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Endless Summer Retreat: Dog-Friendly 3BR Canal Front Oasis, Dockage & Easy Atlantic/Gulf Access
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3 bedrooms2 bathroomsSleeps 8162.1 sq m
Popular amenities
Explore the area

Cudjoe Key, FL
- Upper Sugarloaf Key3 min drive
- Florida Keys Beaches10 min drive
- Sugarloaf Beach16 min drive
- Key West, FL (EYW-Key West Intl.)28 min drive
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Living Room
1 Double Sofa Bed
2 bathrooms
Bathroom 1
Bathtub or shower · Toilet
Bathroom 2
Bathtub or shower · Toilet
Spaces
Deck or patio
Kitchen
About this property
Endless Summer Retreat: Dog-Friendly 3BR Canal Front Oasis, Dockage & Easy Atlantic/Gulf Access
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional policies below.
Welcome to Endless Summer Retreat, a dog-friendly 3-bedroom, 2-bath canal front home located in the desirable Cudjoe Gardens!
Perfect for boating enthusiasts and pet lovers alike, this peaceful getaway offers deep water dockage and easy access to the Atlantic and Gulf via the scenic Bow Channel. The nearby Cudjoe Gardens Marina, with its marina store and boat ramp, adds extra convenience for those looking to make the most of their time on the water. Inside, the home features a modern coastal design with spacious living areas, a fully equipped kitchen, and comfortable bedrooms to ensure a relaxing stay. Step outside to the waterfront patio where you can enjoy alfresco dining, sunbathing, or simply relax by the water. The deep water dock makes it easy to embark on fishing, snorkeling, or boating adventures directly from the house. Located just 30 minutes from both Key West and Marathon, Endless Summer Retreat is close to the vibrant attractions and dining of the Florida Keys, while providing a quiet escape when you want to unwind. Whether you're planning a boating trip, a family getaway, or a vacation with your furry friend, Endless Summer Retreat is the ideal destination for a memorable Florida Keys experience!
SLEEPS MAXIMUM OF 8 GUESTS:
Bedroom 1: King Bed, En-Suite Bathroom, Smart TV (no cable/satellite)
Bedroom 2: King Bed, Smart TV (no cable/satellite)
Bedroom 3: King Beds
Living Room: Sofa W/ Pull-Out Queen Bed, Loveseat, Recliner, Smart TV (no cable/satellite)
Kitchen: Nicely equipped (all things necessary to prepare and serve a meal)
AMENITIES:
- 80' of Seawall & 30' of Dockage (boat lift not available for guest use)
- Fish Cleaning Station with Water
- Bait Freezer
- Outdoor Seating
- Propane BBQ Grill
- Parking for a maximum of 4 vehicles (including boat trailers) on the property. (Up to two in the driveway and up to two in the yard). Recreational Vehicles may not be parked on the property.
- Linen's and towels provided
- Cudjoe Gardens Marina (.3 miles by boat & .2 miles by car) w/ Marina store and boat ramp
IMPORTANT POLICIES FOR YOUR STAY:
Age & Occupancy: The booking tenant must be 25 years or older and must occupy the property for the entire duration of the stay. This property is exclusively available as a vacation rental and not for worker housing.
Peak Season Monthly Bookings: All bookings from December through March must be for the entire month, starting at the beginning and ending at the end of the month. Consecutive months may be booked if they follow this requirement. Bookings that do not adhere to this policy are subject to cancellation. If you are interested in alternative dates, please contact us for approval before booking.
Pet Policy: Up to one friendly and well-behaved dog will be considered with prior approval, payment of a $300 pet fee, and registration with a third-party pet screening service (fee applies for pets, free for service animals). Please review our pet policy before booking—we will provide the registration link after you confirm your reservation.
Smoking Policy: Smoking is strictly prohibited to maintain a smoke-free environment.
Mid-Stay Cleaning: For stays of 28 nights or more, we reserve the right to require a mid-stay cleaning to maintain the quality of the property. For longer stays, a mid-stay cleaning will be required every 28 nights thereafter. The cost will be collected separately, and the number of cleanings depends on the length of your stay.
Boating & Dockage Advisory: Due to bridges and varying water depths, it is your responsibility to ensure that your boat can safely navigate local waters, access the canal, and fit the listed dockage before booking. While we are happy to provide general information based on our knowledge of the area, guests must exercise extreme caution when boating and ensure all activities comply with local regulations.
Local Wildlife & Pest Control: The Florida Keys are home to various insects (mosquitoes, no-see-ums, termites), reptiles, chickens, Key deer, and other wildlife. While routine pest control is in place, complete elimination is not possible. Guests should take precautions, such as using insect repellent and keeping doors closed, to minimize exposure.
Construction & Renovation Notice: Due to ongoing growth in the Florida Keys, renovations, construction, and road repairs may occur without prior notice. While we strive to provide a peaceful stay, iTrip Key West is not liable for any inconveniences caused by nearby construction.
Photo Disclaimer: All images are for illustrative purposes only. Individual features such as bed sizes, bedding, décor, appliances, colors, and amenities may vary, as these are privately owned homes and updates occur regularly. Lighting conditions and screen settings may also affect how colors appear. Please refer to the written description and reach out with any specific questions or concerns. All furnishings and décor are subject to change at any time.
Security Cameras: For the safety and security of our guests and property, two exterior security cameras monitor the front and rear of the property. These cameras are for security purposes only and do not monitor any private interior or outdoor living spaces.
Welcome to Endless Summer Retreat, a dog-friendly 3-bedroom, 2-bath canal front home located in the desirable Cudjoe Gardens!
