Entire home
Caribbean Cabana: Your Perfect 3BR Oceanfront Retreat with Dockage, Pool and Breathtaking Views!
Waterfront holiday home with private pool and kitchen
Photo gallery for Caribbean Cabana: Your Perfect 3BR Oceanfront Retreat with Dockage, Pool and Breathtaking Views!





Reviews
10 out of 10
Exceptional
3 bedrooms 2+ bathrooms Sleeps 8 119.7 sq m
Popular amenities
Explore the area

- Place, Venture Out Keys
- Place, Crab Key
- Place, Florida Keys Beaches
- Airport, Key West, FL (EYW-Key West Intl.)
Rooms & beds
3 bedrooms (sleeps 8)
Bedroom 1
1 King Bed
Bedroom 2
1 Queen Bed
Bedroom 3
2 Double Beds
2 bathrooms, 1 half bathroom
Bathroom 1
Toilet · Shower only
Bathroom 2
Bathtub or shower · Toilet
Outdoor Shower
Outdoor shower
Spaces
Deck or patio
Outdoor shower
Kitchen
About this property
Caribbean Cabana: Your Perfect 3BR Oceanfront Retreat with Dockage, Pool and Breathtaking Views!
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. NO PETS. Please review additional policies below.
Experience the ultimate in waterfront luxury at Caribbean Cabana, where every moment is a postcard-perfect memory waiting to be made!
This stunning 3-bedroom, 2-bathroom home boasts a prime oceanfront location, offering panoramic views of the azure waters and the mesmerizing sunsets that give the property its name. Step inside to discover a beautifully appointed interior, where coastal-inspired décor and modern amenities blend seamlessly. The spacious living area is ideal for relaxing and unwinding, featuring plush furnishings and a large flat-screen TV. Whip up delicious meals in the fully equipped kitchen, complete with stainless steel appliances, quartz countertops, and a breakfast bar for casual dining. The three bedrooms are elegantly furnished and offer comfortable sleeping arrangements for up to 8 guests. The master suite is a true retreat, boasting a king-sized bed, an en-suite bathroom, and direct access to the outdoor living space. The two guest bedrooms are equally inviting, with a queen-sized bed in one bedroom and two full-sized beds in the other and serene views of the surrounding landscape. Outside, the magic continues with a private outdoor oasis that includes a pool, a spacious deck with lots of seating, and a dining area where you can savor al fresco meals while enjoying the gentle sea breeze. The highlight of the property is its private dock, perfect for boating enthusiasts or those simply looking to soak up the sun. Whether you spend your days lounging by the pool (pool construction begins June 2024), exploring the nearby attractions, or simply relaxing on the deck with a good book, Caribbean Cabana offers the perfect blend of luxury and relaxation for your next vacation.
SLEEPS MAXIMUM OF 8 GUESTS:
Bedroom 1: King Bed, En-Suite Bathroom, Smart TV (no cable/satellite TV)
Bedroom 2: King Bed, Smart TV (no cable/satellite TV)
Bedroom 3: Two Full Beds, Smart TV (no cable/satellite TV)
Living Room: Sofa, Chair, Smart TV (no cable/satellite TV)
Kitchen: Nicely equipped (all things necessary to prepare and serve a meal)
AMENITIES:
- Saltwater Pool (10' wide by 20' long, 4'-6' deep)
- 60' of Seawall (Davits are not for guest use)
- Outdoor Seating
- Propane BBQ Grill
- Parking for a maximum of 4 vehicles (including boat trailers) on the property. Recreational Vehicles may not be parked on the property.
- Linen's and towels provided
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.
No Smoking: Smoking is strictly prohibited within the property. For the comfort and safety of all guests, please refrain from smoking indoors.
No Pets: Pets are strictly prohibited within the property to maintain a pet-free environment for all guests.
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, three exterior security cameras monitor the front driveway, stairs and pool. These cameras are for security purposes only and do not monitor any private interior or outdoor living spaces.
Experience the ultimate in waterfront luxury at Caribbean Cabana, where every moment is a postcard-perfect memory waiting to be made!
This stunning 3-bedroom, 2-bathroom home boasts a prime oceanfront location, offering panoramic views of the azure waters and the mesmerizing sunsets that give the property its name. Step inside to discover a beautifully appointed interior, where coastal-inspired décor and modern amenities blend seamlessly. The spacious living area is ideal for relaxing and unwinding, featuring plush furnishings and a large flat-screen TV. Whip up delicious meals in the fully equipped kitchen, complete with stainless steel appliances, quartz countertops, and a breakfast bar for casual dining. The three bedrooms are elegantly furnished and offer comfortable sleeping arrangements for up to 8 guests. The master suite is a true retreat, boasting a king-sized bed, an en-suite bathroom, and direct access to the outdoor living space. The two guest bedrooms are equally inviting, with a queen-sized bed in one bedroom and two full-sized beds in the other and serene views of the surrounding landscape. Outside, the magic continues with a private outdoor oasis that includes a pool, a spacious deck with lots of seating, and a dining area where you can savor al fresco meals while enjoying the gentle sea breeze. The highlight of the property is its private dock, perfect for boating enthusiasts or those simply looking to soak up the sun. Whether you spend your days lounging by the pool (pool construction begins June 2024), exploring the nearby attractions, or simply relaxing on the deck with a good book, Caribbean Cabana offers the perfect blend of luxury and relaxation for your next vacation.
SLEEPS MAXIMUM OF 8 GUESTS:
Bedroom 1: King Bed, En-Suite Bathroom, Smart TV (no cable/satellite TV)
Bedroom 2: King Bed, Smart TV (no cable/satellite TV)
Bedroom 3: Two Full Beds, Smart TV (no cable/satellite TV)
Living Room: Sofa, Chair, Smart TV (no cable/satellite TV)
Kitchen: Nicely equipped (all things necessary to prepare and serve a meal)
AMENITIES:
- Saltwater Pool (10' wide by 20' long, 4'-6' deep)
- 60' of Seawall (Davits are not for guest use)
- Outdoor Seating
- Propane BBQ Grill
- Parking for a maximum of 4 vehicles (including boat trailers) on the property. Recreational Vehicles may not be parked on the property.
- Linen's and towels provided
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.
No Smoking: Smoking is strictly prohibited within the property. For the comfort and safety of all guests, please refrain from smoking indoors.
No Pets: Pets are strictly prohibited within the property to maintain a pet-free environment for all guests.
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, three exterior security cameras monitor the front driveway, stairs and pool. These cameras are for security purposes only and do not monitor any private interior or outdoor living spaces.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
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
No pets allowed, service animals permitted
Smoking
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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 indicated that there is a smoke detector on the property
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 in Summerland Key, this holiday home is on the waterfront. Bahia Honda State Park and Crab Key reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island.

Summerland Key, FL
What's nearby
- Florida Keys Beaches - 2 min drive - 2.0 km
- Upper Sugarloaf Key - 10 min drive - 10.6 km
- National Key Deer Refuge Visitor Center - 12 min drive - 12.9 km
- Key West Visitors Center - 14 min drive - 14.5 km
- Bahia Honda State Park - 25 min drive - 28.1 km
Getting around
Restaurants
- Kiki's Sandbar - 8 min drive
- Boondock's Grille & Drafthouse - 5 min drive
- 5 Brothers Two - 5 min drive
- Morning Joint - 3 min drive
- Broil - 5 min drive
Frequently asked questions
About the host
Hosted by iTrip Vacations Key West

Premier Host
They consistently provide great experiences for their guests
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