Entire home

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

your current months are January, 2025 and February, 2025.
January 2025
February 2025

Photo gallery for Oceanside home, dock,kayaks,bikes,pool,fishing,111

2 bedrooms, iron/ironing board, travel cot, free WiFi
Outdoor dining
Aerial view
View from property
Exterior

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms5 bathroomsSleeps 6111 sq m

Popular amenities

  • Washer
  • Pool
  • Barbecue grill
  • Free WiFi
  • Air conditioning
  • Kitchen

Explore the area

Map
Cudjoe Key, FL
  • Upper Sugarloaf Key
    ‪3 min drive‬
  • Upper Sugarloaf Sound
    ‪5 min drive‬
  • Venture Out Keys
    ‪5 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪27 min drive‬

Room options

About the area

Summerland Key

With a stay at this vacation home in Summerland Key, you'll be on the beach, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key. .This beach vacation home is 2.4 mi (3.8 km) from Upper Sugarloaf Sound and 2.4 mi (3.9 km) from Venture Key.

What's nearby

  • Upper Sugarloaf Key - 3 min drive
  • Upper Sugarloaf Sound - 5 min drive
  • Venture Out Keys - 5 min drive
  • Florida Keys Beaches - 8 min drive
  • Sugarloaf Beach - 17 min drive

Getting around

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

Restaurants

  • ‪Mangrove Mama's - ‬3 min drive
  • ‪Boondocks Grille & Draft House - ‬8 min drive
  • ‪The Square Grouper Bar & Grill - ‬2 min drive
  • ‪Looe Key Tiki Bar & Grill - ‬9 min drive
  • ‪Five Brothers Grocery Two - ‬8 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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. (I also rent units 109 and 107 on VRBO 4441696 and 342851) in case you need more than one home. We are right on the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on one of two balconies, dock or poolside, where you can soak up the sun steps from the house. Breathtaking southwest views of the blue-green ocean and sunsets can be seen from either balcony.

PLEASE NOTE: Beginning in 2023 the cleaning fee is to be left for housekeeping upon departure. Current amount is $225. This is in addition to the price you pay via this site.

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 at Cudjoe Gardens Marina where the ramp is. 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 the excellent fishing. Fish or kayak right off the end of 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 restaurants, a gym/wellness center, 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.

This casually elegant home has:
* high ceilings with crown molding and ceiling fans
* bamboo wood floors
* a gourmet kitchen with stainless appliances and granite countertops
* Two master suites with king beds and full private baths
* a third full bathroom downstairs
* 3 flat screen HDTV’s with full U-Verse cable package
* Free WIFI
* covered parking for 2 vehicles
* I pay for you to store your trailer at the local marina to give you maximum space under home
* walk in closet and luxury king beds and furniture
* Beach chairs, cooler, beach toys,
* Fishing poles
* Kayaks
* Bicycles

This is the perfect vacation home for families or couples looking for relaxing ambiance in tropical setting and for those who want it all – beach, pool, boat dock, kayaks and views.
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. There's a private balcony. Complimentary wireless internet access keeps you connected, and a DVD player is provided for your entertainment. Conveniences include a microwave and a coffee/tea maker.
This smoke-free vacation home features a stereo, books, and snorkeling nearby. Amenities and recreational activities include games, a music library, and kayaking nearby.
Guests will find features like internet access.

Property manager

John Benckenstein

Languages

English

Property amenities

Beach

  • On the beach

Pool/Spa

  • Heated pool
  • Shared/communal pool

Internet

  • Free Wi-Fi, with a speed of 500+ Mbps (good for 6+ people or 10+ devices)

Parking and transport

  • Car recommended

Kitchen

  • Fridge
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Coffee/tea maker
  • Toaster
  • Ice maker
  • Cookware/dishes/utensils

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bed sheets provided
  • Sofa bed

Bathrooms

  • 5 bathrooms
  • Combined shower/bath
  • Towels provided
  • Hairdryer

Entertainment

  • TV with cable/satellite service
  • DVD player
  • Stereo
  • Games
  • Music library
  • Books

