Located at the waterfront, this vacation home includes 2 bedrooms and 1 bathroom, accommodating 6 guests. Enjoy activities like snorkeling, birdwatching, and waterskiing nearby. The property features a patio for outdoor relaxation and is pet-friendly. Explore attractions such as Upper Sugarloaf Key and Florida Keys Beaches while enjoying access to golf nearby and water sports.
Highlights
Beach, waves and sand
Guests enjoy the stunning beach views at this property.
Beach equipment
A rare find — beach equipment ready to go for your days by the sea.
Centrally-located
You're never far from where you need to be with this convenient location.
2 bedrooms1 bathroomSleeps 6
Popular amenities
Onsite parking available
Pet-friendly
Kitchen
Washing machine
Air-conditioning
Barbecue
Explore the area
Cudjoe Key, FL
Upper Sugarloaf Key
Place, Upper Sugarloaf Key
6 min drive
Florida Keys Beaches
Place, Florida Keys Beaches
7 min drive
Upper Sugarloaf Sound
Place, Upper Sugarloaf Sound
7 min drive
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
37 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Single Murphy Bed
1 bathroom
Bathroom 1
Bathtub or shower · Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Dining area
About this property
Cudjoe Bay Getaway In Paradise
Welcome to our house in paradise! This elevated canal house is the fourth property away from Cudjoe Bay and the Atlantic Ocean on Cudjoe Key and is roughly 22 miles from Key West at Mile Marker 23. Watch the sunrise and sunset from the same southern facing deck overlooking the canal. You can fish in the canal then cook your catch on the provided grill and kitchenware to enjoy while watching the sunset.
The Rental Details: 28 day minimum for all bookings.
The Kitchen/Living Area: We have tried to stock all the essential cooking tools for the stay that we would want and if anything is not available let us know right away what would make your vacation more perfect. An outside grill is provided as well. Please note the Washer/Dryer stackable proximity to the Smart TV in the pictures. If desired, A Fire Stick for the TV is provided for logging into an individual's account using the WiFi. No Cable/Satellite is provided. The upstairs is available and everything else in the yard while the downstairs, inside isn't accessible. Lower Level is for Owner and Property Manager things if needed for immediate replacement if we have it as well as if we need to stay the night. This means the property is shared when the Property Manager or Owner are at the house, in the separate lower level. Please contact with questions.
The Canal: Our house has 60 feet of cement seawall frontage along the clean, clear canal and can support a turnaround of a 30 foot boat unless someone wants to back in their boat. 8x 12" cleats are installed at the sea wall. The canal usually has Parrot fish and Mangrove snapper with occasional nurse sharks. A ladder is provided for accessibility in and out of the water for swimming, kayaking or paddle boarding. 2 tandem kayaks with paddles, life jackets are provided.
Pets: Well behaved, socialized, people and pet friendly dogs will be considered with up to date proof of vaccines. Additional fees may be incurred for any damage by a renter's pet. Please contact with questions. We have pets also and know accidents happen. Pets must be cleaned up after.
Smoking is permitted outside only, not inside.
We plan to make your stay welcome and relaxing while you get away from wherever you're from.
Nearby places we love (miles): Baby's coffee: 8.6 Big Pine Key: 8.2 Duval Street: 23.4 Fort Lauderdale Airport: 167 Islamorada Brewery: 59.8 Key Fisheries: 26.5 Key West Airport: 21.2 KiKi's Restaurant: 6.2 Key West: 21.8 Lorelei Restaurant: 59.6 Mallory Square: 23.6 Marathon: 29.5 Marker 88: 65.4 Sombrero Beach: 29.4 Square Grouper: 0.8 Veterans Beach: 24.1
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Please be respectful & keep our property beautiful
We understand the occasional celebrations happen on vacation. Our neighbors are very close so please be mindful of them when having people over
Important information
You need to know
Property # 2306893vb
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 deadlock
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 Coupon Bight Aquatic Preserve reflect the area's natural beauty and area attractions include Blue Hole and Wilhelmina Harvey Park. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting. Kayaking, scuba diving and snorkelling offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby.
Boondocks Grille & Draft House - 10 min drive - 11.4 km
Lower Sugarloaf Sound - 10 min drive - 11.8 km
Getting around
Key West, FL (EYW-Key West Intl.) - 31 min drive
Restaurants
Boondock's Grille & Drafthouse - 8 min drive
Morning Joint - 12 min walk
Kiki's Sandbar - 11 min drive
Looe Key Tiki Bar & Restaurant - 8 min drive
Square Grouper Bar and Grill - 15 min walk
Frequently asked questions
Is Cudjoe Bay Getaway In Paradise pet-friendly?
Yes, this property allows pets (limit 2 total). Some restrictions may apply, so please contact the property for more details.
How much does it cost to stay at Cudjoe Bay Getaway In Paradise?
As of 17 September 2026, prices found for a 1-night stay for 2 adults at Cudjoe Bay Getaway In Paradise on 26 October 2026 start from NZ$12,629, 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.
How much is parking at Cudjoe Bay Getaway In Paradise?
On-site parking is available at the property.
What time is check-in at Cudjoe Bay Getaway In Paradise?
Check-in begins at 3:00 PM.
What time is check-out at Cudjoe Bay Getaway In Paradise?
Checkout is at 11:00 AM.
Where is Cudjoe Bay Getaway In Paradise located?
Located in Cutthroat Harbor Estates, this holiday home is 0.7 mi (1.1 km) from Venture Out Keys and 2.4 mi (3.9 km) from Florida Keys Beaches. Venture Key and Out Key are also within 15 minutes.