Next available - August 2026 - Oceanfront - Heated Pool - Dock

Islamorada, Florida
$1283 avg/night Minimum Stay 7 Nights
Bed 5

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 12

Max Sleeps

Night 7 nights

Min Stay

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

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    2 Total (up To 50 Lbs Per Pet) Pet Friendly Welcoming Dogs Only
  • BEACH

    Beach Sun Loungers Beach Towels On The Beach
  • DINING

    Breakfast Available For A Fee Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 4000 Sq Ft (372 Sq M)
  • KITCHEN

    Cookware/dishes/utensils Dishwasher Microwave Oven Paper Towels Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Detergent Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Dock Fenced Yard Garden Gas Grill Outdoor Entertainment Area Outdoor Furniture Rooftop Terrace
  • POOL/SPA

    Fence Around The Pool Heated Pool Outdoor Pool Private Pool
  • BATHROOMS

    4.5 Bathrooms Bathtub Or Shower Hair Dryer Jetted Bathtub Shampoo Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bicycle On Site Fishing Nearby Fitness Facilities Nearby Kayak On Site Marina Nearby Sailing Nearby Scuba Diving Nearby Snorkeling Nearby Swimming Nearby Water Park Nearby Water Skiing Nearby Water Sports Equipment Water Tubing Nearby
  • ENTERTAINMENT

    Books DVD Player Games Stereo Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Ceiling Fan Heating
  • FAMILY FRIENDLY

    Baby Monitor Children's Books Children's Dinnerware Children's Games Children's Toys Highchair Stair Gate
  • LOCATION HIGHLIGHTS

    In A Village Near A Hospital Near A Zoo Near The Bay Near The Ocean Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Chef Housekeeping (on Request) Iron/ironing Board Phone
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 07:00 PM CheckOut Check-out : 07:00 PM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 12

Map Map

School District Rates & Availability

Review Review

  • Rita M.

    Submitted Feb 7, 2026

    Stayed Jan 31, 2026

    Host is very welcoming. Loved the privacy and the room we had. The pool was fantastic!

  • Mark C.

    Submitted Jan 18, 2026

    Stayed Jan 10, 2026

    Our family of seven absolutely loved our stay at The Last Resort in Islamorada. From the moment we arrived, we were impressed. Each bedroom was spotless and felt like a high-end hotel, with towels and toiletries thoughtfully laid out on every bed. We’ve stayed in many VRBO homes, but none have ever been this well appointed for a full weeklong vacation.The bathrooms were fully stocked with plenty of towels, makeup towels, hair dryers, straighteners, curling irons, and spa-like shampoo, conditioner, and body wash. Everything felt upscale, intentional, and impeccably clean.The kitchen was better stocked than our own home—tons of pots, pans, utensils, quality knives, glasses, a coffee maker, and an espresso machine. With seven of us, the two washers and dryers were a huge bonus. There was also a utility room stocked with extra towels, lightbulbs, batteries, and supplies. I’ve never seen a rental so thoughtfully prepared.The location is unbeatable. The home sits about 30 feet from the ocean, and you step directly from the back deck onto the sand. Sandy beaches are rare in the Keys, and this felt like our own private beach. We relaxed in hammocks, played cornhole and spikeball, and enjoyed true family time. The heated pool was fantastic, and when we had a small issue, the owner resolved it within an hour.The owner also provided a detailed PDF guide that made the stay seamless. The oceanfront porch with rocking chairs was amazing. We will be back for sure.

  • Judith S.

    Submitted Jan 6, 2026

    Stayed Dec 27, 2025

    Yes. Absolutely. Host was great, responded immediately. Amenities were outstanding Location was outstanding.

  • Susan l.

    Submitted Dec 11, 2025

    Stayed Nov 23, 2025

    We were a family of 12, 7 adults 5 kids 6-13. The house was perfect. anything one needed a top of the line coffee grinder and coffee maker even a keurig. Pots, pans, cookie sheets, dishes, glasses serving dishes. There were 2 washers and dryers . The 2 mothers actually used them detergent etc supplied foil, even parchment sheets. A dishwasher, 2 standard fridges The heated pool provided endless fun with any pool toy imaginable. Oh and there were several iguanas at the side of the house to amuse us. It was a 10 minute drive to Publix and a short ride to a stone crab fisherman, Dave, his boat Nuthins Purfect and his company is Dawn Marie. He cracked the claws and cautioned us to eat them within 5 hours. Just sitting on the porch and watching the sea was enough for me. The view is on a Netflix series intro to Bloodline. We loved every minute. Since our family lives in michigan, virginia, and oregon and we live in new jersey the cousins got to bond. We the grandparents got to love seeing them so at home and happy. Michelle and Gregg have created a magical place and we thank them. If i forgot anything just email Michelle. She answers promptly like in 2 minutes even when she was in Europe. Omt some of our group drive to the Everglades. Plenty of alligators but no pythons. I skipped that trip but they loved it.

