KEYS HOLIDAY RENTALS

KEYS HOLIDAY RENTALS Welcome to Keys Holiday Rentals! Let us help you with your Keys vacation or with managing your home! We manage privately owned single family homes and condos.

Established in 2007 we have grown due to our reputation for guest satisfaction and enjoy repeat business. The properties we represent are clean and offer a variety of amenities in a variety of price ranges.

Welcome to The Bungalow House. Your private oasis in the Florida Keys is waiting! This charming 2-bedroom, 2-bath home (...
07/25/2025

Welcome to The Bungalow House. Your private oasis in the Florida Keys is waiting!

This charming 2-bedroom, 2-bath home (plus bonus room) sleeps 5 comfortably and features:
🏡 A heated pool in winter & chilled in summer
🌴 A tranquil, lush backyard for ultimate privacy
🚲 Bayside location within walking or biking distance to downtown
đźš— Plenty of parking for vehicles & boat trailer
🛋 A beautifully designed interior with a cozy faux fireplace
🍳 A fully remodeled kitchen, fully stocked for your stay

From morning coffee on the front porch to sunset swims in your private pool, The Bungalow House is all about peace, comfort, and Keys charm.

📍 Now available — book your stay today!

https://www.keysholidayrentals.com/vacation-rentals/rental/the-bungalow/

Bucket list moment: check.Feeding a tarpon at Robbie’s in Islamorada is equal parts thrilling, splashy, and hilarious — ...
07/21/2025

Bucket list moment: check.

Feeding a tarpon at Robbie’s in Islamorada is equal parts thrilling, splashy, and hilarious — and it's a must-do when you're staying in the Florida Keys.

Pro tip: Grab a frosty drink and some conch fritters from the Hungry Tarpon while you're at it.

📍 Just minutes from many of our vacation rentals in Islamorada!

https://www.keysholidayrentals.com/

Discover the beauty of the Florida Keys! Palms 309 has open dates for you! Experience one of our top-rated accommodation...
07/18/2025

Discover the beauty of the Florida Keys! Palms 309 has open dates for you! Experience one of our top-rated accommodations right on the Atlantic Ocean. Take pleasure in the beach, swimming, boating, fishing, paddle boarding, and a host of other activities!

Send us a direct message or tap the link in our bio to reserve your getaway!

Happy Independence Day from all of us at Keys Holiday Rentals! Wishing you a beautiful Fourth of July filled with sunshi...
07/04/2025

Happy Independence Day from all of us at Keys Holiday Rentals!

Wishing you a beautiful Fourth of July filled with sunshine, salty air, and moments that remind you just how sweet life by the sea can be. Wherever you’re celebrating today, we hope it’s filled with peace, joy, and a touch of coastal magic.

https://www.keysholidayrentals.com/

Top 3 Snorkeling Spots – Florida KeysAlligator ReefSnorkel beneath the historic lighthouse and discover vibrant coral re...
07/02/2025

Top 3 Snorkeling Spots – Florida Keys

Alligator Reef
Snorkel beneath the historic lighthouse and discover vibrant coral reefs teeming with yellowtail snapper, parrotfish, and blue tangs.

Cheeca Rocks
Explore this protected inshore reef, home to sea turtles, colorful corals, and schools of tropical fish. Calm waters make it perfect for a relaxing snorkel.

John Pennekamp Coral Reef State Park
See the famous Christ of the Abyss statue 25 feet below the surface and swim among over 250 species of exotic fish in this stunning underwater park.

Still Searching for 4th of July Plans?Sandglass  #4 in Islamorada just became available July 2nd–9th – and it’s the ulti...
06/27/2025

Still Searching for 4th of July Plans?

Sandglass #4 in Islamorada just became available July 2nd–9th – and it’s the ultimate last-minute getaway for your Independence Day week. Don’t miss out – rare July availability! Call Keys Holiday Rentals today to secure your stay.

https://www.keysholidayrentals.com/vacation-rentals/rental/sandglass-4/

Luxury, but make it barefoot. 🏝️Where turquoise waters meet laid-back vibes, and your biggest decision is sunrise coffee...
06/26/2025

Luxury, but make it barefoot. 🏝️
Where turquoise waters meet laid-back vibes, and your biggest decision is sunrise coffee or sunset cocktails.
Welcome to Islamorada — the barefoot escape you didn’t know you needed. 🌞🌊

📍florida keys

Slow mornings, salty air, and the kind of peace that only the Florida Keys can deliver. Tag your beach buddy & start pla...
06/23/2025

Slow mornings, salty air, and the kind of peace that only the Florida Keys can deliver. Tag your beach buddy & start planning your next getaway.
ceanescape

Spend July in the Florida Keys at Harbor House!Harbor House in Venetian Shores, Islamorada is available for the entire m...
05/21/2025

Spend July in the Florida Keys at Harbor House!

Harbor House in Venetian Shores, Islamorada is available for the entire month of July—and it’s the perfect spot to soak up the sun!

Sleeps 8 | 3 Bedrooms + Trundle | 3 Baths
Private boat slip for up to a 40ft vessel

Open-concept with gorgeous water views, a front balcony overlooking the marina, and a peaceful canal-side porch out back. You’ll love the tropical landscaping, new tiki area, and fire pit for those breezy Keys evenings. 28-day minimum stay.

Book online at the link below:

https://www.keysholidayrentals.com/vacation-rentals/rental/harbor-house/

10/07/2024

Keys Holiday Rentals proudly serves homeowners with top-tier service. From the moment our guests book the home to checking out, we take the stress of managing a vacation rental home off your hands. Your property is our priority! Want to learn more? Visit our website or give us a call at 305-664-8808 to receive a FREE Rental Evaluation by our local experts.

https://www.keysholidayrentals.com/property-management/

Day dreaming about your next diving trip? Make that dream a reality, and stay with us. Enjoy exploring the beautiful ree...
04/01/2024

Day dreaming about your next diving trip? Make that dream a reality, and stay with us. Enjoy exploring the beautiful reefs, and enjoy the comfort of one of our beautiful properties. Check out A Complete Guide to Diving the Florida Keys:

Want to plan your next great escape underwater? Here are all the best things to do in the Florida Keys and Key West.

Address

Islamorada, FL

Opening Hours

Monday 9am - 6pm
Tuesday 9am - 6pm
Wednesday 9am - 6pm
Thursday 9am - 6pm
Friday 9am - 6pm
Saturday 9am - 3pm

Alerts

Be the first to know and let us send you an email when KEYS HOLIDAY RENTALS posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to KEYS HOLIDAY RENTALS:

Share