Entire home
Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7
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Reviews
10 out of 10
Exceptional
5 bedrooms4+ bathroomsSleeps 12371.6 sq m
Popular amenities
Rooms & beds
5 bedrooms (sleeps 12)
Bedroom 1 Master Downstairs
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4 - Master Upstairs
1 King Bed and 2 Cribs
Den
+3
6 Single Beds and 1 Queen Sofa Bed
4 bathrooms, 1 half bathroom
Bathroom 1
Bathtub · Toilet · Shower only · Jetted bathtub
Bathroom 2 - uses hall bathroom - toilet, sink, shower
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Bathtub · Toilet · Shower only
Bathroom 5
Bathtub or shower · Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area
About this property
Next availability from May 18th, 2024 - The Last Resort, Islamorada - MM76.7
Islamorada Rental License: VR - 065 *** SATURDAY TO SATURDAY RENTALS ONLY!
If your preferred dates are not available, check our other home, The Last Resort Too - VRBO #4357870, MM 77, or contact us with an inquiry here, SPECIFYING The Last Resort Too
CHECK OUT A FEW WORDS FROM THE OWNERS BELOW THE INITIAL INFORMATION...
4 bed/5 bath beachfront on over 1 acre with a private beach, heated pool & dock
Separate upstairs Den area sleeps up to 6 kids.
* 7 Day minimum rental - Saturday to Saturday *
SORRY, NO WEDDINGS OR LARGE EVENTS ALLOWED
Max 8 adults + 4 children
You must be 25 years+ to rent this home and must be staying for the duration of the rental.
Our house is one of the most highly sought-after vacation homes in Islamorada that regularly books years in advance. The Last Resort is a firm favorite of multi-generational families and friends looking to create memorable moments that last a lifetime in a lush, private, and tropical setting.
As owners, we have spent 24+ years providing the best possible Keys experience for guests. Michele handles the day-to-day operations of the property and ensures guests have everything they need for a stress-free vacation. We believe that guests should not have to worry about 'extra or hidden' charges, so our rates INCLUDE many of the things other vacation rentals charge for, such as pool heat, BBQ gas, kayaks, and baby equipment. Though the property is self-catering, we supply many household items so you don't have to worry about purchasing them, such as laundry detergent, dishwasher detergent, garbage bags, kitchen paper, cleaning fluids, etc.
We also don't charge a security deposit or pet fee. We operate on an honor & integrity system, giving our guests an authentic Keys experience that keeps them returning year after year as repeat guests.
From years of international travel with our kids, one of my pet peeves was the amount of equipment that I had to pack just to go on vacation. Another was arriving at houses that were sparsely stocked or having to rent additional equipment. Greg and I made the commitment to provide as many supplies and equipment for our guests, from all kitchen equipment to baby equipment, from hairdryers & straighteners to lifejackets and water shoes, all to alleviate the need for guests to stuff their suitcases and truly make it a 'pack your shorts, flip-flops & toothbrush' kind of house.
The Last Resort is truly in a beautiful setting, and we look forward to the opportunity to host you, your family, and your friends someday.
Michele & Greg
.... AND NOW THE HOUSE...
Built in 1922, this historic Conch Style oceanfront executive retreat boasts overwhelming views of the Atlantic, large open verandas, 165 feet of private sandy beach, a 15 x 30 seaside heated swimming pool, 37 ft. concrete protected dockage on the canal adjacent to the house, and a gated entrance. Quiet seclusion awaits you at this unique destination.
This 4-bedroom, 5-bath home with 4,000 square feet of living area is situated on over an acre in a private, tropical setting. Located in an upscale neighborhood in famed Islamorada, this fine home offers you the ability to relax, entertain, and enjoy the many recreational activities found only in the Florida Keys!
Recognized by international publications as a preferred location for resort and swimwear photo sessions, the interior is casually furnished, tropically decorated, and offers every imaginable convenience.
* Ralph Lauren
* Victoria's Secret
* Abercrombie & Fitch
* Michael Kors
* Opening shot Bloodlines
* Promo shot HGTV Dream Home
* Variety of European magazines
You'll find an abundance of great island shops, full-service marinas, and popular local restaurants nearby!
Ideal home for extended families, as most of the living space is on the ground level. Also, wide-covered front and back porches are ideal for outdoor entertaining/relaxing. The rear veranda overlooks breathtaking ocean views, palm trees, and a private sand beach. The front veranda overlooks a beautiful, tropical landscaped yard. Our home also has a rooftop deck overlooking the palm-lined sand beach and brilliant shades of the tropical ocean.