  • Paige W.

    Submitted Nov 22, 2025

    Stayed Nov 8, 2025

    This home was perfect for celebrating my birthday with family and friends. We all had an amazing time and were impressed with all the amenities. We didnt leave the house much because it had everything we needed and wanted - beautiful veiw, the ocean, pool and comfortable places to cook, eat and relax. We will definitely be booking again!

  • Katie S.

    Submitted Oct 26, 2025

    Stayed Oct 18, 2025

    Incredible home, had everything we needed and more! Had the most relaxing week and were sad to leave! Picture perfect Keys rental! Highly recommend!

  • Cecil M.

    Submitted Jul 5, 2025

    Stayed Jun 28, 2025

    Our family of eleven vacationed together to help celebrate our 50th wedding anniversary. The house was very well equipped with all of our needs.The upstairs toilets both had some issues with running until we jiggled the handles. Also the hand towel holder needs to be repaired, as it was broken upon arrival. Also a rocking chair on the back porch broke while my husband was sitting in it, but he fixed it with some tools he found in the closet. The kitchen, living room seating, and all bedrooms were PERFECT! Everyone enjoyed the pool, ocean, kayaks, pool toys, area restaurants, etc. Everything was absolutely excellent!!!Thank you VERY MUCH!!!

  • Kimber T.

    Submitted Jun 14, 2025

    Stayed Jun 7, 2025

    Wonderful place to stay for families. We loved it. Rooms and bathrooms were fantastic. Michele was a great host that made sure our stay was perfect.

  • Jeff S.

    Submitted May 31, 2025

    Stayed May 24, 2025

    Enjoyed greatly!Fantastic host!!

  • Anne S.

    Submitted Mar 25, 2025

    Stayed Mar 15, 2025

    If you are lucky enough to find an opening for this house, just book it.The house and property are truly exceptional. Everything is thoughtfully labeled in the house, which is really handy when you just want to know what light switch turns on which light! The kitchen and bathrooms are VERY well stocked.The canal out back is very nice and my kids actually caught some cool fish out there. Manatees came to visit there are well. We loved the kayaks and paddle boards. The home is over 100 years old but beautifully updated. The views will take your breath away.Perhaps the best part is Michele. She is amazing—the most responsive and caring owner/manager we have ever dealt with. We were sad to leave and beyond grateful for the priceless family memories.

  • Carol S.

    Submitted Mar 15, 2025

    Stayed Mar 8, 2025

    Everything just great except need better vaccum

  • Kelly T.

    Submitted Nov 11, 2024

    Stayed Nov 2, 2024

    Three generations of our family enjoyed a wonderful vacation at The Last Resort. The house was beautifully appointed and well stocked as described in the listing. It had everything we needed for a memorable beach vacation. The owner was friendly, helpful, and easy to communicate with. We hope to return! back!ThownerfrieThowwith.

  • Richard G.

    Submitted Aug 21, 2024

    Stayed Aug 3, 2024

    A beautiful house and really well appointed. It is rare that you rent a property with the level of dishware, silverware and kitchen tools that this place has. Also, the decoration made you feel at home, not like you were inside a rental. The porch is great for sitting and the view was wonderful. We did have strong winds that pushed alot of sargassum on the beach the first day. It was not cleared until our final day. That would be the only challenge that we experienced.

  • Lynn K.

    Submitted Aug 3, 2024

    Stayed Jul 27, 2024

    This was an awesome week at The Last Resort. It was everything we thought it would be….and so much more. Have already reservoir to book again for Summer of 2025! Great home, great location and so much in the area for water activities, marine parks, great waterside restaurants. Simply beautiful week

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Total

Includes taxes and fees
$1,283+
View details