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Oceanside home, dock,kayaks,bikes,pool,fishing,111

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Miscellaneous
Exterior
Living room with sofabed
Living room with sofabed
Living room with sofabed

Reviews

10 out of 10, Loved by Guests
Top 10% based on
2 bedrooms3+ bathroomsSleeps 61194.8 sq ft

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View in a map
Cudjoe Key, FL
  • Place, Upper Sugarloaf Key
    ‪3 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪4 min drive‬
  • Place, Florida Keys Beaches
    ‪8 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪33 min drive‬

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.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 22
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
The $250 cleaning fee is not collected with your reservation but is required.

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.
Map
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

  • Key West, FL (EYW-Key West Intl.) - 27 min drive

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

Does Oceanside home, dock,kayaks,bikes,pool,fishing,111 have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at Oceanside home, dock,kayaks,bikes,pool,fishing,111?

As of 19 Mar 2026, prices found for a 1-night stay for 2 adults at Oceanside home, dock,kayaks,bikes,pool,fishing,111 on 23 Jun 2026 start from £406, 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.

Is Oceanside home, dock,kayaks,bikes,pool,fishing,111 pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Oceanside home, dock,kayaks,bikes,pool,fishing,111?

Check-in begins at 4:00 PM.

What time is check-out at Oceanside home, dock,kayaks,bikes,pool,fishing,111?

Checkout is at 10:00 AM.

Where is Oceanside home, dock,kayaks,bikes,pool,fishing,111 located?

Situated on the waterfront, this holiday home is within 3 miles (5 km) of Upper Sugarloaf Key, Upper Sugarloaf Sound and Venture Key. Venture Out Keys and Out Key are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 152 out of 158 reviews
Rating 8 - Good. 5 out of 158 reviews
Rating 6 - Okay. 1 out of 158 reviews
Rating 4 - Poor. 0 out of 158 reviews
Rating 2 - Terrible. 0 out of 158 reviews

10/10

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

10/10 Excellent

Mandy N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, views, clean and comfortable. Kids were able to fish and enjoy the place as well, would definitely come back!
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Laura M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was very responsive and helpful with all our questions. The location was perfect and the view from our deck couldn’t have been better. The complex was clean and very nice. We had everything we needed for our stay. Would absolutely stay here again!
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Holly

Liked: Cleanliness, amenities, property conditions & facilities
The house was very nice and welcoming, and the views of the ocean are beautiful! Everything needed for our stay was provided. Our family had an amazing time!
Stayed 5 nights in Jun 2025
Verified

10/10 Excellent

Maria B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome spot

Gorgeous views, all the amenities, great location. Can’t be beat.
Stayed 5 nights in Jan 2025
Verified

10/10 Excellent

Charles N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome location

Great property, great location, brought our boat - great dock with easy access.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Lori R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Location!

Lovely, quiet property with fantastic views!
Stayed 5 nights in May 2023
Verified

10/10 Excellent

Chris A.

Very nice place in a good location. Everything was as described in the listing.

The house is very nice and we really liked the location. All the listing information was accurate and we really enjoyed our stay.
Stayed 7 nights in Dec 2017
Verified

10/10 Excellent

Pete L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful home with fantastic water views

Family of five stayed last week, great location not far from Key West. Host has everything well organized for your stay! Plan to stay again in future.
Stayed 5 nights in Jul 2024
Verified

8/10 Good

Brent A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great quiet island life location

Great renting experience
Stayed 4 nights in Sep 2021
Verified

10/10 Excellent

Bob S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great accommodations

Loved the place. Ideal decorations made us feel comfy and cozy. We were treated as if it was our own home. I highly recommend this place.
Stayed 4 nights in Feb 2024
Verified

10/10 Excellent

Cindy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Diving with friends!!