Amenities: Two-story home with front and back covered porches, a 15x30 heated in-ground pool, a 165-wide private sand beach, and beautiful landscaping. House includes phone, high-speed wireless Internet/DSL line, dual-zone central air conditioning, ceiling fans in all rooms, 3 cable/smart TVs (both Masters & Living room)(2 smart TVs in the kids' Den, DVD player, and Bluetooth speaker
Full kitchen includes a microwave, dishwasher, refrigerator, beverage fridge, coffee maker & Keurig 2.0, toaster, cooking utensils, and linens provided. 2 washers, 2 dryers, and 2nd fridge in the Laundry room. Jacuzzi tub in the downstairs Master bath.
Gas grill (BBQ). Pets are allowed with advanced permission. 37-foot concrete private dockage with mains water and direct ocean access is available on our canal lot adjacent to the oceanfront home, with plenty of room for a boat trailer.
There is one exterior camera on the front porch pointing towards the driveway. and a 2nd camera on the exterior of the laundry room door. There are no other cameras anywhere on or on the property.
Feel free to send us an inquiry for any further information before making a booking decision. We are always happy to help.
Michele
If your preferred dates are not available, check our other home, The Last Resort Too - VRBO #4357870, MM 77, or contact us with an inquiry here, SPECIFYING The Last Resort Too
CHECK OUT A FEW WORDS FROM THE OWNERS BELOW THE INITIAL INFORMATION...
4 bed/5 bath beachfront on over 1 acre with a private beach, heated pool & dock
Separate upstairs Den area sleeps up to 6 kids.
* 7 Day minimum rental - Saturday to Saturday *
SORRY, NO WEDDINGS OR LARGE EVENTS ALLOWED
Max 8 adults + 4 children
You must be 25 years+ to rent this home and must be staying for the duration of the rental.
Our house is one of the most highly sought-after vacation homes in Islamorada that regularly books years in advance. The Last Resort is a firm favorite of multi-generational families and friends looking to create memorable moments that last a lifetime in a lush, private, and tropical setting.
As owners, we have spent 24+ years providing the best possible Keys experience for guests. Michele handles the day-to-day operations of the property and ensures guests have everything they need for a stress-free vacation. We believe that guests should not have to worry about 'extra or hidden' charges, so our rates INCLUDE many of the things other vacation rentals charge for, such as pool heat, BBQ gas, kayaks, and baby equipment. Though the property is self-catering, we supply many household items so you don't have to worry about purchasing them, such as laundry detergent, dishwasher detergent, garbage bags, kitchen paper, cleaning fluids, etc.
We also don't charge a security deposit or pet fee. We operate on an honor & integrity system, giving our guests an authentic Keys experience that keeps them returning year after year as repeat guests.
From years of international travel with our kids, one of my pet peeves was the amount of equipment that I had to pack just to go on vacation. Another was arriving at houses that were sparsely stocked or having to rent additional equipment. Greg and I made the commitment to provide as many supplies and equipment for our guests, from all kitchen equipment to baby equipment, from hairdryers & straighteners to lifejackets and water shoes, all to alleviate the need for guests to stuff their suitcases and truly make it a 'pack your shorts, flip-flops & toothbrush' kind of house.
The Last Resort is truly in a beautiful setting, and we look forward to the opportunity to host you, your family, and your friends someday.
Michele & Greg
.... AND NOW THE HOUSE...
Built in 1922, this historic Conch Style oceanfront executive retreat boasts overwhelming views of the Atlantic, large open verandas, 165 feet of private sandy beach, a 15 x 30 seaside heated swimming pool, 37 ft. concrete protected dockage on the canal adjacent to the house, and a gated entrance. Quiet seclusion awaits you at this unique destination.
This 4-bedroom, 5-bath home with 4,000 square feet of living area is situated on over an acre in a private, tropical setting. Located in an upscale neighborhood in famed Islamorada, this fine home offers you the ability to relax, entertain, and enjoy the many recreational activities found only in the Florida Keys!
Recognized by international publications as a preferred location for resort and swimwear photo sessions, the interior is casually furnished, tropically decorated, and offers every imaginable convenience.
* Ralph Lauren
* Victoria's Secret
* Abercrombie & Fitch
* Michael Kors
* Opening shot Bloodlines
* Promo shot HGTV Dream Home
* Variety of European magazines
You'll find an abundance of great island shops, full-service marinas, and popular local restaurants nearby!
Ideal home for extended families, as most of the living space is on the ground level. Also, wide-covered front and back porches are ideal for outdoor entertaining/relaxing. The rear veranda overlooks breathtaking ocean views, palm trees, and a private sand beach. The front veranda overlooks a beautiful, tropical landscaped yard. Our home also has a rooftop deck overlooking the palm-lined sand beach and brilliant shades of the tropical ocean.