Perfect for boating enthusiasts and pet lovers alike, this peaceful getaway offers deep water dockage and easy access to the Atlantic and Gulf via the scenic Bow Channel. The nearby Cudjoe Gardens Marina, with its marina store and boat ramp, adds extra convenience for those looking to make the most of their time on the water. Inside, the home features a modern coastal design with spacious living areas, a fully equipped kitchen, and comfortable bedrooms to ensure a relaxing stay. Step outside to the waterfront patio where you can enjoy alfresco dining, sunbathing, or simply relax by the water. The deep water dock makes it easy to embark on fishing, snorkeling, or boating adventures directly from the house. Located just 30 minutes from both Key West and Marathon, Endless Summer Retreat is close to the vibrant attractions and dining of the Florida Keys, while providing a quiet escape when you want to unwind. Whether you're planning a boating trip, a family getaway, or a vacation with your furry friend, Endless Summer Retreat is the ideal destination for a memorable Florida Keys experience!
SLEEPS MAXIMUM OF 8 GUESTS:
Bedroom 1: King Bed, En-Suite Bathroom, Smart TV (no cable/satellite)
Bedroom 2: King Bed, Smart TV (no cable/satellite)
Bedroom 3: King Beds
Living Room: Sofa W/ Pull-Out Queen Bed, Loveseat, Recliner, Smart TV (no cable/satellite)
Kitchen: Nicely equipped (all things necessary to prepare and serve a meal)
AMENITIES:
- 80' of Seawall & 30' of Dockage (boat lift not available for guest use)
- Fish Cleaning Station with Water
- Bait Freezer
- Outdoor Seating
- Propane BBQ Grill
- Parking for a maximum of 4 vehicles (including boat trailers) on the property. (Up to two in the driveway and up to two in the yard). Recreational Vehicles may not be parked on the property.
- Linen's and towels provided
- Cudjoe Gardens Marina (.3 miles by boat & .2 miles by car) w/ Marina store and boat ramp
IMPORTANT POLICIES FOR YOUR STAY:
Age & Occupancy: The booking tenant must be 25 years or older and must occupy the property for the entire duration of the stay. This property is exclusively available as a vacation rental and not for worker housing.
Peak Season Monthly Bookings: All bookings from December through March must be for the entire month, starting at the beginning and ending at the end of the month. Consecutive months may be booked if they follow this requirement. Bookings that do not adhere to this policy are subject to cancellation. If you are interested in alternative dates, please contact us for approval before booking.
Pet Policy: Up to one friendly and well-behaved dog will be considered with prior approval, payment of a $300 pet fee, and registration with a third-party pet screening service (fee applies for pets, free for service animals). Please review our pet policy before booking—we will provide the registration link after you confirm your reservation.
Smoking Policy: Smoking is strictly prohibited to maintain a smoke-free environment.
Mid-Stay Cleaning: For stays of 28 nights or more, we reserve the right to require a mid-stay cleaning to maintain the quality of the property. For longer stays, a mid-stay cleaning will be required every 28 nights thereafter. The cost will be collected separately, and the number of cleanings depends on the length of your stay.
Boating & Dockage Advisory: Due to bridges and varying water depths, it is your responsibility to ensure that your boat can safely navigate local waters, access the canal, and fit the listed dockage before booking. While we are happy to provide general information based on our knowledge of the area, guests must exercise extreme caution when boating and ensure all activities comply with local regulations.
Local Wildlife & Pest Control: The Florida Keys are home to various insects (mosquitoes, no-see-ums, termites), reptiles, chickens, Key deer, and other wildlife. While routine pest control is in place, complete elimination is not possible. Guests should take precautions, such as using insect repellent and keeping doors closed, to minimize exposure.
Construction & Renovation Notice: Due to ongoing growth in the Florida Keys, renovations, construction, and road repairs may occur without prior notice. While we strive to provide a peaceful stay, iTrip Key West is not liable for any inconveniences caused by nearby construction.
Photo Disclaimer: All images are for illustrative purposes only. Individual features such as bed sizes, bedding, décor, appliances, colors, and amenities may vary, as these are privately owned homes and updates occur regularly. Lighting conditions and screen settings may also affect how colors appear. Please refer to the written description and reach out with any specific questions or concerns. All furnishings and décor are subject to change at any time.
Security Cameras: For the safety and security of our guests and property, two exterior security cameras monitor the front and rear of the property. These cameras are for security purposes only and do not monitor any private interior or outdoor living spaces.
Property manager
iTrip Vacations Key West
Premier Host
Add dates for prices
Amenities
Kitchen
Washer
Dryer
Pet-friendly
Air conditioning
Water view
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets 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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
About the area
Summerland Key
Located on the waterfront, this holiday home is in Cudjoe Gardens, a neighbourhood in Summerland Key. Florida Keys Beaches and Upper Sugarloaf Key reflect the area's natural beauty and area attractions include Wilhelmina Harvey Park and Blue Hole. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting.

Cudjoe Key, FL
What's nearby
- Upper Sugarloaf Key - 3 min drive - 2.7 km
- Florida Keys Beaches - 10 min drive - 9.3 km
- Sugarloaf Beach - 16 min drive - 14.1 km
- Duval Street - 32 min drive - 34.0 km
- Boca Chica Nude Beach - 39 min drive - 30.5 km
Getting around
Restaurants
- Mangrove Mama's - 3 min drive
- Boondocks Grille & Draft House - 10 min drive
- Baby's Coffee - 10 min drive
- The Square Grouper Bar & Grill - 4 min drive
- Looe Key Tiki Bar & Grill - 10 min drive
Frequently asked questions
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About the host
Hosted by iTrip Vacations Key West

Premier Host
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