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

Contact us today to book a stay, boat rental or a private charter.

(954)647-0343

nicholas@ keywestbareboatrentals.com

Serenity

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.

Dockside Cottage

Book a overnight stay in a nautical cottage on the water.

Pricing:

High Season: 450.00 per night

Low Season: $350.00 per night

Huntress

Book an overnight stay on a 46 ft Hunter Sailboat and experience what life is like living on a sailboat. Huntress also available for Sunset sails, Reef Trips, Day Sails and available for Bareboat Charters.

Pricing: Overnight Stays / Bareboat Charters / Captained Charters:

High Season: 450.00 per night / High Season: $5000.00 for 7 nights / Sunset Sail: $600.00

Low Season: $350.00 per night / Low Season: $3500.00 for 7 nights / Reef Trip: $1,200.00

Aqua Fresh / Barbasol

Rent one or both of our 14 ft Sunfish Sailboats for a fun day of sailing.

Pricing: 150.00 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 it to snorkel, spearfish and lobstering at the point of safe harbor which has excellent spots and corral heads to lobster and spearfish.

Pricing: 300.00 per stay / 150.00 per day. No stay required..

All pricing is subject to Florida 7.5% Sales Tax and subject to change.

Slide In

Rent our 30 ft Double Deck Slide Boat to explore the harbor and watch the Sunset, or use it to snorkel, spearfish and lobstering at the point of safe harbor which has excellent spots and corral heads to lobster and spearfish. Local Sandbar 20-minute boat ride. Moderate boating experience required. Includes Ice chest and a large floating mat.

Pricing: 350.00 for 4 hrs with no captain

600.00 for 4 hrs with a captain

100.00 for 2- Stand up Paddle Boards

All pricing is subject to Florida 7.5% Sales Tax and subject to change. Fuel charged at cost.

Slide In Dockside

Rent our 30 ft Double Deck Slide Boat at the dock. Boat does not leave the dock. Comes with 4- Standup Paddle Boards, 4- Kayaks, 2- 14 ft Sunfish Sailboat, Large Floating mat, large cooler, Bluetooth Speaker. Boat is dock where there is great swimming in crystal clear water, perfect spot to watch the sunset, easy boarding of the water toys. Great place to grill out and chill. Access to Marina facility’s, bath house.

Pricing: 250.00 Per Day

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.

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