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
Our prices include all fees. No hidden fees.
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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
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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.
National Key Deer Refuge Visitor Center - 16 min drive - 17.6 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
Mangrove Mama's - 6 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 18 Apr 2026, prices found for a 1-night stay for 2 adults at Cudjoe Bay Getaway In Paradise on 18 Apr 2026 start from £148, 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.
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
From check-in until check-out, our experience was smooth & seamless! We stayed for 2 months & truly were sad to leave. Property is totally as described in the listing, if not better.Very comfortable beds, including a Murphy style bed in the living area, plenty of towels & linens and convenient washer/dryer unit.The kitchen is top-notch within the spacious & open living and dining areas. Probably the over-all favorite feature was the wrap-around deck with multiple ceiling fans and comfortable outdoor furniture offering beautiful views of sunsets and canal leading to ocean. Our pets enjoyed hours running around the deck and viewing pelicans and other seabirds. The slow & relaxed way of life on Cudjoe Key and surrounding lower keys is easy to love! There are plenty of great local restaurants and areas to visit such as Bahia Honda state park and beach. Easy drive to Key West or Marathon if desired.We definitely would love to return and have nothing but positive things to say about the owner and property manager. Above and beyond in responsiveness to any questions!
The Porch/Deck wraps around the whole house and there is a spectacular view of the bay from the back! Property manager was very nice and informative and almost never there! Great communication with manager and owner!
Verified traveller
Stayed 29 nights in Jan 2024
Response from VrboOwner on 27 Aug 2024
We're glad you had a great time Mark! Please let us know if you'd like to book again. Thank you.
This canal property has an amazing west view only 3 houses from open water. Out of the 28 days I think there were only two nights without a sunset. The deck was where we spent the daytime. The inside tall ceiling made the place feel roomy. The mattress was more comfortable than my bed at home. Had all the modern appliances you could want. Will miss the outdoor shower. Wife did water aerobics right in the clean canal while I preferred to float on a raft and kayak. great stay.
Bob M.
Stayed 28 nights in Feb 2025
Response from VrboOwner on 12 Mar 2025
We're very happy to have hosted your wife and yourself for a winter get away. Your review means the world to us because of the work making the house comfortable, provide what people need and enjoyable for renting far from home. Please inquiry for future rentals anytime! Thank you!
Our month here was great. Location of home was perfect for us. We spent the majority of our time on the upstairs patio that has fantastic views of the bay. The sunsets from this location are breathtaking (I have more pictures of the sunsets than I do my family! lol). Home has everything needed for a comfortable stay and communication with owner is great (easy to reach and responds quickly!).
Shari H.
Stayed 28 nights in Jan 2022
Verified
6/10 Okay
William D.
6 Feb 2023
Liked: Cleanliness, location
Disliked: Communication, listing accuracy
Shared residence with live in was most uncomfortable & deceitful
Property & westerly view of sunsets was very nice, but the fact that the owner had an individual living in the basement and occupied the downstairs deck & patio area, was not advertised nor anticipated until we arrived at the property.
The owner was deceitful in failing to mention an individual lived at the residence and that the property was to be shared with that individual and her boyfriend during our stay.
In talking to VRBO, they said that I should have contacted them during our stay there, but we tried to do that when we found out upon arrival, and the VRBO webpage stated for us to contact the Owner, which I did.
A local real estate agent stated that there were no vacancies for alternative stays in the area, so we had little or no choice after driving 1000 miles to get there.
William D.
Stayed 28 nights in Jan 2023
Response from VrboOwner on 24 Feb 2023
Thank you so much for taking the time to review our home in paradise. We're happy to hear that you loved the sunsets as much as we do.
As previously discussed, we are very sorry that we did not make the arrangement that we have with our property manager more clear. If we would have thought for one minute that we were all not on the same page, we would have been happy to answer any questions and discuss your reservation.
Upon your arrival, we wanted to make sure that your stay was amazing. We sent in many items that were important to you including the new ironing board, iron, baking tins, additional towels, hand mixer, wine glasses and flutes. Our property manager, and her significant other brought you fresh fish, loaned you their personal items, filled 3 propane tanks and made themselves scarce. We really tried to do our best as a team, to make your stay awesome.
During 2022 our home was reserved by three families for a total of 6 months. Each family appreciated the accessibility of a resource person at their finger tips.
We hope that you did enjoy your time here in the Florida Keys and that you will make South Florida a winter destination each year. Thank you again.
We had a great rental experience. David was very easy to work with and was prompt with responses to any questions. Location and property were wonderful. Would stay here again!!
becky j.
Stayed 28 nights in Feb 2022
Response from VrboOwner on 11 Jul 2023
Thank You Jack for the kind words! We look forward to your next stay at our place. Please reach out again for availability whenever. We're glad you had a great time and enjoyed the Keys!