelchair-accessible parking
  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Bicycle parking
  • Bicycles
  • Heated pool
  • Kayak
  • Pickleball
  • Water sports equipment
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Theme park nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Bicycle parking
  • Bicycles
  • Double-glazed windows
  • Garden
  • Housekeeping (on request)
  • Locally-owned and organized tours and activities
  • Recycling
  • Some LED lighting used
  • Unit size: 4,700 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

House should be left in the condition it was found BAR normal cleaning.
Refunds are given due to cancelation 60 days before arrival. If canceled inside 60 days, we will refund if we can get a replacement guest.
All guests are required to sign the owner contract, which will be emailed to your address on file with VRBO

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 (weight limit: 50 lbs per pet)
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Frequently asked questions

How close is Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool to the airport?

This vacation home is 25.4 mi (32-min drive) away from the Marathon, FL (MTH-Florida Keys Marathon) airport, the closest popular airport to the property.

Does Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool to the beach?

This vacation home is on the beach. Don't forget your sunscreen!

Does Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool?

No, there is no casino at this vacation home.

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

Check-in begins at 4:00 PM.

Is there free parking at Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool?

Free parking is not available at this vacation home.

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

This vacation home features an outdoor pool.

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

There are no spa services available at this vacation home.

How close is Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool to downtown Islamorada?

This vacation home is 5.4 mi away from Islamorada.

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

Reviews

10

Exceptional

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

9.8/10

Cleanliness

Reviews

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

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
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

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

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

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

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!

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

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 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

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

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
Verified review

10/10 Excellent

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

Plenty of room!

We had 2 families (10 people) and we had plenty of room for everyone without feeling the least bit crowded. The pool was awesome and the sunset and sunrises were incredible. Not a beach like we are used to to, but you’re able to easily get in the ocean. The house was super comforted and well equipped. We would definitely stay here again!
Stayed 7 nights in Dec 2020
Verified review

10/10 Excellent

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

Wonderful week

Beautiful property with all the amenities needed for our entire family from the infants to the Grand Parents. I cannot say enough wonderful things. 100% recommended.
Stayed 7 nights in Feb 2023
Verified review

10/10 Excellent

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

good choice

well maintained property.
Stayed 7 nights in Nov 2023
Verified review

10/10 Excellent

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

Perfect family vacation

This house was perfect for our family vacation. Plenty of room for all of us and the kids had room to run around and play. The house is beautiful and the location is perfect. We were able to walk across the street Robbie’s several times for dinner and drinks and for the kids to feed the Tarpon. The house is well cared for and the property manager is very helpful and responsive. We will definitely be back!
Stayed 7 nights in Jan 2021

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