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NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Holiday home in Summerland Key with kitchen

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Enjoy your stay at our luxury high-rise house in beautiful Cudjoe Key, Florida
Welcome to our slice of paradise!
Park your beneath the house to make unpacking a breeze!
35' of private dock space right off your front porch
Enjoy stunning ocean views while relaxing on your patio

Reviews

9.8 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Dryer
  • Kitchen
  • Washer
  • Parking available
  • Barbecue grill

Explore the area

View map
  • Place, Venture Out Keys
  • Place, Upper Sugarloaf Key
  • Place, Florida Keys Beaches
  • Airport, Key West, FL (EYW-Key West Intl.)

Rooms & beds

2 bedrooms (sleeps 6)

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Kitchen

About this property

NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

***NEVER RENTED BEFORE!!
Be one of the first to stay in our newly renovated home! With a 35' Seawall for docking your boat or water toys, this can be your 2 bedroom 2 bath waterfront getaway in Cudjoe Key!! Ocean views from every room in the house. Located in the lower Florida Keys at MM# 23 only 19 minutes to Key West. Our home is in the gated community of Venture Out. *Sleeps 6 guests*2 Full Bath* WiFi* * TV * A/C & heat *Fully equipped kitchen*Dishwasher*Stove & self clean oven* Refrigerator/freezer with ice maker*Microwave* Blender* Toaster oven* Service for 12* All eating utensils, bake & cookware*Keurig & 12 cup coffee maker* New King, queen & queen sofa sleeper*Brand New Amenities including propane grill, 4 Bikes & 2 two-person Kayaks **COMMUNITY AMENITIES: Olympic size heated Pool, kiddie pool, HotTub, Marina, Boat Ramp, fuel docks, fish filet station, boat wash down station, Children's playground, Convenience Store, Recreation hall with darts, pool table & ping pong. Daily activities-- pick up monthly schedule at the guard booth.Tennis, Pickleball, basketball, Bocce ball, library, church services, post office. Too much to list!
**FREE PARKING FOR 1 VEHICLE IN OUR DRIVEWAY
***WE ARE SMOKE FREE AND PET FREE***
***ONE TIME ENTRANCE FEE $125. PAID UPON ARRIVAL AT GUARD BOOTH OR REGISTRATION OFFICE. ***
*Parking for 1 additional car and/or 1 boat trailer in the overflow parking lot for an additional fee. Overflow parking is on a first come first served basis & is not guaranteed.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Air conditioning
Ocean view

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House Rules

Check in after 4:00 PM
Minimum age to rent: 23
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
ONE TIME ENTRANCE FEE $125.00 PAID UPON ARRIVAL AT THE REGISTRATION OFFICE OR GUARD BOOTH.

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
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Summerland Key

Located in Summerland Key, this holiday home is near the beach. Florida Keys Beaches and Bahia Honda State Park 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.
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Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 9 min drive - 7.3 km
  • Florida Keys Beaches - 12 min drive - 8.1 km
  • Sugarloaf Beach - 21 min drive - 18.4 km
  • Bahia Honda State Park - 39 min drive - 32.8 km
  • Boca Chica Nude Beach - 41 min drive - 31.5 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 33 min drive

Restaurants

  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪5 Brothers Two - ‬9 min drive
  • ‪Morning Joint - ‬20 min walk
  • ‪Broil - ‬5 min drive

Frequently asked questions

Does NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS! have a pool?

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

Is NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!?

Check-in begins at 4:00 PM.

What time is check-out at NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!?

Checkout is at 10:00 AM.

Where is NOV. & DEC. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS! located?

Situated by the sea, this holiday home is within 9 miles (15 km) of Upper Sugarloaf Key, Florida Keys Beaches and Lower Sugarloaf Sound. Big Pine Key Flea Market and National Key Deer Refuge Visitor Center are also within 9 miles (15 km).