Outdoor areas

  • Balcony
  • Barbecue

Laundry

  • Washing machine and dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near the ocean
  • On the waterfront
  • Near the bay

Things to do

  • Water sports equipment
  • Golf on site
  • Kayaking on site
  • Cycling on site
  • Snorkelling nearby
  • Jet skiing nearby
  • Power boating nearby
  • Scuba diving nearby
  • Kayaking nearby
  • Golf nearby
  • Birdwatching nearby
  • Fishing nearby
  • Marina nearby

Safety features

  • Carbon monoxide detector installed (host has indicated that there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated that there is a smoke detector on the property)
  • Fire extinguisher
  • First aid kit
  • Deadbolt lock

General

  • Unit size: 1200 sq ft (111 sq m)

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 22

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

A car is recommended for transportation to and from this property

Property is also known as

Luxury Home Dock Kayaks Bicycles Ocean Key West House Cudjoe Key
Luxury Home Dock Kayaks Bicycles Ocean Key West House
Luxury Home Dock Kayaks Bicycles Ocean Key West Cudjoe Key
Luxury Home Dock Kayaks Bicycles Ocean Key West
Luxury Home Dock Kayaks Bicycles Ocean Key West House Cudjoe Key
Luxury Home Dock Kayaks Bicycles Ocean Key West House
Luxury Home Dock Kayaks Bicycles Ocean Key West Cudjoe Key
Luxury Home Dock Kayaks Bicycles Ocean Key West House Cudjoe Key
Luxury Home Dock Kayaks Bicycles Ocean Key West House
Luxury Home Dock Kayaks Bicycles Ocean Key West Cudjoe Key
Luxury Home Dock Kayaks Bicycles Ocean Key West
238379

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

Reviews

10

Exceptional

Rating 10 - Excellent. 147 out of 153 reviews" "
Rating 8 - Good. 5 out of 153 reviews" "
Rating 6 - Okay. 1 out of 153 reviews" "
Rating 4 - Poor. 0 out of 153 reviews" "
Rating 2 - Terrible. 0 out of 153 reviews" "

10/10

Cleanliness

10/10

Staff & service

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Maria B.

Liked: Cleanliness
Awesome spot
Gorgeous views, all the amenities, great location. Can’t be beat.
Stayed 5 nights in Jan 2025

10/10 Excellent

Michael L.

Liked: Cleanliness
Lovely condo home in Cudjoe
Lots of extras with your rental are helpful.
Stayed 4 nights in Aug 2024

10/10 Excellent

Pete L.

Liked: Cleanliness
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

10/10 Excellent

Sarah P.

Liked: Cleanliness
Loved!!!!
Beautiful location, clean, and lovely. Communcation with property manager was great! The only slight issue was the 225 cleaning fee, it wasnt a surprise or anything just a bit steep of a price for already pricey stay otherwise I highly recommend!
Stayed 6 nights in May 2024

10/10 Excellent

Ramona Z.

Liked: Cleanliness
Perfect
This property was perfect for 2 couples of empty nesters. The condo was the best one on the property in my opinion due to the awesome views from the place. It’s also close to some great restaurants in the area. I would definitely recommend to others.
Stayed 5 nights in May 2024

10/10 Excellent

Michelle B.

Liked: Cleanliness
Paradise in Cudjoe
Has an amazing time. The view was gorgeous with a view of sunrise and sunset. Owner was amazing. Was in contact with us regularly and even sent us weather alerts for our area. 10 out of 10 for sure
Stayed 4 nights in Mar 2024

10/10 Excellent

Kim L.

Liked: Cleanliness
Cudjoe Holiday
Fantastic quiet holiday for two couples with two master suites with king size beds, gorgeous views from all balconies, thoughtful beach decor, and stunning sunsets! We LOVED this perfect spot (only 25 minutes from Key West attractions) and would definitely stay again as John was SO easy to work with. FIVE STAR STAY! 😃❤️☀️
Stayed 2 nights in Feb 2024

10/10 Excellent

Bob S.

Liked: Cleanliness
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

10/10 Excellent

Penny E.

