Vacation Rentals of the Florida Keys

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Vacation Rentals of the Florida Keys

We are like a family at Vacation Rentals of the Florida Keys. We hope you will join our family and Dreaming of your next island getaway?

Make that dream a reality with over 170 of our vacation rental properties to choose from located within the Middle Keys!

10/24/2024

🌊🌴 Indulge in oceanfront luxury at our stunning 5-bedroom, 6-bathroom vacation rental on Grassy Key! 🏝️✨ Enjoy your very own private covered pool with breathtaking views of the ocean, perfect for relaxation and fun in the sun.

Gather your family and friends for an unforgettable escape in the beautiful Florida Keys! Book your paradise getaway today! 🌞💖

https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=185398

10/23/2024

🏖️✨ Dive into fun at our 4-bedroom, 3-bathroom vacation rental in Marathon, FL! 🌊 With a private pool and dockage, you’re just a short drive from the beautiful Sombrero Beach. Perfect for family gatherings and endless sunshine!

Book your getaway today! 🌴💦

https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=185394

10/21/2024

🌴🌊 Host your ultimate family gathering at our stunning 8-bedroom, 8-bathroom vacation rental in Little Torch Key! 🏡✨

Enjoy the luxury of a private pool and dockage, perfect for boating adventures or simply soaking up the sun. With a 5-night minimum stay, there’s plenty of time to create lasting memories with your loved ones in paradise.

Book now and make your getaway unforgettable! 🌺🌞

10/20/2024

🌴✨ Experience luxury in the heart of Marathon, Florida Keys! 🏝️ Our stunning 4-bedroom, 4-bathroom vacation rental features a private pool and dockage, perfect for your next getaway. Just a short walk to Sombrero Beach, you can soak up the sun and enjoy the crystal-clear waters.

Gather your family and friends for an unforgettable escape in paradise! Book your stay today! 🌊💖

https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=188652

10/17/2024

🏖️ Escape to Paradise in the Florida Keys! 🏖️

Imagine waking up to breathtaking oceanfront sunrise views, spending your days in your private pool surrounded by lush landscaping, and enjoying ultimate relaxation with not one, not two, but THREE stunning waterfalls cascading into the pool.

Our 4-bedroom, 4-bathroom luxury vacation rental in Grassy Key offers everything you need for the perfect getaway—including a fully equipped office if you need to mix a little work with your pleasure. Whether you're planning a family vacation or a group escape, this exclusive property is designed to make your stay unforgettable.

☀️ Luxury amenities, ocean breezes, and tropical tranquility await you.

Book your slice of paradise today! 🏝️✨
https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=190744

10/04/2024

🌴 Escape to paradise at the highly sought-after Bonefish Yacht Club in Marathon, FL! This stunning two-story end unit vacation rental features 2 bedrooms, 2.5 bathrooms, and breathtaking open water views. With 2 private docks and access to a community pool, it’s the perfect spot for a relaxing Florida Keys getaway. Don’t miss out on this incredible opportunity to enjoy the best of Marathon! 🌊☀️

https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=193015

10/02/2024

🌴 Searching for the ultimate vacation spot in the Florida Keys? This 4-bedroom, 3-bathroom rental in Marathon, FL is just a short stroll from the beautiful Sombrero Beach and located right in the center of town! With a private pool, 30ft dockage, and ample space for large families, this is the perfect place to enjoy sun, sea, and relaxation. Book your unforgettable Keys getaway today! 🌊☀️

https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=184140

09/30/2024

🏝️ Planning a multi-family vacation to the Florida Keys? This spacious 4-bedroom, 3-bathroom vacation rental in Marathon, FL is just down the street from Sombrero Beach and right in the heart of town! With two floors, each with its own separate entry, it’s the perfect setup for families or groups wanting privacy while vacationing together. Enjoy the best of the Keys with this ideal location! 🌞🏖️

