Welcome to Captains Quarters - A Charming 2 Bedroom Retreat

Captains Quarters
Captains Quarters
Cozy Living Room With Sofa And Coffee Table
Colorful Dining Room With Mixed Chairs And Table

Welcome to Captains Quarters - A Charming 2 Bedroom Retreat

Discover the perfect getaway at Captains Quarters. Our charming 2 bedroom vacation rental in Islamorada, FL offers a cozy retreat for up to 6 guests. Experience the beauty of this waterfront paradise and enjoy nearby activities and amenities.


Vacation Home in Islamorada Florida

87200 Overseas Hwy. Apt C6
How Many Bedrooms? 2 Bedrooms • Sleeps 6
How Many Bathrooms? 2 Full Bathrooms
Air Conditioning: Yes
Pool: Pool
Washer/Dryer: Yes
Map of Islamorada

Rates & Availability  
(Displayed in USD)


  • Rates From $6,500 per month
  • Minimum Stay: 28 Days

Rates from $6,500 per month
Additional fees may apply
Book Direct 283 Rentals Available
Reservations and Guest Services at Florida Keys Vacation Rentals

In Business Since 1955


Daytime Phone Number
Evening Phone Number
Reference this Property as:

Property #169160
Captains Quarters


Availability details can be found on the Florida Keys Vacation Rentals Inc. website.

Book Direct through Florida Keys Vacation Rentals Inc. for maximum savings and service!

Availability Details


Season Nightly Weekly Monthly
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500
Jan 01, 2020 - Dec 31, 2032
Minimum Stay: 28 Days
n/a n/a $6,500

Featured Amenities

» Air Conditioning
» Pool
» Washer/Dryer

Other Property Amenities

    # Bathrooms: 2, Bed Size 1st/Master: KING, Micro/Dishwash/Disp.: YES, Upstairs/Downstairs: YES, Security/Gated: YES

Nestled within the idyllic Executive Bay Club community in Islamorada, Florida, 'Captains Quarters' offers a truly inviting getaway for vacationers seeking a cozy retreat. With its two bedrooms and a range of amenities, this vacation rental promises comfort and convenience. From its prime location to the nearby attractions and activities, 'Captains Quarters' provides an ideal base for exploration and relaxation. But there's more to discover about this charming property, so let's embark on a virtual tour and uncover the hidden gems that make it a standout choice for your next vacation in Islamorada.

Property Location and Amenities

Located at 87200 Overseas Hwy, Apt C6 in Islamorada, Florida, this cozy 2-bedroom vacation rental offers an exclusive retreat within the Executive Bay Club community. Situated just steps away from the beach, guests can enjoy convenient beach access for a day of sun and relaxation. The property also boasts a sparkling pool, tennis courts, and a clubhouse, providing ample opportunities for recreation and socializing. In addition to its luxurious amenities, this vacation rental is conveniently located near a variety of nearby attractions. Guests will find themselves within close proximity to shopping centers, restaurants, marinas, and boutiques, ensuring that there is never a shortage of things to do and explore. For those looking for even more activities, the property is next to Founders Park, offering additional amenities like a pool and a walking path. With its prime location and array of nearby attractions, this vacation rental is the perfect choice for those seeking a memorable and enjoyable getaway.

Property Description

Nestled within the beautifully landscaped grounds of the Executive Bay Club community in Islamorada, Florida, this cozy 2-bedroom vacation rental offers a resort-style living experience with all the comforts of home. The interior design of the property exudes a warm and inviting atmosphere, with tastefully chosen furnishings and decor that create a relaxing ambiance. The open-concept living area features a comfortable seating arrangement and a well-equipped kitchen, perfect for preparing meals. The bedrooms are spacious and well-appointed, ensuring a restful night's sleep. Outside, guests can enjoy the daily sunsets and take advantage of the community amenities, including access to the beach, a sparkling pool, tennis courts, and a clubhouse. Additionally, there are plenty of nearby attractions to explore, such as shopping, restaurants, marinas, and boutiques, making this vacation rental an ideal choice for those looking to experience the best of Islamorada.

Resort-Style Living

With its beautifully landscaped grounds and array of community amenities, the cozy 2-bedroom vacation rental in Islamorada, Florida offers a resort-style living experience that is sure to impress. Guests staying at this property will have access to a range of resort amenities, including a sparkling pool, tennis courts, and a clubhouse. Whether you want to relax by the pool, enjoy a game of tennis, or socialize with other guests in the clubhouse, there is something for everyone to enjoy. Additionally, the rental is conveniently located near a variety of nearby attractions, such as shopping, restaurants, marinas, and boutiques. For those looking to explore further, the property is also within close proximity to Founders Park, which offers additional amenities like a pool and walking path.

