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

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

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 wooden deck with a white railing overlooking a beach and a pool.
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.

Reviews

10 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • On the beach
    A rare beachfront property in the area - enjoy direct access to the beach and sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Robbie’s of Islamorada

Popular amenities

  • On beach
  • Patio
  • Private pool
  • Dog-friendly
  • Outdoor barbecue
  • Air-conditioning

Explore the area

View 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

Rooms & beds

6 bedrooms (sleeps 14)

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 5

4 Single Beds

Bedroom 6

1 King Bed and 1 Crib

Living Room 1

2 Single Sofa Beds

Master

+1
1 King Bed, 1 Crib, 1 Child Bed and 2 Single Beds

6 bathrooms, 1 half bathroom

Bathroom 1

Towels provided · Bathtub or shower · Toilet · Jetted bathtub · Hair dryer

Bathroom 2

Towels provided · Toilet · Shower only · Hair dryer

Bathroom 3

Towels provided · Bathtub or shower · Bathtub · Toilet · Hair dryer

Bathroom 4

Towels provided · Toilet · Shower only · Hair dryer

Bathroom 5

Towels provided · Bathtub or shower · Bathtub · Toilet · Hair dryer

Bathroom 6

Towels provided · Toilet · Shower only · Hair dryer

Bathroom 7

Towels provided · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Number of living rooms
Outdoor play area
Garden
Dining area

Add dates for prices

Similar properties

Pool Deck to hammock
Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7
Matecumbe
  • Ocean view
  • Pool
  • Kitchen
  • Washing machine
10.0 out of 10, Exceptional, (104 reviews)
Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7

About the area

Islamorada

Located in Matecumbe, a neighbourhood in Islamorada, this holiday 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 travelling with kids. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
View more Holiday homes in IslamoradaOpens in a new window
Map
Islamorada, FL

What's nearby

  • Robbie’s of Islamorada - 12 min walk - 1.0 km
  • Indian Key Historic State Park - 19 min walk - 1.6 km
  • Bud n' Mary's Dive Center - 5 min drive - 6.3 km
  • Anne's Beach - 5 min drive - 6.6 km
  • Florida Keys Brewing Co. - 7 min drive - 9.7 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 23 kg per pet.

How much is parking at Booking heavily for 2027 and 2028! - Stunning Oceanfront Estate - Private Pool?

On-site 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?

Checkout 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 holiday 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 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
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

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

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
Response from VrboOwner on 19 July 2023
Thank you for taking the time to leave a review. I am happy that you enjoyed your stay at the Last Resort Too and Islamorada!
Verified review

10/10 Excellent

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

Family Vaca

Amazing property!
Stayed 7 nights in Nov 2024
Response from VrboOwner on 27 Nov 2024
Thank you Stefanie! I'm so glad your family enjoyed the Last Resort Too! We hope to see you again in Islamorada!
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
Response from VrboOwner on 13 Aug 2023
Thank you chuck for your nice review. I am glad that you enjoyed your week in the Keys with your family and friends:)
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
Response from VrboOwner on 24 Aug 2024
Thanks Candy... you were fabulous to work with! I hope we meet up again in Islamorada!
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
Response from VrboOwner on 19 July 2023
Thank you Sarah for your review! I hope you and your family will come back to visit us again at The Last Resort Too:)
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
Response from VrboOwner on 13 Aug 2025
Thank so much for your review Debra! What a great trip for your group:) We are glad you enjoyed the Last Resort Too. You were such a pleasure to assist in planning your trip. Hope to see you again soon:)
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
Response from VrboOwner on 2 Mar 2025
Thank you Valerie for your sweet review:) I enjoy hearing about your families experiences while at Last Resort Too! How special to se a manatee momma and her baby. That is such a treat! Thank you for allowing us to host your stay.
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
Response from VrboOwner on 4 June 2025
Thank you Kim for your kind review:) We are happy that we had the opportunity to host your family and friend vacation! We hope to see you again in Islamorada!
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
Response from VrboOwner on 10 Feb 2025
Thank you Kim for your nice review. I'm so glad that your family enjoyed their week at The Last Resort Too! We hope to see you again:)
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
Response from VrboOwner on 16 June 2024
Thank you for taking the time to leave our home a review. Very glad that you and your friends had a nice week at the Last Resort Too!
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
Response from VrboOwner on 7 Nov 2023
Thank you for your nice review. I am glad that you enjoyed a great trip with your family at the Last Resort Too! Islamorada has so much to offer to families of all ages:)
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
Response from VrboOwner on 19 July 2023
Thank you Ray... I'm so glad that you enjoyed Southern Comfort. Our beach sand is unlike other areas... The Keys is very unique:) I agree kayaks would be lovely at the property.
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
Response from VrboOwner on 10 Apr 2024
Thank you Deb for your review! It was a pleasure meeting you and your family. Hope to see you again next year:)
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
Response from VrboOwner on 19 July 2023
Thank you Karen for your awesome review! I hope you and your family will come back and visit us again at The Last Resort Too:)
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
Response from VrboOwner on 19 July 2023
Thank you Darla... I tried to order better weather but Mother Nature must have been on vacation:) I hope to see you again:) Thank you for staying with us at the Last Resort Too!
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
Response from VrboOwner on 4 Aug 2024
Thanks Jodi for your review. I am so happy that you and your family enjoyed a fun week together at The Last Resort Too. It really is the perfect multi generational home!
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
Response from VrboOwner on 19 July 2023
Thank you Donna! What a gorgeous week with the grand kids:) You were able to stock up on Vitamin D! We appreciate you visiting us here in Islamorada.
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
Response from VrboOwner on 19 July 2023
Thank you Linda for staying with us at the Last Resort Too! So nice to hear that you enjoyed your stay in Islamorada:)
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
Response from VrboOwner on 19 July 2023
Thank you Kay for your beautiful review! The Last Resort Too is really a fun and charming oceanfront family retreat. I am so glad that you and your family enjoyed your trip to Islamorada!
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
Response from VrboOwner on 19 July 2023
Thank you Andrea I appreciate you sharing your review of Southern Comfort. I'm glad you and your family enjoyed your visit to the Keys!
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
Response from VrboOwner on 19 July 2023
Thank you Leisa for your review. What a memorable vacation with 3 generations! Come back and visit us again in Islamorada!
Verified review

10/10 Excellent

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

good choice

well maintained property.
Stayed 7 nights in Nov 2023
Response from VrboOwner on 5 Dec 2023
Thank you for your review. I am glad you enjoyed your stay at the Last Resort Too! We hope to see you again in Islamorada:)
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
Response from VrboOwner on 19 July 2023
Thank you Sara! I am very happy that you and your family enjoyed your stay at Southern Comfort. We would love you to come back.
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