Our friends joined us for a wonderful dive trip at Looe key. This beautiful property exceeded our expectations. It has EVERYTHING you need for your home away from home. Plus bikes, kayaks, paddleboards. Great location with amazing views!! You won’t be disappointed!!
Stayed 5 nights in May 2025
Verified

10/10 Excellent

Justine S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

AMAZING!!!!!!!

What an AMAZING stay! We, as a family, enjoyed every part of our vacation home. From the view (incredible), location, cleanliness, security, accommodations, check in and out- this place had it ALL!! Will definitely stay again!
Stayed 4 nights in May 2023
Verified

10/10 Excellent

H from PA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cudjoe Key

Enjoyed our stay . Unit is very clean and a good location.Had fun with the kayaks too.
Stayed 5 nights in Dec 2023
Verified

10/10 Excellent

Michael F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

excellent place

we were very impressed and satisfied with the place and our stay. The house was well-decorated, clean and had an excellent view of the water (even saw a small shark in the water right behind the house). We would recommend this place to others without hesitation.
Stayed 4 nights in May 2023
Verified

10/10 Excellent

Jennifer G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great home! Amazing views!

This place never disappoints!! Another fabulous stay in the books. Can’t wait to be back!!
Stayed 5 nights in Aug 2023
Verified

10/10 Excellent

Robert S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

This is a Great Florida Keys Getaway

This property is the perfect place for fun and relaxation. It's close enough to Key West to enjoy everything it has to offer, but far away enough to enjoy quiet and relaxation. All amenities are supplied, just bring your fun and enjoyment!
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

Mary M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic stay in Cudjoe Key

We absolutely loved this house. It checked all of our boxes related to size, layout, location, view and amenities. The property owner was very responsive throughout the rental process. If/when we return to the Keys we will definitely plan to stay here again.
Stayed 8 nights in Jan 2023
Verified

10/10 Excellent

Verified traveller

Wonderful vacation home!

Upscale living in a perfect location. The homeowner has thought of everything to make this a comfortable home, along with thoughtful extras like outdoor seating and a grill, bicycles and kayaks!
Stayed 5 nights in May 2018
Verified

10/10 Excellent

Laurie O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great experience!

We stayed at this house for a short spring break family getaway. We loved having access to paddle boarding and kayaking right in the backyard! The pool was clean and we had a great time
Stayed 2 nights in Mar 2023
Verified

10/10 Excellent

Dan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Keys Visit

Stayed here to get away from the cold up north with some friends from KC. Great locations, views and amenities. Went into Key West a couple of times for shopping and lunch, very close and easy drive. This property has everything you need to unplug for a little bit and we enjoyed it very much.
Stayed 9 nights in Jan 2024
Verified

10/10 Excellent

Michael L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely condo home in Cudjoe

Lots of extras with your rental are helpful.
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

Sara N.

Great Place to Stay!

We had a great time at this house on Cudjoe Key! The location was great for us - we spent some time in Key West and Marathon during our trip. It was the perfect spot. We loved the ocean view, the pool, and the décor. We were completely comfortable. We highly recommend this home.
Stayed 5 nights in Mar 2018
Verified

10/10 Excellent

Kevin S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our first FL Keys Trip

What a great stay. The drive down US 1 from MIA is just beautiful. John's property was great and exactly as described. We particularly enjoyed using the kayaks and paddling across beautiful Cudjoe Key. We also enjoyed the peace and quiet.
Stayed 7 nights in Mar 2023
Verified

10/10 Excellent

Teresa C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home

After a bad 1st day of our vacation we rented this home for 3 nights , felt like paradise , easy access and home was accommodating would rent again ! Beautiful beautiful
Stayed 3 nights in Jun 2022
Verified

10/10 Excellent

Rocky B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our Trip to the Keys

The pictures were accurate. Beautiful property, clean and quite. It was refreshing to get away from the hustle and bustle of Key West and enjoy the beauty and quite in this peaceful resort in the evenings.
Stayed 4 nights in Apr 2023

About the host

Hosted by John Benckenstein

Host profile image
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.

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