Vacation Rental Managers in Florida Keys


Avoid costly fees and gain in service by dealing directly with the Vacation Rental Management Company.

These Vacation Rental Management Companies know Florida Keys, they professionally manage the vacation rental properties, and they will assist you in finding the perfect rental property for your vacation.

In addition, many of these rental managers are licensed real estate brokers and agents and can MANAGE, BUY and/or SELL vacation properties for you.

Find Rentals Member Since 2011

Florida Keys Vacation Rentals is one of the largest rental management companies in the Florida Keys and we're dedicated to helping guests find the best vacation home or condo rentals in the Florida Keys. We first help you find your ideal vacation rental property and then ensure that you’ll spend your valuable time enjoying all the Florida Keys has to offer. Not a moment more on lodging logistics than necessary. Florida Keys Vacation Rentals is the only company with property rental... Learn More
Front of Home
3 Beds • Sleeps 6
Your Next Vacation Rental
4 Beds • Sleeps 8
Front of Home
3 Beds • Sleeps 6
Front View
3 Beds • Sleeps 6
Find Rentals Member Since 2004

Rent Key West Vacations is a local vacation rental management company based right on Duval Street, just one block from the Ernest Hemingway Museum. Founder in 1996, Rent Key West Vacations is one of the oldest property management companies in Key West, Florida. Our vacation rentals range from romantic studio cottages to waterfront condos to five-bedroom Old Town Homes, you’re sure to find the perfect fit for your Key West Vacation. Stay for a week, a month, or longer in one of our many... Learn More
Pete's Cottages
4 Beds • Sleeps 8
Havana Lane
2 Beds • Sleeps 4
Casa de Cuba
3 Beds • Sleeps 6
Coconut Cabana
3 Beds • Sleeps 6
Find Rentals Member Since 2004

One of the very few independently owned and operated real estate companies in the Florida Keys, since its creation in 1984. Our vacation rental homes offer more space, privacy, fantastic locations and in some cases – the ability to bring your pets! All of our vacation rentals are located between Marathon and Key West and many are located on Summerland, Cudjoe and Big Pine Keys. These locations are less common but just as spectacular. With over 50 vacation rental homes to choose from,... Learn More
Blue Marlin
3 Beds • Sleeps 6
Bay Pointe
3 Beds • Sleeps 6
Big Torch Retreat
3 Beds • Sleeps 6
Bow Channel Manor
3 Beds • Sleeps 6
Find Rentals Member Since 2018

Historic Hideaways has been in the vacation home business in Key West for over 25 years. Local Knowledge from Local Owners in Key West Florida. We specialize in Weekly, Monthly, and Seasonal Key West Vacation Rentals. All of our vacation home properties are located on the island of Key West itself...most in the Old Town Historic District. Our quality Key West vacation home rentals include villas, condos, townhomes, and private rental homes. Choose from these private and historic Key West... Learn More
Kemp House
3 Beds • Sleeps 6
Truman House
4 Beds • Sleeps 10
2 Beds • Sleeps 4
The Courtyard
1 Bed • Sleeps 2
Find Rentals Member Since 2016

Since 1989 Florida Keys Realty has been serving the real estate needs of visitors and locals in the lower Florida keys with the highest standards or professionalism and integrity. We are a small, intimate company. Our priority is to help you achieve your dream vacation or with the purchase, sale or management of your vacation rental home. We take the time to get to know each customer and we strive to provide the best service possible. Whether vacationing or relocating we aim to be your... Learn More
Blue Heaven
3 Beds • Sleeps 6
Breezeswept Beach
2 Beds • Sleeps 4
Crab Shack
2 Beds • Sleeps 4
Cudjoe Escape - Cudjoe Key Florida -  Roof top star deck with spectacular views of Cudjoe Bay - Florida Keys Realty
3 Beds • Sleeps 6
Find Rentals Member Since 2018

For more than fifteen years, Island Villa Rentals—with Patti Stanley charting its course—has been the trusted source for Islamorada luxury vacation rentals, Tavernier, and Key Largo rentals and destination wedding properties. Your journey into luxurious Florida Keys vacation rentals begins here from Key Largo to Tavernier to Islamorada and beyond! Known as the "sport fishing capital of the world", Islamorada is a haven for anglers in pursuit of sailfish, tarpon, permit, bonefish and many... Learn More
Blue Heaven Bahamas
3 Beds • Sleeps 1
Cabana Flat
3 Beds • Sleeps 1
Green Turtle Beach
5 Beds • Sleeps 10
Hollys Hideout
4 Beds • Sleeps 1
Find Rentals Member Since 2018

Since 2008, Your Source For Upscale Vacation Accommodations In The Florida Keys. Our Luxury Upscale Vacation Rentals includes only the best Accommodations in the Upper Florida Keys. Our inventory includes only the best properties the Upper Florida Keys have to offer. We will do everything to make your luxury vacation relaxing and comfortable. Call or email us with any questions or additional information you may require. Jo Anne Thibeau Property Manager, Florida Keys Luxury Rentals Learn More
Turtle Nest Estate
4 Beds • Sleeps 12
3 Beds • Sleeps 8
Lime Key - Islamorada Florida - House Exterior with Boat Dock - Florida Keys Luxury Rentals
3 Beds • Sleeps 6
Island Palm Estate
10 Beds • Sleeps 22

In the bustling hospitality sector of the Florida Keys, the role of vacation rental managers stands out as a pivotal element in ensuring a seamless and enjoyable stay for visitors. The expertise and personalized services offered by these professionals go beyond mere accommodation arrangements, encompassing a spectrum of benefits that cater to the discerning traveler. From property insights to tailored assistance, the advantages of engaging with vacation rental managers are multifaceted. As we explore the intricacies of their role in shaping unforgettable vacation experiences in the Florida Keys, it becomes evident that their contributions extend far beyond what meets the eye.