Amenities: Two-story home with front and back covered porches, a 15x30 heated in-ground pool, a 165-wide private sand beach, and beautiful landscaping. House includes phone, high-speed wireless Internet/DSL line, dual-zone central air conditioning, ceiling fans in all rooms, 3 cable/smart TVs (both Masters & Living room)(2 smart TVs in the kids' Den, DVD player, and Bluetooth speaker
Full kitchen includes a microwave, dishwasher, refrigerator, beverage fridge, coffee maker & Keurig 2.0, toaster, cooking utensils, and linens provided. 2 washers, 2 dryers, and 2nd fridge in the Laundry room. Jacuzzi tub in the downstairs Master bath.
Gas grill (BBQ). Pets are allowed with advanced permission. 37-foot concrete private dockage with mains water and direct ocean access is available on our canal lot adjacent to the oceanfront home, with plenty of room for a boat trailer.
There is one exterior camera on the front porch pointing towards the driveway. and a 2nd camera on the exterior of the laundry room door. There are no other cameras anywhere on or on the property.
Feel free to send us an inquiry for any further information before making a booking decision. We are always happy to help.
Michele
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
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10.0 out of 10, Exceptional, (123 reviews)
House Rules
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
Prior permission required.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
About the area
Islamorada
Located in Matecumbe, a neighbourhood in Islamorada, this holiday home is near theme parks and on the beach. Keys History & Discovery Center and History of Diving Museum are cultural highlights, and some of the area's activities can be experienced at Robbie’s of Islamorada and Bud n' Mary's Dive Center. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.

Islamorada, FL
What's nearby
- Robbie’s of Islamorada - 2 min drive - 2.0 km
- Indian Key Historic State Park - 3 min drive - 3.0 km
- Anne's Beach - 5 min drive - 6.0 km
- Bud n' Mary's Dive Center - 7 min drive - 7.0 km
- Florida Keys Brewing Co. - 9 min drive - 10.3 km
Getting around
Restaurants
- Hungry Tarpon Restaurant - 2 min drive
- Lazy Days Restaurant - 5 min drive
- Papa Joe’s Waterfront - 4 min drive
- Lorelei Restaurant & Cabana Bar - 8 min drive
- Wendy's - 8 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
1 March 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Feb 2026
Verified
10/10 Excellent
Jodi A.
27 February 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jodi A.
Stayed 7 nights in Feb 2026
Verified
10/10 Excellent
Jeffrey A.
19 March 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jeffrey A.
Stayed 7 nights in Mar 2026
Verified
10/10 Excellent
Judith S.
6 January 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Judith S.
Stayed 7 nights in Dec 2025
Verified
10/10 Excellent
Katie S.
26 October 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Katie S.
Stayed 7 nights in Oct 2025
Verified
10/10 Excellent
Paige W.
22 November 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Paige W.
Stayed 7 nights in Nov 2025
Verified
10/10 Excellent
Kimber T.
14 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kimber T.
Stayed 7 nights in Jun 2025
Verified
10/10 Excellent
Jeff S.
31 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent
Jeff S.
Stayed 7 nights in May 2025
Verified
10/10 Excellent
Carl C.
13 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome Stay
Carl C.
Stayed 7 nights in Dec 2022
Verified
10/10 Excellent
Lisa S.
27 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location- beautiful
Lisa S.
Stayed 7 nights in May 2023
Verified
10/10 Excellent
Jackie G.
7 April 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great time
Jackie G.
Stayed 7 nights in Mar 2024
Verified
10/10 Excellent
Carol S.
15 March 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family get together
Carol S.
Stayed 7 nights in Mar 2025
Verified
10/10 Excellent
Jennifer M.
23 December 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Last Resort
Jennifer M.
Stayed 7 nights in Dec 2022
Verified
10/10 Excellent
Cindy
25 January 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Winter getaway
Cindy
Stayed 7 nights in Jan 2023
Verified
10/10 Excellent
Wyn S.
2 January 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Place!
Wyn S.
Stayed 7 nights in Apr 2022
Verified
10/10 Excellent
Kelly T.
11 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Idyllic Islamorada Experience
Kelly T.
Stayed 7 nights in Nov 2024
Verified
10/10 Excellent
Shawnda P.
3 January 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Paradise
Shawnda P.
Stayed 7 nights in Dec 2023
Verified
10/10 Excellent
Ann Marie B.
9 April 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing
Ann Marie B.
Stayed 7 nights in Apr 2023
Verified
10/10 Excellent
Lynn K.
3 August 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
We’ll Be Back 😉
Lynn K.
