CudjoeKey Waterfront Home–Private Dock & Boat Ramp –Spectacular Sunsets –28d-min

28-NIGHT MINIMUM RENTAL — PLEASE READ BEFORE INQUIRING

Monroe County requires a minimum rental of 28 consecutive nights to a single family or party. No subleases are permitted. We cannot accept reservations for fewer than 28 nights.

This requirement is strictly non-negotiable. Monroe County actively enforces its vacation-rental regulations. For that reason, we cannot make exceptions to the 28-night requirement.

WELCOME TO CUDJOE PARADISE
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Imagine waking up on the water, stepping outside to your own private dock, launching your boat right from the property, and ending the day watching a spectacular Florida Keys sunset from your deck.

Cudjoe Paradise is a beautiful 2-bedroom, 2-bath waterfront home for up to 4 guests, with breathtaking open-water views of Cudjoe Bay.
For boaters and fishermen, one of our property's biggest advantages is something many Keys rentals don't have:

Your own private boat ramp AND private dock.

Launch your boat without leaving the property and enjoy access to Cudjoe Bay and the ocean. We've watched dolphins swimming in the bay and sea turtles beneath our dock.

WHY BOOK CUDJOE PARADISE HERE?
You may also find our home on Vrbo and Airbnb, but FloridaRentals allows you to book directly with us without the additional traveler booking/service fees that may apply on other platforms. That can mean meaningful savings on a 28-night stay.

Our current direct-booking rates are listed below so you know the cost before you inquire.

CURRENT RATES — 28-NIGHT MINIMUM
We put our rates here because we want guests to know the approximate cost before sending an inquiry.

Aug. 19–Nov. 30, 2026
$146/night — approximately $4,371/month

Dec. 1, 2026–Mar. 31, 2027 — Peak Season
$235/night — $7,050/month

Apr. 1–Jun. 30, 2027
$165/night — $4,950/month

July 2027 — Mini Lobster Season
$212/night — approximately $6,345/month

Aug. 1–Nov. 30, 2027
$165/night — $4,950/month

Dec. 1, 2027–Mar. 31, 2028 — Peak Season
$235/night — $7,050/month

Rates may be negotiable for extended stays of 2–3 months.

Additional charges include 12.5% tax, $350 cleaning fee, $500 refundable security deposit and applicable payment-processing fee.

PET & SMOKING POLICY
No smoking.

Pets are not permitted for standard 28-night rentals. We may consider pets for extended stays of 2–3 months, with prior owner approval. Approved pet stays require an additional non-refundable pet fee and additional cleaning fee. Please contact us before booking if you plan to bring a pet.

THE HOME
Our 2-bedroom, 2-bath waterfront cottage combines the charm of vaulted wood ceilings with comfortable modern furnishings, newer beds and appliances, flat-screen HDTVs and an open floor plan.

The kitchen is fully equipped with everything you need to prepare your fresh catch or a special dinner at home. There's also a four-burner outdoor grill.

But the real star of Cudjoe Paradise is the water.

Step outside and enjoy the ocean breeze, relax on the deck, watch wildlife in Cudjoe Bay, fish from your own dock or simply sit back and enjoy one of the spectacular sunsets for which the Lower Keys are famous.

Outdoor patio seating accommodates six.

A GREAT HOME FOR BOATERS

Boaters and fishermen will especially appreciate having both a private dock and private boat ramp right at the property.

Your boat can be launched directly from the property rather than having to trailer it back and forth to a public ramp. The dock is located on protected canal waters with access toward Cudjoe Bay and the ocean.

Whether you're fishing, boating, diving or simply exploring the Lower Keys from the water, this is one of the features that makes Cudjoe Paradise special.

EXPLORE THE FLORIDA KEYS

Cudjoe Key gives you the tranquility of the Lower Keys while keeping Key West within easy reach — approximately 23 miles away.

Spend a day exploring Key West's restaurants, historic district and attractions, or head out on the water to world-famous Looe Key Reef.

