Entire home
Oceanside home, dock,kayaks,bikes,pool,fishing,111
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Reviews
10 out of 10, Loved by Guests
Top 10% based on
2 bedrooms3+ bathroomsSleeps 61194.8 sq ft
Popular amenities
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
3 bathrooms, 3 half bathrooms
Bathroom 1
Bathroom 2
Bathroom 3
Bathroom 4
Bathroom 5
Bathroom 6
Spaces
Kitchen
Balcony
Dining area
About this property
Oceanside home, dock,kayaks,bikes,pool,fishing,111
This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. This is #111 and I also rent adjacent homes 109 and 107 in case you need more than one. We are 40 feet from the water`s edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on the balconies or poolside, where you can sun, fish or boat from the docks. Key West is 17 miles away.
This casually elegant home has:
* high ceilings with crown molding and four ceiling fans.
* hardwood floors and impact windows and doors.
* a gourmet kitchen with stainless appliances and granite countertops.
* two master suites with king beds and full private baths.
* a sleeper sofa in living room downstairs with a third full bathroom.
* 3 flat screen HDTV’s with cable and WIFI.
* covered parking for 2 vehicles.
* free offsite storage for your trailer as they may not be stored onsite.
* walk in closet and luxury king beds and furniture.
* cooler, beach toys, fishing poles, kayaks, bicycles, and paddleboards.
This is the perfect vacation home for families or couples looking for relaxing ambiance in tropical setting. And for those who want it all – history, nightlife, beach, pool, boat dock, kayaks and views.
This is a stand-alone home just for you with breathtaking southwest views of the blue-green ocean and sunsets, private bbq and outdoor seating/dining.
Your boat, up to 25 feet, can be kept at the dock for your entire stay in the calm waters directly behind the house. I pay for you to store your trailer off-site.
This is a private gated community of 11 homes which are all used as vacation rentals sharing a common pool and marina with docks.
A car is recommended to get around to areas outside the community such as sights, restaurants, bars, etc.
Looe Key and American Shoal Reef can be seen from the house where you’ll find the most beautiful snorkeling and diving reefs in the keys along with excellent fishing. Fish or kayak right off the dock or you can venture out to experience the history and action in Key West located only 17 miles away. In the immediate area you’ll find several very good fine dining and casual restaurants, grocery, liquor store, and Cudjoe Garden’s Marina, a full-service marina offering boat rentals. The only 18-hole miniature golf course in the keys is located 15 minutes away. Bahia Honda State Park and the Dolphin Research Center, which offers dolphin encounters, are other area attractions 30 to 60 minutes away.
The $250 cleaning fee is not collected with your reservation but is required. You are asked to leave it inside the home upon departure for the housekeeper. To be clear, this $250 is in addition to the other rental costs and taxes that are collected from you upon booking.
During high seasons, guests must typically check in or out on a Saturday or Sunday, unless stay is more than 10 nights. Exceptions are possible upon request.
TRAILER AND VEHICLE PARKING: There is space under home for two standard vehicles. Campers, travel trailers, recreational vehicles, trucks with dual rear wheels and trucks larger than one ton are prohibited from the community. Please park under home and not to the side where it will block your neighbor. I pay for my guests to store their boat or boat on trailer at nearby facilities during their stay. If you will be bringing your boat, or PWC you must tell me now along with your boat description including length.
Boats, PWC and trailers are not permitted to be stored on premises except for day of arrival until noon the next day, and for last 24 hours before departure. Vehicles and trailers may not park on grass or hinder emergency personnel or block any guest’s vehicular access to their home.
CONDITION AND USE OF PROPERTY: The Property is provided in “as is” condition. Owner shall use its best efforts to ensure the operation of all amenities in the Property, such as internet access, cable TV access, pool, recreational equipment as applicable. Owner shall not be held responsible for such items failure to work, but will make every effort to correct any issues as reported as quickly as possible. Guest shall use the Property for residential purposes only and in a careful manner to prevent any damage or loss to the Property and keep the Property in clean and sanitary condition at all times. Guests shall refrain from loud noise and shall not disturb, annoy, endanger, or inconvenience neighbors. Guests shall not use the Property for any offensive or unlawful purposes and shall abide by association rules, and not commit waste or nuisance about the Property.
Extra fees up to $100 may be charged for excessive cleaning. This fee may apply for failure to follow checkout rules including emptying all trash, damaged or missing items including towels and furniture left out of place.