https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=171781

09/27/2024

🏝️ Run to your perfect Florida Keys getaway at this stunning Gulf-front vacation rental in Marathon, FL! 🌊 This spacious 4-bedroom, 4-bathroom home features a private pool, 100 ft dock for your boating adventures, and breathtaking Gulf views. Located in the heart of the Keys, you’re just minutes away from all the island fun. For a limited time, enjoy **20% off** your stay with code **SANDY20**! Don’t miss out on this incredible offer for your dream vacation! 🌅⚓️

https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=182646

09/25/2024

🏝️ Escape to the Keys in this beautiful 3 Bed, 2.5 Bath townhouse located in the Coral Lagoon Resort in Marathon, FL, in the heart of the Florida Keys! 🌊 With spacious living areas, modern amenities, and easy access to both the Atlantic Ocean and Gulf of Mexico, it's the perfect spot for your next vacation. Enjoy the convenience of a full marina, heated pool, and stunning water views from your private balconies. For a limited time, get 20% off your stay with code BOATERS20 at checkout! Don’t miss out on this amazing deal! ⚓️

https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=135683

09/23/2024

🌊 Escape to Aqua Vista in the stunning Florida Keys! 🌴 This 3-bedroom, 3.5-bathroom vacation retreat offers breathtaking open ocean views and convenient canal dockage for your boat. Whether you're fishing, boating, or just soaking up the sun, Aqua Vista is the perfect spot for your getaway.

✨ Book now and enjoy **20% off** with code **FALL20** at checkout! Offer valid until 12/15/2024. Don’t miss out on this amazing deal—your tropical escape awaits! 🏝️

https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=182785

04/24/2024

My incredible team at Vacation Rentals of the Florida Keys at our photo shoot last week in Marathon. Amazing group of Dynamos!

04/19/2024

🌊🏖️ Dive into paradise with our pristine 1-bedroom, 2-bath vacation rental condo nestled in a gated oceanfront community in the Florida Keys! Enjoy ultimate relaxation and luxury amenities just steps away from the beach. Your perfect getaway awaits! Book now and make unforgettable memories. 🌴☀️
https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=189118

02/26/2024

https://newengland.golf/montcalm-golf-club-to-host-new-hampshire-open-june-20-22/

ENFIELD, New Hampshire — Montcalm Golf Club, one of New England’s premier golf courses located in Enfield, New Hampshire, will host the New Hampshire Open Champ

Address

11287 Overseas Highway
Marathon, FL
33050

Website

https://www.vacationrentalsofthefloridakeys.com/

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Luxury Florida Keys Vacation

🌊🌴 Indulge in oceanfront luxury at our stunning 5-bedroom, 6-bathroom vacation rental on Grassy Key! 🏝️✨ Enjoy your very own private covered pool with breathtaking views of the ocean, perfect for relaxation and fun in the sun. Gather your family and friends for an unforgettable escape in the beautiful Florida Keys! Book your paradise getaway today! 🌞💖 https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=185398 #GrassyKey #FloridaKeys #VacationRental #OceanfrontLuxury #PrivatePool

Tipsy Turtle Vacation Rental in the Florida Keys

🏖️✨ Dive into fun at our 4-bedroom, 3-bathroom vacation rental in Marathon, FL! 🌊 With a private pool and dockage, you’re just a short drive from the beautiful Sombrero Beach. Perfect for family gatherings and endless sunshine! Book your getaway today! 🌴💦 https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=185394 #MarathonFL #FloridaKeys #VacationRental #PoolsideParadise #SombreroBeach

Ultimate Family Vacation Rental in the Florida Keys

🌴🌊 Host your ultimate family gathering at our stunning 8-bedroom, 8-bathroom vacation rental in Little Torch Key! 🏡✨ Enjoy the luxury of a private pool and dockage, perfect for boating adventures or simply soaking up the sun. With a 5-night minimum stay, there’s plenty of time to create lasting memories with your loved ones in paradise. Book now and make your getaway unforgettable! 🌺🌞 #FamilyGathering #LittleTorchKey #FloridaKeys #VacationRental #CreateMemories

