Private Home Collection
Welcome to the Private Home Collection, where your dream island vacation becomes a reality. Our luxury Florida Keys vacation rentals are located throughout the most fabulous island destinations, including Key Largo, Islamorada, Duck Key, and Marathon.
Each of these stunning locations offers its own unique charm, from the vibrant coral reefs in Key Largo to the world-class sport fishing in Islamorada. Duck Key provides serene environments for a peaceful retreat, while Marathon boasts beautiful beaches and family-friendly attractions.
Whether you’re seeking adventure, relaxation, or a bit of both, our exquisite homes ensure an unforgettable experience for every type of traveler. Enjoy breathtaking sunsets, crystal-clear waters, and the ultimate in comfort and style.
Special Offers
At KeysCaribbean, we believe that luxury should be accessible. That’s why we offer flexible booking options, whether planning a weekend retreat or a long-term stay, to suit your needs. Take advantage of our special offers and discover how to enjoy a premium vacation without breaking the bank. From advance booking discounts to last-minute deals, we have options that cater to every traveler’s budget.
Book Now, Pay Later
Available any time of year
Reserve the dates of your vacation in advance with a minimal deposit.
Offer Details
- Non-refundable deposit of $75.00
- 60-Day advance purchase required
- 4-Night, 7-Night, or 28-Night Minimum Length of Stay required
- Some homes require a longer length of stay per County rules
- Remaining balance due 60 days prior to arrival
- Non-refundable, non-cancelable, non-modifiable 60 days prior to arrival
- Limited availability and restrictions apply
- May not be valid during special event periods and holidays
- May not be used with any other promotional rate or offers
- Not valid with existing reservations
4th Night(s) Free Offer
Available August 13th – December 17th, 2024
Book your stay directly with KeysCaribbean and every 4th night of your stay is FREE!
Offer Details
- Offer ends December 13th, 2024
- No Advance Purchase required
- 4-Night, 7-Night, or 28-Night Minimum Length of Stay required
- Some homes require a longer length of stay per County rules
- Requires Full Payment at the time of Booking
- Non-Refundable, Non-Cancelable, Non-Modifiable
- Limited Availability and Restrictions Apply
- May not be valid during Special Event Periods and Holidays
- May not be used with any other Promotional Rate or Offers
- Not Valid with Existing Reservations
Extend Your Stay at Shady Palms – 50% OFF the 7th Night
Available any time of year
Extend your stay for less with savings of half off the 7th night of your stay!
Offer Details
- This offer is only applicable to the 2BR/1BA Cottage at Shady Palms
- A (pre)payment/deposit of 50% of the total price of the reservation is required
- No advance purchase required
- 7-Night Minimum Length of Stay required
- Remaining balance due 30 days prior to arrival
- Non-refundable, non-cancelable, non-modifiable 30 days prior to arrival
- Limited availability and restrictions apply
- May not be used with any other promotional rate or offers
- Not valid with existing reservations
Last-Minute Booking Discount – 15% OFF
Available April 12th – May 12th, 2024
Enjoy savings of 15% off your last-minute Florida Keys getaway.
Offer Details
- Offer ends May 10th, 2024
- No Advance Purchase required
- 4-Night, 7-Night, or 28-Night Minimum Length of Stay required
- Some homes require a longer length of stay per County rules
- Requires Full Payment at the time of Booking
- Non-Refundable, Non-Cancelable, Non-Modifiable
- Limited Availability and Restrictions Apply
- May not be valid during Special Event Periods and Holidays
- May not be used with any other Promotional Rate or Offers
- Not Valid with Existing Reservations
90-Day Advance Purchase Rate Discount – 15% OFF
Available January 1st – 31st, 2024
Book 90+ days in advance and enjoy savings of 15% off your FL Keys getaway.
Offer Details
- Offer ends October 26th, 2023
- 90-Day Advance Purchase required
- 7-Night, or 28-Night Minimum Length of Stay required
- Some homes require a longer length of stay per County rules
- Requires Full Payment at the time of Booking
- Non-Refundable, Non-Cancelable, Non-Modifiable
- Limited Availability and Restrictions Apply
- May not be valid during Special Event Periods and Holidays
- May not be used with any other Promotional Rate or Offers
- Not Valid with Existing Reservations
Subscribe to Receive Special Offers and Save 5%
Subscribe to our mailing and receive future emails with the latest special offers and discounted rates.
New subscribers will receive a discount code for 5% off their first booking. This offer can only be redeemed once on a direct booking. This offer is valid for stays any time of year and at any location but is not usable with other offers and cannot be applied to existing reservations. The minimum length of stay requirement varies by location and dates.Thank you!
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Vacation Rentals
Our Florida Keys vacation rentals are designed to provide the ultimate comfort and privacy. Forget the cramped and noisy hotel experience—our homes offer spacious living areas, fully equipped kitchens, and private bedrooms that make you feel right at home. Imagine waking up to the sound of the ocean, enjoying your morning coffee on a private balcony, and ending your day in a cozy, well-appointed bedroom.
Each home offers a unique combination of premium amenities, making it easy to find the ideal home. Whether you prefer a private swimming pool, communal pool and beach access, boat dockage, or luxurious Jacuzzi tubs, we have the perfect property to match your desires.
Enjoy a swim in your private pool, dock your boat just steps from your home, or unwind in a Jacuzzi tub after a thrilling day of island adventures. With such premium amenities, every day of your vacation is filled with opportunities for leisure and enjoyment.
3BR/3BA Key largo Cottage by the Sea
Sleeps 8 | Weekly Rental
Rates from $1269
1BR/2BA Key Largo Cottage on the Bay
Sleeps 2 | Monthly Rental
Rates from $250
2BR/1BA Cottage in Islamorada
Sleeps 4 | Nightly Rental
Rates from $259
3BR/3BA Duck Key Vacation Home
Sleeps 6 | Monthly Rental
Rates from $165
3BR/2BA Key Colony Beach Home
Sleeps 8 | Weekly Rental
Rates from $269
6BR/5BA Pelican’s Nest in Marathon
Sleeps 14 | Weekly Rental
Rates from $849
3BR/2BA Canalside Home in Marathon
Sleeps 8 | Weekly Rental
Rates from $299
Frequently Asked Questions
We understand that planning a vacation can come with many questions. That’s why we’ve compiled a list of FAQs to make your experience seamless from start to finish. Our FAQ section covers topics ranging from supplies during your stay to connecting to the private Wi-Fi.