Other favorite Keys experiences include Bahia Honda State Park, the Dolphin Research Center, Ernest Hemingway Home and Museum, Truman Little White House, Southernmost Point, Mallory Square and the many boating, fishing, diving and sunset-cruise opportunities throughout the Lower Keys.

EXPERIENCED, HANDS-ON OWNERS

We have been renting our three vacation homes for more than 12 years and have accumulated many positive guest reviews.

We personally take pride in our homes and do our best to provide guests with a comfortable and memorable vacation at a reasonable cost.

We don't like excessive rules any more than our guests do. We keep our requirements as simple as possible while complying with Monroe County regulations and protecting the home for future guests.

Video and additional reviews of the property are available at Family Vacation Cottages.
Frequently Asked Questions:

Q. What are rules for this Rental at Monroe County?
A. Minimum Rental is 28 Days to a single family or party (no subleases allowed). This code from MONROE county is strictly enforced, and there are simply no exceptions to this rule. Rentals less than 28 days will never be considered. We typically request all guests to sign a lease with a minimum of 28 consecutive day stays to be protected.

Q. What is the max size of the boat we can bring and what are your good neighbor policies?
A. Only 24 to 30 ft. boats are allowed. While we do not guarantee tide or launch conditions, the average high tide is around 5 ft plus and low tide is 3.5 feet plus. The max boat size that has been comfortably docked has been 34 feet. Renters can boat and fish at their own risk following national, state and county rules. Guests can enjoy themselves within property lot lines. There is no trespassing into neighboring lots or swimming or boating into neighboring docks. See navigation map (in photo gallery) for entry and exit to from dock to the bay. Quiet time is from 9 pm to 8am. We are the few places that have a private boat ramp and incredible sunset views.

Q. When is check-in and check-out?
A. Check-in is at 3:00pm. Checkout is 10:00am. NO Early check-ins or late check-outs without prior permission.

Q. What is the cancellation policy
A. Travelers who cancel at least 60 days before check-in will get back 100% of the amount they've paid. If they cancel between 30 and 60 days before check-in, they'll get back 50%. Otherwise, they won't get a refund.

Q. Do you allow pets or smoking?
A. Smoking is NOT allowed. We DO NOT allow pets for 28-day rentals. Only for 2-3 month rentals.

Q. How close is the home to the Key West?
A. The home is approximately 20 miles away from Key West.

Q. How will I get the keys?
A., We have a lock box with a key pad to the left of the door

Q. What are the house rules for this Rental?
A. This Cottage is an owner operated business. We meticulously clean between guests to ensure a most pleasurable vacation experience. There is a leave as you found it policy except for Linens. We ask guests to care for our cottage as though it were their own. Through the past 12 years we have never had to hold back security deposits. Please see our reviews on familyvacationcottages that are collated from guests from vbro, airbnb, flipkey, and ivacation.

Q. How will I get the keys?
A. We have a lock box with a keypad to the left of the door. There are typically 2 online payments. If you are interested in booking we will send you a link to book free of typical service charges that are typically levied by vrbo, airbnb, flipkey and other sites. First half is expected during booking and 2nd half 21 days before you arrive. A code for entry will be provided after 2nd payment.

Unique Benefits

You can see spectacular sunsets and from the deck
This home has a private launch and a dock
Few homes have this.

The Cudjoe Bay is famous for canoeing and snorkeling

Why Kids Love It

The Cudjoe Bay is famous for canoeing and snorkeling

Area Information

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We had a great time. I used a 40 foot boat. I did not launch this from the house but boated from Fort Myers. I would not suggest anything over 34 foot in the future. The canal is around 33 feet wide. It is not that it can’t be done, but that they will have to really watch the tides. Below is a picture you can include in your rental ad for boaters, I marked the cut coordinates to get in the channel. The markers in the water are only two small PVC pipes. It should help you rent to more boaters in the future. Once in the CUT they need to stay close to shore, you can kind of see the canal from the satellite view. Experienced Boater

by Experienced Boater - 08/01/2019

See 2nd picture in photo gallery

Attractions Within Walking Distance

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Favorite Places To Eat

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Inside Scoop

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