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1195 sq. ft. This luxurious home overlooking Cudjoe Bay on the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with 11 total homes. This is #109 and I also rent 111 and 107 in case you need more than one. We are 90 feet from the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes from the balconies or poolside. Key West is 17 miles away. Your 25’ boat may also dock here.
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 $225 is in addition to the other rental costs and taxes that are collected from you upon booking.
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.
The common areas of the community are under surveillance by security cameras. These cameras cover the dock space, pool, beach, driveway, front gate, and sections of the carports. There are no cameras within the homes, and the cameras are not monitored in real time. They are used exclusively for reviewing incidents after they occur.
While there are hourly buses to Key West to South and Marathon Key to North, a car is highly recommended.
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
Unique Benefits
Docking your boat in our marina. Fishing from our docks, Excellent nearby restaurants. 30 minutes from Key West. Protected bike path across street.
Why Kids Love It
Swimming and fishing right here. Bicycles, paddleboards and kayaks free to use. Swimming pool right here. Private Hammock. Protected bike path off main roads.
Midway between Marathon and Key West, just 30 minutes to either one. This is a gated community of just 11 homes. Several high end and casual restaurants within 5 miles. Nice protected bike path off main roads
Within 5 miles:
Square Grouper
My New Joint
Boondocks
No Name Pub
Galley Grill
Kiki's Sandbar
Mangrove Mamma's
Big Pine Diner (15 miles)
Steak and Lobster (25 miles in Marathon)
Key West:
Louis Backyard
Flannigan's
Half Shell Raw Bar
A&B Lobster House
Smokin' Tuna
Bagatelle
Two Friends
Red Fish Blue Fish
Blue Heaven
Willy T's
Conch Republic
Seaside Café at Southernmost
24-hour checkin
First aid kit
Fire Extinguisher
Essentials
Hangers
Sound system
Suitable for infants
Shower
Baby crib
Hot water
Private entrance
Extra pillows and blankets
Cooking basics
Beach essentials
Room darkening shades
Bay
Marina
Museums
Toilet
Car recommended
Pack n play travel crib
Books
Games
Music library
Video library
Dining area
Ice maker
Boating
Paddle boating
Shopping
Water sports
Beach
Resort
Long term stays allowed
Deadbolt lock
Outdoor lighting
Deepsea fishing
Fishing
Fishing bay
Golf
Jet skiing
Pier fishing
Scuba or snorkeling
Snorkeling
Swimming
Family
Romantic
Contactless Check-In/Out
Dining table
Outdoor dining
Outdoor firepit
Outdoor furniture
Outdoor sunloungers
Fire pit
Cleaning products
Body soap
Shower gel
Clothing storage
Board games
Baking sheet
Barbeque utensils
Wine glasses
Hammock
No Booking or Service Fees
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| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Feb 17 - Feb 19 2026 | $504 | 3 nights | |||
Feb 20 - Feb 27 2026 | $489 | 4 nights | |||
Feb 28 - Mar 06 2026 | $504 | 3 nights | |||
Mar 07 - Mar 19 2026 | $489 | 4 nights | |||
Mar 20 - Mar 22 2026 | $504 | 3 nights |
Fees:
Notes:
House Rules
Check in after: 4:00 PM
Check out before: 10:00 AM
Cancellation Policy
100% refund if you cancel 30 days prior to arrival.
50% refund if you cancel by 15 days prior to arrival.
No refund if you cancel less than 15 days prior to arrival.
Damage and incidentals
You will be responsible for any damage to the rental property caused by you or your party during your stay. A security deposit of $250 will be collected and refunded promptly after cleaning fee is left for housekeeping and no damage reported.
Last updated on February 17, 2026
Shelby RebeccaJohn's place was beautiful! We loved the space and the views. There was plenty of room for 2 couples. The kitchen had everything we needed to make nice meals. The living room furniture and beds were very comfortable. The location was both private and convenient to food, fishing, and touring. It was a great place to stay. We absolutely loved it! Thank you, John, and Happy Thanksgiving!
Stayed: November 2025 Submitted: November 27, 2025
JohnJohn was so polite and helpful. We booked last minute and checked in late, and he still went above and beyond to make sure we were comfortable and accommodated above what we expected. The house and location was beautiful and very private. And there were tons of amenities on the property that we were able to use such as paddle boards, kayaks and an excellent dock!Thanks again! We will be back!
Stayed: October 2025 Submitted: October 06, 2025
DaveWell-appointed house with great amenities. My family of five enjoyed the beautiful sunsets, as well as the pool and kayaks. John responded quickly to my inquiries, and he had great suggestions for dining and activities. Would definitely recommend!
Stayed: June 2025 Submitted: July 01, 2025
JessicaUnit 109 was exceptional. It was fully stocked with cookware, the washer and dryer was super nice to have for our big family, beds were comfy, and everything was clean. We loved having kayaks to use in the bay, and the boat dock was awesome for our rental boat. We loved the patio, and it was so awesome to sit on the dock at night and watch for falling stars as there’s minimal light pollution. Murray’s market was nice for getting a few things and ice, and the Winn Dixie 15 minutes away was great for bigger grocery trips. The grill worked nicely. Fish cleaning station was sweet. We had the very best time. Ten stars.