Rental Rates and Fees

The rental rates and fees for the cozy 2-bedroom vacation rental in Islamorada, Florida are as follows. The rental rates range from $4500 to $6000, depending on the time of year and availability. It is important to note that taxes, at a rate of 12.5%, are not included in the rental rate. In addition to the rental rate, there is a non-refundable booking fee of $50 and a departure cleaning fee of $300. To secure the rental, a refundable security deposit of $500 is required. This deposit is subject to a refundable deposit policy, which means that it will be returned to the renter after their stay, provided there are no damages or excessive cleaning required. It is recommended that renters compare rental rates and fees to ensure they are getting the best deal for their vacation.

Availability and Booking

To inquire about the availability and booking of the cozy 2-bedroom vacation rental in Islamorada, Florida, interested individuals can visit the Florida Keys Vacation Rentals website. On the website, visitors can find all the necessary information about the property, including its location, amenities, and rental rates. They can also view a calendar with availability details and fill out an inquiry form to express their interest. Here are some key points to note:

  • Cancellation Policy: It is important to familiarize yourself with the cancellation policy before making a booking. The policy may vary depending on the length of stay and the time of cancellation.

  • Nearby Attractions: The vacation rental is conveniently located near various attractions, such as shopping centers, restaurants, marinas, and boutiques. Additionally, Founders Park, which offers a pool and walking path, is right next door, providing additional amenities for guests to enjoy during their stay.

Additional Services

In addition to offering a range of vacation rental options, Florida Keys Vacation Rentals provides a variety of additional services to enhance the overall guest experience. Travel insurance can be purchased for an additional fee, giving guests peace of mind during their stay. The property also boasts daily sunsets, allowing guests to relax and enjoy the stunning views from the comfort of their rental. Additionally, Florida Keys Vacation Rentals offers property management services for those interested in renting out their own properties or purchasing a vacation rental. Buyer and seller inquiries can be made, providing a convenient and efficient way to navigate the real estate market. With these additional services, Florida Keys Vacation Rentals goes above and beyond to ensure a memorable and enjoyable stay for their guests.

Property Management

With their comprehensive property management services, Florida Keys Vacation Rentals offers a seamless and efficient solution for homeowners looking to rent out their properties or for those interested in purchasing a vacation rental. They handle all aspects of property maintenance, ensuring that the property is well-maintained and in top condition for guests. Additionally, they provide tenant screening services, thoroughly vetting potential tenants to ensure that they are reliable and trustworthy. This helps to minimize the risk of any issues or problems arising during the rental period. By entrusting their property management to Florida Keys Vacation Rentals, homeowners can enjoy peace of mind knowing that their property is being taken care of and that their guests are in good hands.

Buyer and Seller Inquiries

For individuals interested in buying or selling vacation rental properties in the Islamorada area, Florida Keys Vacation Rentals offers a reliable and knowledgeable resource to assist with buyer and seller inquiries. With their expertise in the local property market, they can provide valuable insights and guidance to help individuals make informed decisions. Whether you are looking to purchase a vacation rental property or sell an existing one, Florida Keys Vacation Rentals can offer negotiation strategies and advice to ensure a successful transaction. Their team of professionals is well-versed in the intricacies of the real estate market in Islamorada and can help navigate the process smoothly. By leveraging their expertise, individuals can maximize their opportunities in the vacation rental market and achieve their desired outcomes.

Contact Information

Contact information for Florida Keys Vacation Rentals can be found on their website, where you can reach out to their team of professionals for inquiries, bookings, and additional information. They offer a convenient inquiry form that allows you to provide your name, email, phone number, and desired travel dates. In addition to contacting them for specific dates, properties, and rates, you can also inquire about general information regarding their services. Florida Keys Vacation Rentals also provides the option to purchase travel insurance for an additional fee, ensuring peace of mind during your stay. With their beautifully landscaped grounds, you can enjoy daily sunsets while relaxing in your cozy 2-bedroom, 2-bathroom vacation rental. Their dedicated property management services are available for any buyer or seller inquiries you may have. Don't hesitate to contact them for all your vacation rental needs.