Lazy Days Vacation Rentals and Boat Rentals
Key West, Florida
Create Memorable Vacations
with our rentals
Come join us for a memorable Key West Vacation staying on our 60 ft Sailing Schooner Serenity or stay in our Dockside Cottage enjoying your day with a Kayak or SUP paddle in the Harbour. Rent the slide boat for a sandbar trip or book a private charter.
✓ Effortless booking, unforgettable stays
✓ Land or Sea
✓ Saves money and time
Lazy Days Vacation Rentals and Boat Rentals
Serenity Overnight Vacation Rental
Book a overnight stay on a 60 ft schooner and experience what life is like living on a sailboat. Serenity also available for Sunset sails , Reef Trips, and Day Sails.
Pricing: Overnight Stays / Pricing: Charters
High Season: 450.00 per night / Sunset Sail: $ 600.00
Low Season: $350.00 per night / Reef Trip: $1,200.00 with lunch and a sunset sail.
Charter pricing is discounted and requires a overnight stay.
Dockside Cottage
Book a overnight stay in a nautical cottage on the water.
Pricing:
High Season: 450.00 per night
Low Season: $385.00 per night
Lazy Days Overnight Stay at Anchor Vacation Rental
Book an overnight stay on a 44 ft a Bluewater Classic Sailboat and experience what life is like living on a sailboat out at anchor away from land. Requires a shuttle ride out to the boat. Price includes one roundtrip to boat on check in and a ride back to shore on checkout. Additional shuttle rides can be purchased through a third-party vendor which we recommend and use Ship2Shore out of key West. 11 ft Boston Whaler available for rent to qualified renters for additional trips to shore.
Pricing:
Year Round: 450.00 per night
Serenity Overnight at Anchor with Licensed Captain
Experience what it is like to stay on a Sailboat out at Anchor with a license captain and crew on board to insure your safety and cater to your needs.
Pricing: 1800.00 per stay
T/T Lazy Days
Rent a 1978 Classic Boston Whaler equipped with a newer 4 stroke Yamaha Outboard to explore the harbor or use to get to Key West Bight Dinghy docks
Pricing: 150.00 per stay
All pricing is subject to Florida 7.5% Sales Tax and subject to change.
Serenity Key West Reef Snorkel Trip
Enjoy a private reef trip aboard a 60 ft schooner out to one of Key West reefs.
Pricing: 1,500.00 includes lunch and non alcholic beverages
6- People max
All pricing is subject to Florida 7.5% Sales Tax and subject to change. Fuel charged at cost.
Serenity Key West Sunset Sail
Experience one of Key West famous Sunset Sails aboard a private 60 ft Schooner
Pricing: 800.00
6- People max
All pricing is subject to Florida 7.5% Sales Tax and subject to change.
Key West Wedding at Sea
Experience one of Key West famous Sunset Sails aboard a private 60 ft Schooner Serenity with one of the most important events in your life getting married by our Licensed Captain.
Pricing: 1500.00
6- People max
All pricing is subject to Florida 7.5% Sales Tax and subject to change.
How do I book a rental?
Just contact our team, tell us about your rental preferences and we’ll quickly build a plan that fits your needs.
Can I change my reservation dates?
Yes, with 45 days advanced-notice you can change your reservation dates up-to two times without an additional fee.
What is your cancellation policy?
Reservations cancelled within 45 days are subject to full payment for one night’s stay. We do our best to work with you!
How does billing work?
We require a 50% down-payment at the time of booking and the remaining 50% is due 24 hours before your stay.
How do I manage my rental booking?
You can contact anytime to make any changes. We typically respond within the hour.
How do I book a rental?
It’s simple! Browse our selection of properties and select the one you’re interested in. Then contact us.
Need help choosing a rental?
Our travel experts are here to help! Contact us for personalized rental recommendations and advice.
Relax and let us handle the details
for your next vacation rental.
✓ Effortlessly reserve your dream rental with our easy booking process.
✓ Experience flawless events and memorable gatherings during your travels.