Stayed: May 2025 Submitted: June 07, 2025
JasmyneThe house was perfect! We loved our stay, perfect for two couples. We enjoyed hanging by the pool in the evenings or fishing off the dock. The place is gated and quiet overall. We loved our stay and will consider coming back
Stayed: April 2025 Submitted: May 03, 2025
MarthaNice location, quiet community right on water. Nice amenities and well stocked kitchen. 2 Very nice suites and balconies with good views. Close to good restaurants and easy drive to Key West. Lots of detailed information and recommendations that were helpful for our first visit to the Keys! Thanks and we will love to come back.
Stayed: April 2025 Submitted: April 24, 2025
KimOceanside 109 was just a promised - a great home away from home for a week! The amenities provided were much appreciated - kayaks, bikes, fire pit & more. The commons areas (pool & dock) were well maintained. The home itself was stocked with things like coffee filters, a few basic cooking items (oil, salt/pepper), TP, paper towels, etc.. Communication with John, the owner, was very thorough prior to our stay, complete with check-in instructions, area guides for activities & restaurants, and a few other pertinent details. During our stay, our inquiries were handled quickly & to our satisfaction. We love the Cudjoe Key area - quiet, beautiful & just close enough to many activities & restaurants, including in Key West. We will be back!
Stayed: March 2025 Submitted: April 02, 2025
Glynn ChristalCheers to another stay at sunrise cottages in Cudjoe Key. This time we stayed in house number 109. It was fabulous, fantastic with great views! Clean and efficient. Stocked with everything we could use and then some. My kids love it here. It’s safe and tranquil. Gorgeous views of the bay to ocean side. We had perfect weather Labor Day week. Booked last minute. The community is very private with a gated fence cameras and just so delightful. It’s such a peaceful experience staying on this property. We keep our boat here at the dock and John takes care of the trailer fees, which is such a courteous gesture. John goes above and beyond to make sure we’re comfortable and he is just a phone call away if we need anything. Thanks John. This is our second booking this year with him. We’ve been booking from him for many years. I highly recommend 109 it’s fabulous.Thanks again!The Zimmer’s
Stayed: August 2024 Submitted: September 06, 2024
BonnieWas a beautiful place to stay for our 4 day vacation! Caught large mangrove snapper at the docks, We had very spacious place to stay with extremely comfortable king size Beds,all and all the place was a perfect place to stay! Of course being within 20 miles from key West was a huge plus!
Stayed: May 2024 Submitted: May 14, 2024
Feliciathis was our first family vacation with our two toddlers. our initial appeal in booking john’s place was that he offered a portable crib and a pack n play for our kids to sleep in. john was super helpful making sure we had everything we’d need for our boys including a booster seat for them to eat meals in, and went so far as to bring over a toy walker for them to use during our stay. the place was incredibly comfortable. the outdoor space, (two balconies, carport area with fire pit, grill, hammock) gave us the chance to have a relaxing drink with a view after the kids went to bed. pool overlooks the water, is beautiful, has plenty of lounge chairs. john has kayaks, paddle boards, bikes available, which is amazing. as well as plenty of amenities for boaters, which we are not, but feels relevant to mention. we definitely look forward to staying here again. thanks for a great stay.
Stayed: May 2024 Submitted: May 09, 2024
KarenYou have everything that you need in Oceanside 109! Beds were comfortable, bathrooms clean and kitchen had everything you need. Bonus was the kayaks and bikes available to use as was the hammock! Pool was great! We had a very comfortable and relaxing stay. Met John while we were there and he gave us great info on places to eat and visit.
Stayed: April 2024 Submitted: April 15, 2024
Ginny D.Don't worry be happy!!!
Great location, views were gorgeous from our waterfront decks, 30 mins. to airport! Rental was clean, comfortable & well equipped with everything you need & then some. Home owners thought of everything to make the stay relaxing, enjoyable & memorable. Kayaking right from the house was really nice too! :) Easy check in & out. Would highly recommend staying here.
Stayed: November 2022 Submitted: December 02, 2022
Christi H.Nice place
We really enjoyed this condo. It was clean, comfortable, cool, and had a beautiful view. It had the little extras that some places don’t have (plenty of laundry detergent, dishwasher tabs, paper towels, trash sacks, TP, etc). The beds were comfortable. It was a little ways from shopping and much in the way of dining options, but we knew that going in. The kayaks were fun. Would definitely recommend.
Stayed: August 2022 Submitted: August 04, 2022
Host response
"Some of my favorite restaurants in lower keys are less than 5 miles away. Broils right across the street is a steak and seafood place that has never disappointed. Imaginative dishes and small town feel. My New Joint and Square grouper share a kitchen with music and tapas upstairs and full dining downstairs with excellent seafood, just 1 mile south. South of the Seven is in Sugarloaf 4 miles South and really great views and food for all. Lesser priced options at Boondocks nearby."
Lisa A.Cudjoe Key
The place we stayed unit 111 was awesome! Great location, well stocked, very clean, and water front! The attention to detail was great. They even had soaps and shampoos. Well stocked kitchen too and the owner was great to work with. Highly recommend this rental.
Stayed: July 2022 Submitted: July 09, 2022
Host response
"Thank you for taking time to write your review! Hope to see you again next year."
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