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.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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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
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
About the area
Summerland Key
Located on the waterfront, this holiday home is in Cutthroat Harbor Estates, a neighbourhood in Summerland Key. Florida Keys Beaches and Bahia Honda State Park reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island.
National Key Deer Refuge Visitor Center - 15 min drive - 17.2 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
Frequently asked questions
Is Bahama Breeze in the Keys pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Bahama Breeze in the Keys?
As of 25 April 2026, prices found for a 1-night stay for 2 adults at Bahama Breeze in the Keys on 11 May 2026 start from NZ$384, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
What time is check-in at Bahama Breeze in the Keys?
Check-in begins at 4:00 PM.
What time is check-out at Bahama Breeze in the Keys?
Checkout is at 10:00 AM.
Where is Bahama Breeze in the Keys located?
Located in Cutthroat Harbor Estates, this holiday home is within 9 miles (15 km) of Upper Sugarloaf Key, Florida Keys Beaches and Lower Sugarloaf Sound. Big Pine Key Flea Market and National Key Deer Refuge Visitor Center are also within 9 miles (15 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Thank you for your great review and for choosing Bahama Breeze for your stay on Cudjoe Key!
We’re so glad to hear you found the property amazing — we work hard to ensure the home is clean, comfortable, and well-prepared so guests can fully enjoy their time in the Lower Keys. From the setting to the amenities, our goal is to provide a relaxing and memorable experience.
We truly appreciate you taking the time to share your feedback and would love to welcome you back to Bahama Breeze for another stay!
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.
NatalieBay B.
Stayed 30 nights in Nov 2021
Response from VrboOwner on 5 August 2023
So happy you enjoyed your stay! - Karen Quist | BHHS Keys Real Estate & Vacation Rentals
About the host
Hosted by Karen Quist, BHHS Keys Vacation Rentals
Languages:
English
Premier Host
They consistently provide great experiences for their guests