Reviews

9.8

Exceptional

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Eco-friendliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

9.6/10

Listing accuracy
Rating 10 - Excellent. 74 out of 82 reviews
Rating 8 - Good. 6 out of 82 reviews
Rating 6 - Okay. 2 out of 82 reviews
Rating 4 - Poor. 0 out of 82 reviews
Rating 2 - Terrible. 0 out of 82 reviews

Reviews

10/10 Excellent

Lee J.

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

Lobster trip

Great property, owners were very helpful and we really enjoyed our stay!
Stayed 5 nights in Sep 2020

10/10 Excellent

carol w.

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

Enjoyed our stay at Venture Out on Cudjoe key

Very well maintained home & property owners were very helpful if we had questions
Stayed 5 nights in Apr 2024

10/10 Excellent

Deborah S.

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

Just what we needed

The house was clean as a whistle, has tons of storage, came with everything you need, and is well located. Our husbands really loved the boat launch and docking, the pool and amenities are well kept, security in the park was well done, and the owner are very pleasant and responsive.
Stayed 14 nights in May 2025

10/10 Excellent

John R.

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

Great stay

beautiful place to stay on the water. Great community with friendly people. They even have bikes to ride which was a nice surprise for the kids.
Stayed 3 nights in Feb 2022

10/10 Excellent

Bruce J.

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

Very Nice Property

Perfect place to stay for a relaxing fishing vacation with friends. Wide and deep canal with most amenities including 4 bikes.
Stayed 7 nights in Mar 2023

10/10 Excellent

Verified traveller

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

Vacation

The house was just as advertised. It was beautiful and the host were great.
Stayed 6 nights in Apr 2024

10/10 Excellent

Breanna B., Crystal River

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

Great Location For Sportsmen

Our main purpose for coming to the Keys was to lobster and fish and this location was easy access to Gulf and Atlantic sides! The house was equipped, clean, and spacious! Thank you for a allowing us to make your home ours for the week!
Stayed 7 nights in Sep 2020

10/10 Excellent

Cheryl D.

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

Key West

Totally enjoyed our stay. House was clean and neat. Both beds were super comfortable and the sheets were soft and smooth. Loved watching the sunrise every morning on the porch. Some stemware would have been nice...wine glasses etc. Overall it was a wonderful trip!
Stayed 5 nights in Apr 2023

10/10 Excellent

Jennifer J.

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

You won’t even need to leave this community!

Such a great find! This home was so clean, and in the perfect community. It comes with bicycles and 2 kayaks, and is on a sea wall which is perfect if you are bringing your boat! We hardly even needed to leave. There is a restaurant, pool, tennis court, even a restaurant. The community is well kept and for as many homes, surprisingly quiet! This is a no brainer, you need to book!
Stayed 3 nights in Apr 2021

6/10 Okay

Joe K.

Liked: Check-in, location
Disliked: Communication, listing accuracy

Cudjoe Key

The property was a bit tired. Stains on the bedroom drawers, paint needed in several places, a water leak coming from the garage ceiling, faucet in the kitchen didn’t work well. Close to Key West.
Stayed 7 nights in Mar 2023

10/10 Excellent

Verified traveller

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

Nice stay near key west

Wonderful clean house in gated community with beautiful heated community pool. Loved having the bikes to bike around the community. We didn’t get the opportunity to use the kayaks but they were in great condition. Be sure to check the community board for activities. There was yoga and a pancake breakfast. The store had great prices. We bought a locally made key lime pie that was delicious for less than key west prices. And the store employee gave us a great local restaurant recommendation. The property owners responded immediately to all our questions. Thanks for making our stay great!
Stayed 5 nights in Jan 2023

10/10 Excellent

Ubaldo G.

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

Clean and Comfortable

The place is clean and convenient for anyone wanting to spend time on the water in the keys
Stayed 4 nights in Jul 2025

10/10 Excellent

Claude G.

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

Claude

Nice,clean and exactly as advertised!
Stayed 4 nights in May 2025

10/10 Excellent

Deneena L.

