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Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking

Summerland Key vacation home with kitchen

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A waterfront property with a dock, a boat, and a building with multiple levels and balconies.
A swimming pool with palm trees and a fence.
A beach with a palm tree, a concrete walkway, and a calm sea.
A two-story house with a balcony, a garage, and a dock extending into the water.
A beachside area with picnic tables, palm trees, and a view of the ocean.

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 6875 sq ft

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

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

Room options

About the neighborhood

Summerland Key

Seaside stay .Within a 10-minute walk of the vacation home, you'll find Venture Out Keys and Venture Key. Also, Out Key is within half a mile (1 km) and Florida Keys Beaches is within 6 miles (10 km).
View more Vacation Homes in Summerland KeyOpens in a new window

What's nearby

  • Upper Sugarloaf Key - 7 min drive - 4.5 miles
  • Florida Keys Beaches - 8 min drive - 4.6 miles
  • Upper Sugarloaf Sound - 8 min drive - 5.3 miles
  • Lower Sugarloaf Sound - 11 min drive - 7.6 miles
  • Big Pine Key Flea Market - 15 min drive - 11.4 miles

Getting around

  • Key West Intl. Airport (EYW) - 31 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬16 min walk
  • ‪Kiki's Sandbar - ‬11 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬9 min drive
  • ‪The Bent Prop - ‬6 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.

Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking

Waterfront Modern Home w/ Dock, Ocean Access + Golf Cart | Fishing Paradise | Resort Amenities

Stay at this beautifully furnished, modern 2BR/ 2 Bath home in the Florida Keys, located in the private, gated community of Venture Out. Clean, well-stocked, and designed for comfort, this home includes a golf cart for easy access around the resort.

Perfect for Boaters & Anglers:

• Direct ocean access—ideal for serious fishing
• Private concrete dock with water & electric, fits up to a 29' boat
• Fish cleaning station on-site
• Off-site trailer parking included
• World-class fishing nearby: sailfish, mahi (dolphin), marlin, grouper, snapper, tarpon & more


Water Adventures:

• Easy access to Looe Key Reef for snorkeling & diving
• Nearby charters for diving, snorkeling, and fishing
• Snorkel gear provided for guest use


Resort-Style Amenities:

• Private sandy beach
• Heated pool + kiddie pool
• Tennis, pickleball, basketball & bocce courts
• Marina with gas, boat ramps, wash-down stations & air pumps


Extras Included:

• bicycles
• golf cart
• paddleboard & kayak



Nearby Attractions:

• Key West festivals like Fantasy Fest, Goombay & Hemingway Days
• Marathon’s Turtle Hospital & Dolphin Research Center (swim with dolphins)


Important Info:

• $125 resort registration fee per stay (paid directly to Venture Out at check-in; not an owner fee)
• Security camera located under the house facing the dock (visible above the lockbox)




Why Guests Love This Home:
✔ Direct ocean access + private dock
✔ Ideal for fishing & boating
✔ Golf cart + water gear included
✔ Family-friendly resort amenities
✔ Prime Florida Keys location

Book now and experience the ultimate Florida Keys getaway—perfect for relaxation, adventure, and unforgettable days on the water.

Similar properties

Exterior
SAVE BIG $$$ JULY/AUG. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
  • Ocean view
  • Pool
  • Kitchen
  • Washer
4.8 out of 5, Exceptional, 95 reviews
$473 nightly
The price is $525
Aug 12 - Aug 13
Total with taxes and fees
SAVE BIG $$$ JULY/AUG. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 1 bathroom
  • Hair dryer
  • Outdoor shower
  • Shampoo
  • Shower
  • Soap
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Books
  • DVD player
  • Music library
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed
  • Note from host: $500 fine for smoking in the house

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near the bay
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Arcade/game room
  • Bicycles
  • Billiards/pool table
  • Heated pool
  • Kayak
  • Paddleboard
  • Tennis
  • Water sports equipment
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

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

General

  • Bicycles
  • Property located in a resort
  • Unit size: 875 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Remove personal items and take out the trash
Turn off the lights, lock the doors, and return the keys
You must do all of your own dishes, dry them, and put them away
Failure to complete these may result in a negative review from the host.

Rules

Venture Out Resort charges a resort fee of $125 which gets paid at the gate upon arrival
Only one vehicle may be parked under the house

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Note from host: there is a community playground for children

Events

No events allowed

Smoking

Smoking is not permitted
$500 fine for smoking in the house

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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Property is also known as

Walk to the Private Beach or Head Out Fishing!

Frequently asked questions

How close is Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking to the airport?

This vacation home is 21.3 mi (31-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

Does Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking to the beach?

This vacation home is 4.1 mi (8-min drive) from Florida Keys Beaches and 11 mi (22-min drive) from Sugarloaf Beach. Don't forget your sunscreen!

Does Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking ?

No, there is no casino at this vacation home.

What time is check-in at Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking ?

Check-in begins at 4:00 PM.

Is there free parking at Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking ?