RISK OF LOSS AND INDEMNIFICATION: Guest agrees that all personal property, personal effects and other items brought into the Property by Guest or their permitted guests shall be at the sole risk of Guest with regard to any theft, damage, destruction or other loss and Rental Agent shall not be responsible or liable for any reason. Guest agrees to indemnify and hold harmless Rental Agent and their agents, owners, successors, employees and contractors from and against any costs, damages, liabilities, claims, legal fees and other actions incurred by Guest, their permitted guests, or agents, representatives or successors of Guest due to any claims relating to destruction of property or injury to persons or loss of life sustained by Guest or family and visitors of Guest in or about the Property.
RELEASE: Guest acknowledges that use of amenities may be dangerous, particularly with regard to children, and such use is at the Guest’s own risk. Guest waives and releases any claims against Rental Agent, the Property owner and their successors, assigns, employees or representatives for any injuries or death that may be sustained by Guest or their permitted guests or invitees on or near or adjacent to the Property, including any common facilities, activities or amenities including but not limited to pools, decks, kayaks, paddleboards, bicycles, snorkeling equipment and floats. Guest agrees to use any such facilities or amenities entirely at the Guest’s own risk and responsibility.
REFUNDS: If evacuation, or delayed arrival, due to a named storm is necessary, the unused portion of Guest payments will be refunded.
SMOKING AND PET POLICIES: Home is pet free and non-smoking both inside the home and on balconies.
A minimum fee of $250 will be charged for violation of either policy.
SUNRISE BEACH COMMON AREA RULES:
1. Use of common area including pool, beach, dock and TIKI hut
a. Limit noise to conversation level after 10PM
b. No loud music or boisterous noise at any time
c. No glass containers permitted
d. Children must be supervised at all times
e. No running, rough play or diving
f. Animals are not allowed in the pool
g. No smoking unless downwind from other guests and homes
2. Trash and Recycling:
a. All trash should be disposed of from homes and common areas in closed 13-gallon bags and placed inside the dumpster.
b. All recycled goods (cans, bottles, cardboard) should be placed loose inside the blue recycle cans WITHOUT bagging.
3. Use of marina and boat docks
a. Drive on docks and all mooring positions are on a first come first serve basis. There is no reserving of dock space. Drive on docks for boats 17 feet and smaller.
b. One motorized watercraft up to 25 feet in length is permitted per home with beam under 9 feet. Exceptions can be made for additional personal water craft based on available space.
c. Please be mindful of depth and stay inside of marker buoys.
d. Fish cleaning station is provided. Please hose any fish remains into bay and do not place into trash.
4. There are no common area spaces for parking.
Contact for Questions or Issues: Please see home info notebook inside the home.
This casually elegant home has:
* high ceilings with crown molding and four ceiling fans.
* hardwood floors and impact windows and doors.
* a gourmet kitchen with stainless appliances and granite countertops.
* two master suites with king beds and full private baths.
* a sleeper sofa in living room downstairs with a third full bathroom.
* 3 flat screen HDTV’s with cable and WIFI.
* covered parking for 2 vehicles.
* free offsite storage for your trailer as they may not be stored onsite.
* walk in closet and luxury king beds and furniture.
* cooler, beach toys, fishing poles, kayaks, bicycles, and paddleboards.
This is the perfect vacation home for families or couples looking for relaxing ambiance in tropical setting. And for those who want it all – history, nightlife, beach, pool, boat dock, kayaks and views.
This is a stand-alone home just for you with breathtaking southwest views of the blue-green ocean and sunsets, private bbq and outdoor seating/dining.
Your boat, up to 25 feet, can be kept at the dock for your entire stay in the calm waters directly behind the house. I pay for you to store your trailer off-site.
This is a private gated community of 11 homes which are all used as vacation rentals sharing a common pool and marina with docks.
A car is recommended to get around to areas outside the community such as sights, restaurants, bars, etc.
Looe Key and American Shoal Reef can be seen from the house where you’ll find the most beautiful snorkeling and diving reefs in the keys along with excellent fishing. Fish or kayak right off the dock or you can venture out to experience the history and action in Key West located only 17 miles away. In the immediate area you’ll find several very good fine dining and casual restaurants, grocery, liquor store, and Cudjoe Garden’s Marina, a full-service marina offering boat rentals. The only 18-hole miniature golf course in the keys is located 15 minutes away. Bahia Honda State Park and the Dolphin Research Center, which offers dolphin encounters, are other area attractions 30 to 60 minutes away.
The $250 cleaning fee is not collected with your reservation but is required. You are asked to leave it inside the home upon departure for the housekeeper. To be clear, this $250 is in addition to the other rental costs and taxes that are collected from you upon booking.
During high seasons, guests must typically check in or out on a Saturday or Sunday, unless stay is more than 10 nights. Exceptions are possible upon request.
TRAILER AND VEHICLE PARKING: There is space under home for two standard vehicles. Campers, travel trailers, recreational vehicles, trucks with dual rear wheels and trucks larger than one ton are prohibited from the community. Please park under home and not to the side where it will block your neighbor. I pay for my guests to store their boat or boat on trailer at nearby facilities during their stay. If you will be bringing your boat, or PWC you must tell me now along with your boat description including length.