Luxury Vacation Rental Near Sombrero Beach in the Florida Keys

🌴✨ Experience luxury in the heart of Marathon, Florida Keys! 🏝️ Our stunning 4-bedroom, 4-bathroom vacation rental features a private pool and dockage, perfect for your next getaway. Just a short walk to Sombrero Beach, you can soak up the sun and enjoy the crystal-clear waters. Gather your family and friends for an unforgettable escape in paradise! Book your stay today! 🌊💖 https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=188652 #LuxuryLiving #MarathonFL #FloridaKeys #VacationRental #SombreroBeach

4-bedroom, 4-bathroom luxury vacation rental in Grassy Key

🏖️ Escape to Paradise in the Florida Keys! 🏖️ Imagine waking up to breathtaking oceanfront sunrise views, spending your days in your private pool surrounded by lush landscaping, and enjoying ultimate relaxation with not one, not two, but THREE stunning waterfalls cascading into the pool. Our 4-bedroom, 4-bathroom luxury vacation rental in Grassy Key offers everything you need for the perfect getaway—including a fully equipped office if you need to mix a little work with your pleasure. Whether you're planning a family vacation or a group escape, this exclusive property is designed to make your stay unforgettable. ☀️ Luxury amenities, ocean breezes, and tropical tranquility await you. Book your slice of paradise today! 🏝️✨ https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=190744 #FloridaKeys #GrassyKey #VacationRental #LuxuryLiving #OceanfrontRetreat #PrivatePool #SunriseViews #TropicalEscape

🌊 Stunning Bonefish Yacht Club End Unit with Open Water Views & 2 Docks in Marathon, FL! 🌴

🌴 Escape to paradise at the highly sought-after Bonefish Yacht Club in Marathon, FL! This stunning two-story end unit vacation rental features 2 bedrooms, 2.5 bathrooms, and breathtaking open water views. With 2 private docks and access to a community pool, it’s the perfect spot for a relaxing Florida Keys getaway. Don’t miss out on this incredible opportunity to enjoy the best of Marathon! 🌊☀️ #BonefishYachtClub #MarathonFL #FloridaKeysVacation #OpenWaterViews #DockLife #communitypool https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=193015

🌞 Your Perfect Florida Keys Escape: 4-Bedroom Vacation Home Near Sombrero Beach with Private Pool & Dockage! 🌴

🌴 Searching for the ultimate vacation spot in the Florida Keys? This 4-bedroom, 3-bathroom rental in Marathon, FL is just a short stroll from the beautiful Sombrero Beach and located right in the center of town! With a private pool, 30ft dockage, and ample space for large families, this is the perfect place to enjoy sun, sea, and relaxation. Book your unforgettable Keys getaway today! 🌊☀️ #MarathonFL #SombreroBeach #FloridaKeysVacation #FamilyGetaway #PrivatePool #docklife https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=184140

🌞 Perfect Multi-Family Getaway: 4-Bedroom Vacation Rental Near Sombrero Beach in Marathon, FL! 🏝️

🏝️ Planning a multi-family vacation to the Florida Keys? This spacious 4-bedroom, 3-bathroom vacation rental in Marathon, FL is just down the street from Sombrero Beach and right in the heart of town! With two floors, each with its own separate entry, it’s the perfect setup for families or groups wanting privacy while vacationing together. Enjoy the best of the Keys with this ideal location! 🌞🏖️ #MarathonFL #SombreroBeach #FamilyVacation #FloridaKeysRental #multifamilygetaway https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=171781