Stayed 7 nights in Jul 2024
Verified
10/10 Excellent
Cecil M.
5 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
FABULOUS ACCOMODATIONS!
Cecil M.
Stayed 7 nights in Jun 2025
Verified
10/10 Excellent
Brad B.
20 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Last Resort
Brad B.
Stayed 7 nights in May 2023
Verified
10/10 Excellent
Susan l.
11 December 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy

Susan l.
Stayed 7 nights in Nov 2025
Verified
10/10 Excellent
Anne S.
25 March 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Paradise
Anne S.
Stayed 7 nights in Mar 2025
Verified
10/10 Excellent
Richard G.
21 August 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful historic feel, well appointed
Richard G.
Stayed 7 nights in Aug 2024
Verified
10/10 Excellent
Julie H.
6 March 2020
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Family Vacation!
Julie H.
Stayed 7 nights in Feb 2020
About the host
Hosted by Michele Rosborough & Greg Feeley
Greg and Michele are married with 4 children in total: 2 out of College, the 3rd a Junior, and a 10th Grader. We live in Chapel Hill, North Carolina, which is a suburb of Raleigh. We have owned our home in Islamorada since 2000; prior to that, we owned a condo in Truman Annex in Key West, FL, since 1993. Greg worked in Finance for IBM/Lenovo & Cisco and lived/worked in England from 1998-2000 and Dublin, Ireland from 2000-2004 with IBM. He recently retired and enjoys spending time with my family, traveling, Islamorada, playing sports, and listening to boring financial shows and the History Channel. Michele is from Dublin- Ireland, a Management Consultant, an avid world traveler for work and recreation, and a major hockey fan.
In 2021, we added a 2nd property called The Last Resort Too. This larger home is set on two acres and is 6 bed/6.5 bath. One of those beds/baths is in a separate but attached guest cottage, perfect for a couple seeking some peace and quiet.
The house is located at MM 77 and is about 300 yards north of The Last Resort towards Robbies.
The VRBO number for this house is 4357870. The Last Resort Too has a beautiful walking and fishing dock but, unfortunately, is too shallow for all but flat bottom boats. The dock is a big hit with the kids who love fishing in the evening.
We hope you like this latest addition.
In 2021, we added a 2nd property called The Last Resort Too. This larger home is set on two acres and is 6 bed/6.5 bath. One of those beds/baths is in a separate but attached guest cottage, perfect for a couple seeking some peace and quiet.
The house is located at MM 77 and is about 300 yards north of The Last Resort towards Robbies.
The VRBO number for this house is 4357870. The Last Resort Too has a beautiful walking and fishing dock but, unfortunately, is too shallow for all but flat bottom boats. The dock is a big hit with the kids who love fishing in the evening.
We hope you like this latest addition.
Why they chose this property
Close proximity to local shops, dining and Marinas. This is one of the largest property sites in Islamorada with a private sand beach and private canal dockage across the street. I purchased this home primarily due to the size of the oceanfront land as well as its charm in being a ground level home with lots of windows for viewing the beautiful surroundings (homes built after 1974 in the Keys have to be elevated) One of the more important considerations was the safety for kids and that is was an authentic Keys Conch home. It was built in 1922 and has some very interesting history to it. Islamorada and the house is a great location and makes it perfect for reconnecting with friends and family away from the hustle and bustle of life.
What makes this property unique
The Last Resort has overwhelming views of the Atlantic, large open verandahs, 165 feet of private sandy beach and a 15 x 30 foot seaside heated swimming pool, all on over one acre of private tropical land. (MM 76.7) The property also boasts a 37 foot protected concrete dock on the canal adjacent to house with direct ocean access. Quiet seclusion awaits you at this unique destination. Located in the middle of the Florida Keys, in the upscale neighborhood of Lower Matecumbe, this four bedroom, four bath home; with 4,000 square feet of living area, offers you the ability to relax, entertain and enjoy the many recreational activities found here. It is the ideal home for extended families due to the majority of living space being on the ground level. We are also a pet-friendly property! The wide-covered front and back porches are ideal for outdoor entertaining and relaxing. The rear verandah overlooks breath-taking ocean views, palm trees, and the white sand beach, while the front verandah overlooks a beautiful tropical landscaped garden. Our vacation home also has a Roof Top Viewing Deck, again with stunning views of the palm-lined sandy beach, and views of the blue & turquoise Ocean as far as the eye can see. See our Photos. Recognized as a preferred location by International Designers & Publications for fashion and swimwear photo sessions, the interior is casually furnished, tropically decorated, and provides every imaginable convenience. You will find an abundance of great island shops, full-service marinas, and popular local restaurants nearby!
Languages:
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