Boats, PWC and trailers are not permitted to be stored on premises except for day of arrival until noon the next day, and for last 24 hours before departure. Vehicles and trailers may not park on grass or hinder emergency personnel or block any guest’s vehicular access to their home.
CONDITION AND USE OF PROPERTY: The Property is provided in “as is” condition. Owner shall use its best efforts to ensure the operation of all amenities in the Property, such as internet access, cable TV access, pool, recreational equipment as applicable. Owner shall not be held responsible for such items failure to work, but will make every effort to correct any issues as reported as quickly as possible. Guest shall use the Property for residential purposes only and in a careful manner to prevent any damage or loss to the Property and keep the Property in clean and sanitary condition at all times. Guests shall refrain from loud noise and shall not disturb, annoy, endanger, or inconvenience neighbors. Guests shall not use the Property for any offensive or unlawful purposes and shall abide by association rules, and not commit waste or nuisance about the Property.
Extra fees up to $100 may be charged for excessive cleaning. This fee may apply for failure to follow checkout rules including emptying all trash, damaged or missing items including towels and furniture left out of place.
RISK OF LOSS AND INDEMNIFICATION: Guest agrees that all personal property, personal effects and other items brought into the Property by Guest or their permitted guests shall be at the sole risk of Guest with regard to any theft, damage, destruction or other loss and Rental Agent shall not be responsible or liable for any reason. Guest agrees to indemnify and hold harmless Rental Agent and their agents, owners, successors, employees and contractors from and against any costs, damages, liabilities, claims, legal fees and other actions incurred by Guest, their permitted guests, or agents, representatives or successors of Guest due to any claims relating to destruction of property or injury to persons or loss of life sustained by Guest or family and visitors of Guest in or about the Property.
RELEASE: Guest acknowledges that use of amenities may be dangerous, particularly with regard to children, and such use is at the Guest’s own risk. Guest waives and releases any claims against Rental Agent, the Property owner and their successors, assigns, employees or representatives for any injuries or death that may be sustained by Guest or their permitted guests or invitees on or near or adjacent to the Property, including any common facilities, activities or amenities including but not limited to pools, decks, kayaks, paddleboards, bicycles, snorkeling equipment and floats. Guest agrees to use any such facilities or amenities entirely at the Guest’s own risk and responsibility.
REFUNDS: If evacuation, or delayed arrival, due to a named storm is necessary, the unused portion of Guest payments will be refunded.
SMOKING AND PET POLICIES: Home is pet free and non-smoking both inside the home and on balconies.
A minimum fee of $250 will be charged for violation of either policy.
SUNRISE BEACH COMMON AREA RULES:
1. Use of common area including pool, beach, dock and TIKI hut
a. Limit noise to conversation level after 10PM
b. No loud music or boisterous noise at any time
c. No glass containers permitted
d. Children must be supervised at all times
e. No running, rough play or diving
f. Animals are not allowed in the pool
g. No smoking unless downwind from other guests and homes
2. Trash and Recycling:
a. All trash should be disposed of from homes and common areas in closed 13-gallon bags and placed inside the dumpster.
b. All recycled goods (cans, bottles, cardboard) should be placed loose inside the blue recycle cans WITHOUT bagging.
3. Use of marina and boat docks
a. Drive on docks and all mooring positions are on a first come first serve basis. There is no reserving of dock space. Drive on docks for boats 17 feet and smaller.
b. One motorized watercraft up to 25 feet in length is permitted per home with beam under 9 feet. Exceptions can be made for additional personal water craft based on available space.
c. Please be mindful of depth and stay inside of marker buoys.
d. Fish cleaning station is provided. Please hose any fish remains into bay and do not place into trash.
4. There are no common area spaces for parking.
Contact for Questions or Issues: Please see home info notebook inside the home.
Our prices include all fees. No hidden fees.
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- Ocean view
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9.6 out of 10, Exceptional, (43 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 22
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
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
We should mention
A car is recommended for transport to and from this property
About the area
Summerland Key
Located in Summerland Key, this holiday home is on the waterfront. 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. Looking to get your feet wet? Jet skiing, kayaking and scuba diving adventures can be found near the property.

Cudjoe Key, FL
What's nearby
- Upper Sugarloaf Key - 3 min drive - 3.6 km
- Upper Sugarloaf Sound - 4 min drive - 4.9 km
- Lower Sugarloaf Sound - 8 min drive - 8.5 km
- Florida Keys Beaches - 8 min drive - 8.7 km
- Sugarloaf Beach - 15 min drive - 14.7 km
Getting around
Restaurants
- Boondock's Grille & Drafthouse - 8 min drive
- Morning Joint - 2 min drive
- Broil - 2 min walk
- 5 Brothers Two - 8 min drive
- Mangrove Mama's - 3 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Staff & service
10/10
Amenities
10/10
Property conditions & facilities
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
16 Feb 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Feb 2026
Verified
10/10 Excellent
Laura M.