Free parking is not available at this vacation home.

Does Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking have a pool?

Yes, there's a heated pool.

Does Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking have a spa?

There are no spa services available at this vacation home.

How close is Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking to downtown Summerland Key?

This vacation home is 2 mi away from Summerland Key.

Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 125 out of 141 reviews
Rating 8 - Good. 10 out of 141 reviews
Rating 6 - Okay. 4 out of 141 reviews
Rating 4 - Poor. 1 out of 141 reviews
Rating 2 - Terrible. 1 out of 141 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Gina F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place with an excellent host!
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

Bradley Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay excellent communication with the Host
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Jennifer C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property and resort were beautiful. The host made things very easy and was in communication our entire stay. We would definitely stay here again.
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Jennifer V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great canal front home, with many amenities.
Stayed 6 nights in Apr 2026
Verified

8/10 Good

Anna B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Friendly community that was very safe and walkable. Had everything we needed.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Rachel R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Mel was a great host. It was clean, modern and had all the amenities we wanted!! We would 100% stay again!
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Frank L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great. This is a very modern property with nicely updated kitchen and bathroom. Everything works as it should. There’s a covered parking spot. We enjoyed watching the sunrise from the little park a couple hundred feet from the house. We will stay here again if it’s available.
Stayed 7 nights in Mar 2026
Verified

10/10 Excellent

Jonathan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful stay
Stayed 4 nights in Aug 2025
Verified

6/10 Okay

Bridget M.

Liked: Cleanliness, check-in, location
Disliked: Communication
The house was in a great location and everything was very clean and tidy. The host was extremely rude and argumentative. She truly ruined parts of our trip with her poor attitude.
Stayed 5 nights in Jan 2026
Verified

10/10 Excellent

Karen M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had such an amazing time! We felt very welcomed and the place was so nice and sweet and laid back. Having security there 24 hours a day 7 days a week was a nice perk and the pool and hot tub were Amazing. The condo itself could not have been cuter, and the location right there on the channel was perfect for sunrises and sunsets. We are already trying to figure out when we can get back down there!
Fishing from our back view!
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Traci C.

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

Great place!

We loved having our own space for a boat. Great location.
Stayed 5 nights in Mar 2025
Verified

10/10 Excellent

Jamie

Liked: Cleanliness, amenities, property conditions & facilities, communication
We had a fantastic stay at this beautiful, spotless home in Cudjoe Key. It had everything we needed for a comfortable and relaxing family getaway. Melanie was wonderful—easy to reach, accommodating, and always quick to respond. The location was perfect and the home felt welcoming and well-equipped. We would definitely stay here again and highly recommend it!
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Shelley B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home with fishing right outside the door, manatee in the canal in front of home all night one night. Very clean home with everything you need. Melanie was great to work with.
Stayed 6 nights in Aug 2025
Verified

10/10 Excellent

Mike F.

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

Great stay!

Clean comfortable and on the water what else can you ask for!
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Mona S.

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

Would stay here again

Property was very clean and in a great little community. We would stay here again!
Stayed 3 nights in Jan 2023
Verified

10/10 Excellent

Alexis C.

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

Castillo Labor Day Vaca

A very nice get away!! Really enjoyed staying here!
Stayed 4 nights in Sep 2023
Verified

10/10 Excellent

James E.

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

Amazing place!

Everything from the location, amenities, to the beautiful house and great property owner was wonderful. The whole family had an amazing time!
Stayed 6 nights in Jul 2024
Verified

10/10 Excellent

Destiny L.

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

Great Stay!

Everything was great and Melanie was very easy to communicate with!
Stayed 5 nights in Sep 2024
Verified

10/10 Excellent

Rose O.

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

Great

Great stay, beautiful area
Stayed 6 nights in Mar 2023
Verified

10/10 Excellent

Joel W.

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

Really Great

Cleans and scenic
Stayed 3 nights in Feb 2025
Verified

10/10 Excellent

james p.

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

Cudjoe place

It was wonderful i enjoyed the stay very much it was perfect thank you
Stayed 7 nights in Jan 2025
Verified

10/10 Excellent

Lori M.

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

Excellent Property

Plenty of room for a family of 4 ( includes 2 teens). Well stocked kitchen and very clean. The best was catching fish right off the back of the house. We look forward to planning a return trip.
Stayed 5 nights in Apr 2025
Verified

10/10 Excellent

Daniel C.

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

Winter Vacation

Nice place to stay to escape the cold up north! Very clean and had everything we needed!
Stayed 3 nights in Jan 2024
Verified

10/10 Excellent

Traci C.

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

Great experience

Wonderful location, clean, relaxing!
Stayed 4 nights in Mar 2023
Verified

10/10 Excellent

Melissa T.

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

Great location in Cudjoe Key with great amenities!

The location was great for our family, who wanted to see more than Key West. Friendly staff at Venture Out, and nice, quiet community. Really enjoyed our time!
Stayed 5 nights in Oct 2023

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