Liked: Cleanliness
Birthday Trip
The property is just how it was pictured online. No surprises other than all the extra amenities they supplied!
Stayed 7 nights in Feb 2024

10/10 Excellent

Dan M., Indianapolis, Indiana

Liked: Cleanliness
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

10/10 Excellent

Verified traveller

Liked: Cleanliness
Wonderful location and great accomodations
We spent five nights here with our adult sons. It is such a nice condo and really great location. Every morning, we watched the sun rise from the porches right off of our bedrooms. I loved having three bathrooms and the living room/kitchenette were the perfect size. One of our sons slept in the living room and the other two in the king sized bed. Thanks so much for the accomodations!
Stayed 5 nights in Jan 2024

10/10 Excellent

H from PA

Liked: Cleanliness
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

10/10 Excellent

Susan L.

Liked: Cleanliness
A Little Piece of Paradise!
Beautiful property, exactly as pictured and described. Everything you need to have a relaxing and enjoyable stay. Very clean and quiet with fantastic views of the water. Great location for short day trips to Key West and Bahia Honda State Park. John was very responsive to all our questions and comments. Hope we have the opportunity to return, would definitely stay again!
Stayed 6 nights in Sep 2023

10/10 Excellent

Jennifer G.

Liked: Cleanliness
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

10/10 Excellent

Charles N.

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

10/10 Excellent

Ryan C.

Liked: Cleanliness
Wonderful home in great location!
This home was just what we were looking for! It is well appointed and had everything we needed to cook meals and relax. The location is very nice as Cudjoe is between Key West and Big Pine Key. So, we were in a quiet area but within distance to attractions/grocery stores. We brought our boat and had no problems in the bay, we did download a tide app to know when the lowest tides would be. The community pool was very nice and seems to be cooled. I always have reservations in staying in a VRBO, but this stay was amazing. We look forward to booking again.
Stayed 7 nights in Jul 2023

10/10 Excellent

Melanie M.

Liked: Cleanliness
Amazing
Easy checkin
Stayed 3 nights in Jul 2023

10/10 Excellent

Shannon F.

Liked: Cleanliness
Family Vacation
Great property - exactly as pictured and described. Lots of extras to utilize on the trip. John was extremely responsive to all my questions. Looking forward to coming back.
Stayed 7 nights in Jul 2023

10/10 Excellent

Robert S.

Liked: Cleanliness
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

10/10 Excellent

Justine S.

Liked: Cleanliness
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

10/10 Excellent

Michael F.

Liked: Cleanliness
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

10/10 Excellent

Donna H.

Liked: Cleanliness
Wonderful Property!
We stayed at this beautiful property for 4 nights. I was looking for something on the water, with pool access that would sleep 4 adults comfortably with 3 bathrooms and an easy drive into Key West. This house was absolutely perfect! The home is beautifully furnished with such attention to detail! Even had a pair of binoculars for looking out onto the water for sea life and boats. There are beautiful pictures of sea life on the walls, a beautiful stained glass window, and we enjoyed looking at the picture book of the hurricane damage and rebuilding on the key a few years ago. It only took us about 25 - 30 min to drive in to Key West. I would most certainly stay here again!You will not be disappointed in booking this property The owner is super nice and helpful and even provided recommendations for places to eat, grocery stores, souvenir shops, etc. that were extremely helpful! Thank you John!! We are from Texas and loved our trip to the keys!
Stayed 4 nights in May 2023

10/10 Excellent

Lori R.

Liked: Cleanliness
Beautiful Location!
Lovely, quiet property with fantastic views!
Stayed 5 nights in May 2023

10/10 Excellent

Rocky B., New Iberia, LA, USA

Liked: Cleanliness
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

10/10 Excellent

Chris W., Plantation, FL USA

Liked: Cleanliness
Fantastic Place - Will Return
Loved everything about this place. Location, value, area restaurants and activities. Offering bikes, kayaks and paddleboards a huge bonus. Clean, bright, comfortable. Host communication was excellent. He was spot-on, detailed and accommodating. Really great place. Hope to return for a longer stay in the future.
Stayed 2 nights in Apr 2023