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

Easter 2025

My sister and our husband s stayed at Ocean Paradise and had a wonderful time! The home was very clean and roomy. Beds are very comfortable. Kitchen is live-in stocked with extras! No need to bring anything! It was just like it was stated on VRBO! The owners were VERY accommodating.
Stayed 3 nights in Apr 2025

10/10 Excellent

Cheryl K.

Liked: Cleanliness, check-in, communication
Disliked: Location, listing accuracy

House Wonderful

The house was amazing, clean and wonderful. The location was great but it was not posted on the map in the proper location. We rented a house with another family and choosing on the map location we were supposed to be a couple houses apart. Because the location was incorrectly marked with were 2 blocks away which changed our visiting dynamic. After speaking with the owners, this was an error on VRBO.
Stayed 5 nights in Apr 2025

10/10 Excellent

Don A.

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

Wonderful Home Base for KeyWest Vacation

We wanted a trip to KeyWest but wanted to stay away from the downtown area. This was located 35 min from Duval street and was perfect for us. We had breakfast at “Morning Joint” 5 days in a row. Used the provided bikes and kayaks. We traveled towards Miami to explore nature walks and the local scenery North on route 1. Traveled to KeyWest to check out Duval Street and to do activities in the historic district. Overall it was a great place to stay and we had a wonderful time.
Stayed 5 nights in Dec 2024

10/10 Excellent

Edward

Liked: Cleanliness, property conditions & facilities, communication
Great atmosphere, right on a canal. A perfect and comfortable home!
Stayed 2 nights in Oct 2024

10/10 Excellent

Kate S.

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

Great spot in The Keys!

This home was well set up and clean! We had everything we needed for a family of 5. We had rainy weather while there but that didn't stop my 14 year old from spending the whole time fishing in the canal! Great communication leading up to the stay as well as during when an outlet wasn't working. We really enjoyed having the bikes to get around the property. Too windy to use the kayaks but we would have loved having those available if the weather had cooperated. Easy check out and communication again was clear and timely.
Stayed 2 nights in Oct 2024

10/10 Excellent

Farrah V.

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

Perfect for fishing and lobstering

We enjoyed our stay. Venture Out is the most convenient place to launch your boat and store your trailer which is hard to find in the Keys. Safe neighborhood. Convenient location to grocery stores, restaurants and Key West. House has everything you need. Owners are very communicative. Will definitely stay again!!
Stayed 4 nights in Sep 2024

8/10 Good

Henry H.

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

First Time in the Keys

Everything as advertised, only downside was having to procure off site parking for a second vehicle, while there was ample space at the rental property.
Stayed 3 nights in Jul 2024

10/10 Excellent

Deborah M.

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

Great get away

We stayed 2 nights and had the most relaxing time. The bikes were a great way to see Venture Out area and go see the sunrise by the boat launch. The house was as pictured and comfortable. We did have a couple of minor issues that the owners were quick to respond. We would definitely stay here again!
Stayed 2 nights in Jun 2024

10/10 Excellent

Sally

Liked: Amenities, property conditions & facilities
This property had everything we wanted and more. Owners were extremely nice & helpful.
Stayed 2 nights in May 2024

10/10 Excellent

Anna D.

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

Great Stay & Location

We really enjoyed our stay at Janet & Jerrys home! The location was great to go up and down the island and see it all. The house was in a great location beautiful views on the water with bikes and kayaks.The amenities in the community were great and people were so friendly. Jerry and janet were super great in responding in a few minutes with any questions we had. We will be back !!!
Stayed 5 nights in Jan 2024

10/10 Excellent

Paola R., Miami, Fl

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

Nice House

House was just perfect for our stayed, Owners were very communicate and friendly. Nice place to stay again.
Stayed 5 nights in Nov 2023

10/10 Excellent

kim b.

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

Lobster Season week one

Wonderfully equipped, extremely clean, perfectly located. We used the outdoor shower because the water pressure indoors was insufficient for showering or washing dishes.
Stayed 7 nights in Aug 2023

About the host

Hosted by Jerry & Janet Wood 119 Brian Rd Marathon, FL 33050

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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