🌅 Sandy Shores: 20% Off Your Dream Gulf-Front Escape in Marathon, FL! 🏝️

🏝️ Run to your perfect Florida Keys getaway at this stunning Gulf-front vacation rental in Marathon, FL! 🌊 This spacious 4-bedroom, 4-bathroom home features a private pool, 100 ft dock for your boating adventures, and breathtaking Gulf views. Located in the heart of the Keys, you’re just minutes away from all the island fun. For a limited time, enjoy **20% off** your stay with code **SANDY20**! Don’t miss out on this incredible offer for your dream vacation! 🌅⚓️ #FloridaKeys #MarathonFL #GulfFrontGetaway #SANDY20 #PrivatePool #dockage https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=182646

🌊 Boater's Dream: 20% Off Your Stay at This Stunning 3 Bed, 2.5 Bath Townhouse in Coral Lagoon, Florida Keys! 🏝️

🏝️ Escape to the Keys in this beautiful 3 Bed, 2.5 Bath townhouse located in the Coral Lagoon Resort in Marathon, FL, in the heart of the Florida Keys! 🌊 With spacious living areas, modern amenities, and easy access to both the Atlantic Ocean and Gulf of Mexico, it's the perfect spot for your next vacation. Enjoy the convenience of a full marina, heated pool, and stunning water views from your private balconies. For a limited time, get 20% off your stay with code BOATERS20 at checkout! Don’t miss out on this amazing deal! ⚓️ #FloridaKeysVacation #MarathonFL #BOATERS20 #VacationRental #OceanAccess https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=135683

"🏝️ Aqua Vista: Your Dream Florida Keys Escape with 20% Off! 🌊"

🌊 Escape to Aqua Vista in the stunning Florida Keys! 🌴 This 3-bedroom, 3.5-bathroom vacation retreat offers breathtaking open ocean views and convenient canal dockage for your boat. Whether you're fishing, boating, or just soaking up the sun, Aqua Vista is the perfect spot for your getaway. ✨ Book now and enjoy **20% off** with code **FALL20** at checkout! Offer valid until 12/15/2024. Don’t miss out on this amazing deal—your tropical escape awaits! 🏝️ https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=182785 #FloridaKeysVacation #AquaVista #OceanViews #FallGetaway #Discount #VacationRental

Oceanisle 31 Condo vacation rental florida keys

🌊🏖️ Dive into paradise with our pristine 1-bedroom, 2-bath vacation rental condo nestled in a gated oceanfront community in the Florida Keys! Enjoy ultimate relaxation and luxury amenities just steps away from the beach. Your perfect getaway awaits! Book now and make unforgettable memories. #FloridaKeys #OceanfrontLiving #VacationRental 🌴☀️ https://www.vacationrentalsofthefloridakeys.com/vacation-rental-home.asp?PageDataID=189118

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Just another Day in Paradise...

Kristen Brenner has been handling Vacation Rentals since she first started her Real Estate Career in 1987. My mom started me in the rental division when I was in high school. Nothing like starting from the ground up. I cleaned the rental homes for the company on weekends for extra money. My mom always would give me the "white glove" test, to be sure I got the house as clean as possible. I remember the feeling when she would find something I missed, and I would get angry with myself, but then it became a piece of cake when I knew what was expected of me. My first job in Real Estate was taking over the rental department at Brenner Realty, 1987, and managing about 20 properties. I managed the cleaning staff and the check in's and booking of the properties we managed. We had a manually written calendar and I used typewriters back then, to keep track of the bookings. The rental department has grown and become more efficient now, with software and websites that drive people to our rental homes. Quality homes and great reviews are what we are all about. Personalization is also key. We treat our guests and owners with real-time answers to questions that are asked of us. Our response rates are incredibly fast compared to other agencies because we care. We have 5 people in our office to help you with your vacation. If someone does not know the answer then we will get you one in a timely and professional manner.

We are like a family at Vacation Rentals of the Florida Keys. We hope you will join our family and have the best experience with our qualified team. Together we have 40 years of vacation rental experience. Let us put that knowledge and care to work for you.