At this holiday home, you'll be 6.4 km (4 mi) from Florida Keys Beaches. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 1.5 bathrooms, a balcony and a sofa bed. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A private garden, a Smart TV and a coffee/tea maker are also available. .This pet-friendly holiday home offers a garden and gas grills. Added amenities include laundry facilities. .Sights within a 15-minute drive of this Cutthroat Harbor Estates holiday home include Upper Sugarloaf Key and Lower Sugarloaf Sound.
National Key Deer Refuge Visitor Center - 15 min drive - 17.9 km
Getting around
Key West, FL (EYW-Key West Intl.) - 30 min drive
Restaurants
Boondock's Grille & Drafthouse - 8 min drive
Morning Joint - 8 min walk
Kiki's Sandbar - 10 min drive
Mangrove Mama's - 5 min drive
Square Grouper Bar and Grill - 7 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Bahama Breeze in the Keys
Summary:
Oceanside monthly rental in the Lower Florida Keys with 60 feet of concrete dockage, bait freezer, fish-cleaning station, and quick open-water access — ideal for anglers, boaters, and extended Keys stays.
The Space:
Welcome to Bahama Breeze in the Keys, a relaxed oceanside retreat designed for extended stays in the heart of Cudjoe Key. Tucked into a quiet residential neighborhood, this waterfront home blends island comfort with excellent boating access and easygoing coastal living.
Inside, the open and airy layout features warm pine floors, vaulted ceilings, and two distinct living areas — perfect for spreading out, entertaining, or unwinding after a day on the water. The updated kitchen is equipped with stainless-steel appliances and quartz countertops, making everything from casual breakfasts to sunset dinners effortless.
The main level offers two king bedrooms, comfortably furnished for restful nights, along with a shared full bathroom. A spiral staircase leads to a cozy open loft with a full-size bed, ideal for additional guests. The great room also includes a comfortable fold-out sofa, plus a convenient half bath off the living area.
Outdoor living is where Bahama Breeze in the Keys truly shines. A wrap-around covered porch, accessible from every room, invites you to enjoy cooling sea breezes throughout the winter months.
Boaters and anglers will appreciate:
- 60 feet of concrete dockage
- Swim ladder
- Fish-cleaning station
- Bait freezer and ice maker
- Lots of outdoor seating
- Outdoor shower with hot and cold water
- Gas grill
- Fully fenced yard
Whether you’re heading out at sunrise or winding down dockside in the evening, everything is in place for effortless Keys living.
Comforts & Amenities:
- High-speed internet
- Smart TVs in the living room, both bedrooms and the loft
- Lockable storage shed for personal items or outdoor gear
- Contact-free check-in and check-out
Important Notes & Rental Details:
- Minimum 28-day stay required by Monroe County ordinance
- Primary guest must sign a rental agreement, regardless of booking platform
- Proper county and state taxes collected, regardless of booking platform
- Primary renter must be 25+ years old
- Maximum overnight occupancy: 6 guests
- No smoking on the property
- One small or medium dog permitted with manager approval and a $250 nonrefundable fee. No cats.
- The downstairs storage, davits and kayaks are not available for renter use.
- Utilities included with caps on usage of $300 for electric and $150 for water
Bahama Breeze in the Keys is ideal for guests seeking a true long-term oceanside Keys experience — where boating days, porch evenings and unhurried island living come together effortlessly.
Guest Access:
Guests have exclusive use of the entire home.
The Neighborhood:
Located in Cutthroat Harbor Estates, this oceanside residential neighborhood is known for its laid-back atmosphere and proximity to boating and fishing grounds. The popular Square Grouper Bar & Grill is nearby, along with a convenience store and local seafood markets.
The closest public boat ramp is Cudjoe Marina, just minutes away.
Key West is approximately 23 miles west for dining, shopping, and entertainment.
Getting Around:
A car is recommended. There is a city bus that runs from Key West to Marathon several times a day. The Lower Keys have ride-share services and limited taxi service.
Interaction with Guests:
We respect our guests’ privacy while remaining available whenever needed. Contact-free check-in and check-out are provided for a seamless arrival and departure.
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
General
Garden
Unit size: 1,256 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets are welcome
Service animals are exempt from fees.
Note from host: Small pet considered with prior manager approval.
Children and extra beds
Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit in all accommodation.
Property is also known as
Vrbo Property
Blackbeard`s Hideaway
Boater`s Dream Getaway on Cudjoe Key
2 bedroom accommodation in Summerland Key Cudjoe Key
2 bedroom accommodation in Summerland Key Private vacation home
68f7aa91c77d0000125ba018
Frequently asked questions
Are there any beaches close to Bahama Breeze in the Keys?
The closest beach to Bahama Breeze in the Keys is Florida Keys Beaches (9.6 km).
Does Bahama Breeze in the Keys have a pool?
No, this holiday home doesn't have a pool.
Is there a free airport shuttle available at Bahama Breeze in the Keys?
No, Bahama Breeze in the Keys does not offer an airport shuttle service.
What time are check-in & check-out at Bahama Breeze in the Keys?
Check-in begins at 4:00 PM. Check-out time is 10:00 AM.
Bahama Breeze in the Keys Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 2 out of 2 reviews
10 - Excellent
2
Rating 8 - Good. 0 out of 2 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 2 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 2 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 2 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Ross A.
23 Mar 2026
Liked: Cleanliness
The property was amazing.
Ross A.
Stayed 41 nights in Feb 2026
10/10 Excellent
NatalieBay B.
20 Dec 2021
Liked: Cleanliness
Comfortable house
Good base for Lower Keys and Key West excursions. House had all you needed. Best was the wrap around porch, sheltered on all sides by mature trees, plenty of access with lots of doors and windows. Undercover parking. And the loft was a good sunset spot.