17 Feb 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Laura M.
Stayed 4 nights in Feb 2026
Verified
10/10 Excellent
Holly
10 Jul 2025
Liked: Cleanliness, amenities, property conditions & facilities
Holly
Stayed 5 nights in Jun 2025
Verified
10/10 Excellent
Maria B.
15 Jan 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome spot
Maria B.
Stayed 5 nights in Jan 2025
Verified
10/10 Excellent
Charles N.
18 Aug 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome location
Charles N.
Stayed 7 nights in Jul 2023
Verified
10/10 Excellent
Lori R.
12 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Location!
Lori R.
Stayed 5 nights in May 2023
Verified
10/10 Excellent
Chris A.
7 Jan 2018
Very nice place in a good location. Everything was as described in the listing.
Chris A.
Stayed 7 nights in Dec 2017
Verified
10/10 Excellent
Pete L.
13 Jul 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful home with fantastic water views
Pete L.
Stayed 5 nights in Jul 2024
Verified
8/10 Good
Brent A.
13 Sept 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great quiet island life location
Brent A.
Stayed 4 nights in Sep 2021
Verified
10/10 Excellent
Bob S.
22 Feb 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great accommodations
Bob S.
Stayed 4 nights in Feb 2024
Verified
10/10 Excellent
Cindy P.
17 May 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Diving with friends!!
Cindy P.
Stayed 5 nights in May 2025
Verified
10/10 Excellent
Justine S.
9 Jun 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
AMAZING!!!!!!!
Justine S.
Stayed 4 nights in May 2023
Verified
10/10 Excellent
H from PA
21 Dec 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cudjoe Key
H from PA
Stayed 5 nights in Dec 2023
Verified
10/10 Excellent
Michael F.
1 Jun 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
excellent place
Michael F.
Stayed 4 nights in May 2023
Verified
10/10 Excellent
Jennifer G.
6 Sept 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home! Amazing views!
Jennifer G.
Stayed 5 nights in Aug 2023
Verified
10/10 Excellent
Robert S.
2 Jul 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a Great Florida Keys Getaway
Robert S.
Stayed 7 nights in Jun 2023
Verified
10/10 Excellent
Mary M.
17 Jan 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic stay in Cudjoe Key
Mary M.
Stayed 8 nights in Jan 2023
Verified
10/10 Excellent
Verified traveller
30 May 2018
Wonderful vacation home!
Verified traveller
Stayed 5 nights in May 2018
Verified
10/10 Excellent
Laurie O.
20 Mar 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great experience!
Laurie O.
Stayed 2 nights in Mar 2023
Verified
10/10 Excellent
Dan M.
29 Jan 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Keys Visit
Dan M.
Stayed 9 nights in Jan 2024
Verified
10/10 Excellent
Michael L.
20 Aug 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely condo home in Cudjoe
Michael L.
Stayed 4 nights in Aug 2024
Verified
10/10 Excellent
Sara N.
4 Apr 2018
Great Place to Stay!
Sara N.
Stayed 5 nights in Mar 2018
Verified
10/10 Excellent
Kevin S.
29 Mar 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Our first FL Keys Trip
Kevin S.
Stayed 7 nights in Mar 2023
Verified
10/10 Excellent
Teresa C.
14 Jun 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home
Teresa C.
Stayed 3 nights in Jun 2022
Verified
10/10 Excellent
Rocky B.
9 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Our Trip to the Keys
Rocky B.
Stayed 4 nights in Apr 2023
About the host
Hosted by John Benckenstein
We are married and the kids are all out of the house so we have the time to spend on vacations like our Cudjoe Key getaway house. We enjoy being on the water, touring Key West, eating out and then have a quiet place to sleep and relax.
Why they chose this property
We fell in love with the Keys and purchased these properties to make it that much easier to visit. Sunrise Beach Resort is the perfect blend of Keys life. It is just close enough to Key West when you want action and secluded enough for relaxing anytime.
What makes this property unique
Sunrise Beach is always a quiet place to relax. With nearby dive companies, or your own boat, you can explore some of the most beautiful reefs in the Keys just a few miles off shore. Nearby Key West (17 miles) is always a fun trip for a wide variety of food and entertainment. However, three of my top five favorite restaurants anywhere in the keys are less than 5 miles away. You will be staying in one of eleven stilt homes in this secluded gated community.
Languages:
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