Benefits of Direct Booking

Why should travelers consider booking directly with vacation rental managers in the Florida Keys? By avoiding excessive fees and gaining personalized service, visitors can enhance their vacation experience. Booking directly with rental managers cuts out middlemen, reducing unnecessary costs that may arise from third-party booking platforms. Moreover, travelers receive individualized attention and assistance when dealing directly with rental managers. These professionals offer a tailored service based on the specific needs and preferences of each guest, ensuring a seamless vacation rental experience. From expert advice on property selection to attentive guidance throughout the rental process, vacation rental managers in the Florida Keys prioritize customer satisfaction and provide a level of care that sets them apart from traditional booking methods.

Contacting Rental Managers

When ready to connect with vacation rental managers in the Florida Keys, prospective guests can initiate contact by providing essential travel details and preferences through designated inquiry forms. These forms typically require information such as travel dates, number of adults and children, and specific inquiries regarding rates or property details. After submitting the inquiry, rental managers review the provided information to check availability and occupancy. Once the details are assessed, managers will reach out directly via email or phone to discuss the specific dates, rates, or property management options. This direct communication allows guests to inquire about renting, managing, buying, or selling properties in the Florida Keys, ensuring a tailored service based on individual travel needs.

Required Information for Inquiries

Prospective guests seeking to contact vacation rental managers in the Florida Keys are required to provide essential travel details and preferences through designated inquiry forms. When making inquiries, guests should ensure they provide the following details:

  1. Contact Information - Name, email, phone number.
  2. Travel Details - Specify travel dates, number of adults, and children under 18.
  3. Purpose of Inquiry - Specify interest in renting, managing, buying, or selling.
  4. Location Preferences - Provide the desired location or destination of interest.

Professional Services Provided

Upon contacting vacation rental managers in the Florida Keys, guests can access a range of professional services tailored to their travel needs, including rental property management and expert assistance in buying or selling properties. These managers provide tailored assistance to ensure a seamless vacation experience, offering direct communication channels for quick and efficient support. Whether guests are looking to rent a property, manage their existing vacation home, or venture into real estate investment in the Florida Keys area, the vacation rental managers are equipped to provide expert guidance. With a focus on personalized service and in-depth knowledge of the local market, guests can benefit from the direct communication and specialized assistance offered by these professionals to meet their specific requirements.

Expertise in Florida Keys

With an in-depth understanding of the Florida Keys region, vacation rental managers offer unparalleled expertise in guiding guests through their stay in this unique and vibrant destination.

Florida Keys Expertise:

  1. Extensive knowledge of local attractions, including snorkeling spots and fishing charters.
  2. Recommendations for the best dining experiences, from fresh seafood shacks to fine dining establishments.
  3. Insights into the diverse wildlife and marine life that call the Florida Keys home.
  4. Assistance in planning outdoor activities like kayaking, paddleboarding, or sunset cruises.

These vacation rental managers are not just facilitators but also enthusiastic guides, eager to ensure visitors make the most of their time in the Florida Keys.

Frequently Asked Questions

Are Pets Allowed in Any of the Vacation Rentals Managed by the Rental Managers in the Florida Keys?

Pet-friendly accommodations are available in numerous vacation rentals managed by professionals in the Florida Keys. These properties cater to travelers seeking pet-inclusive stays, ensuring a stress-free experience for both guests and their furry companions. From cozy cottages to spacious beachfront villas, visitors can enjoy a wide range of options that welcome pets. Additionally, the area boasts various local pet-friendly attractions, offering opportunities for memorable adventures with four-legged friends.

Are There Any Additional Amenities or Services Available for Guests Staying in Vacation Rentals Managed by These Rental Managers?

Additional services and concierge options are available to enhance the guest experience in vacation rentals managed by these rental managers. Guests can enjoy amenities like housekeeping, grocery delivery, private chef services, and recreational activities coordination. Concierge services may include restaurant reservations, transportation arrangements, and local area guidance. These services aim to provide convenience, comfort, and personalized attention to ensure a memorable stay for guests seeking a hassle-free vacation experience.

Can the Vacation Rental Managers Assist With Arranging Transportation to and From the Rental Properties in the Florida Keys?

Certainly, local vacation rental managers in the Florida Keys often offer assistance with arranging transportation to and from rental properties. They can help guests secure reliable transportation services to explore nearby attractions or dine at renowned restaurants. By leveraging their local expertise, vacation rental managers can provide recommendations and facilitate transportation arrangements, ensuring a convenient and enjoyable experience for guests exploring the vibrant surroundings of the Florida Keys.

Are There Any Special Promotions or Discounts Available for Booking Directly With the Rental Managers in the Florida Keys?

For those seeking exclusive offers and special packages, booking directly with rental managers in the Florida Keys can lead to enticing last-minute deals. By opting for direct booking, travelers may unlock benefits such as exclusive discounts and promotions tailored to their needs. This approach not only ensures cost-effectiveness but also provides a personalized booking experience, enhancing the overall vacation rental process.

How Far in Advance Should Reservations Be Made for Vacation Rentals Managed by the Rental Managers in the Florida Keys, Especially During Peak Seasons?

When planning vacation rentals, especially during peak seasons, it's advisable to make reservations well in advance to secure availability. Last-minute bookings may be challenging due to high demand, limited availability, and potential seasonal pricing fluctuations. Understanding booking trends and the popularity of certain times of the year in the Florida Keys can help in determining the ideal timing for reservations to ensure a smooth and enjoyable vacation experience.