Entire home

Canal-front home w/dock, resort-style amenities, patio, & high-speed WiFi

Photo gallery for Canal-front home w/dock, resort-style amenities, patio, & high-speed WiFi

Pool
Property grounds
Living area
Living area
Living area

Reviews

8.4 out of 10
Very good
2 bedrooms2 bathroomsSleeps 475.8 sq m

Popular amenities

  • Kitchen
  • Parking available
  • Hot tub
  • Air conditioning
  • Laundry

Explore the area

Map
Cudjoe Key, FL
  • Venture Out Keys
    ‪10 min walk‬
  • Florida Keys Beaches
    ‪8 min drive‬
  • Upper Sugarloaf Key
    ‪8 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪31 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

Living room

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio
Kitchen
Separate dining area
Dining area

About this property

Canal-front home w/dock, resort-style amenities, patio, & high-speed WiFi

Dock Holiday

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

*We offer a 15% discount on seven (7) days or more!
*We offer a 40% discount on 30 days or more!

Experience waterfront living at its finest at this family and snowbird-friendly coastal gem! This home offers unlimited access inside out and access to incredible shared amenities, including a heated 80-foot pool (located on the ocean), hot tub, tennis and basketball courts, kiddie pool, saltwater swimming lagoon, and a rec center with Ping-Pong and pool tables and plenty of books during their stay.

This coastal-themed home boasts an inviting living area with comfortable furniture (a sofa and a loveseat) and a large flatscreen TV with cable. The full kitchen features full-size appliances, including a French-door fridge, stove, oven, microwave, dishwasher, and even a Keurig coffee maker, plus plenty of counter space and a beverage fridge for staying easily hydrated on the patio. Speaking of the patio, it features a convenient picnic table and umbrella so everyone can enjoy the fresh air. If you're bringing a boat, it's easy to dock it at this home!

RESORT AMENITIES
-Two pools (one is a lagoon pool) and a children’s pool.
-Private beach entrance
-Community clubhouse
-Fishing pier
-Tennis court
-Shuffleboard
-Playground
-Basketball
-Tennis
-Paddleball
-Bocce
-On-site market
-Free high-speed WiFi and cable
-Boat wash station
-Gated community with 24-hour security
-Marina with on-site fuel and two launch areas

THINGS TO KNOW
If any smoking is detected in the home, there will be an additional charge of at least $500. The owners are allergic to cigarette smoke.
Snowbird-friendly. Contact Vacasa for details.
The home is located in Venture Out Community and there is a registration fee due upon arrival for up to six people of $112.87 (one-time fee) that will allow guests to use the facility amenities. There is also a parking fee of $5 per car, per day. Only one recreation vehicle and one automobile (or automotive transportation vehicle) are permitted on each lot, and the vehicle must be parked on the paved driveway. If your vehicle does not fit in your unit’s driveway you must park it in overflow parking. Due to the various lengths of vehicles and individual home's parking spaces we cannot guarantee that your vehicle will fit. Trailers and additional vehicles also must be parked in the overflow parking lot.

Parking notes: There is free parking available for 1 vehicle.

Dock details: The dock features 35 feet of concrete dockage for guests to park their boat. A swim ladder and two cleats are included.



Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Property manager

Vacasa of Florida
Premier Host

Languages

English, French, German, Italian, Spanish

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Air conditioning
Laundry
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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
Smoking is not permitted anywhere on the premises.
For information about quiet hours, please refer to the listing description.

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 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 and a first aid kit

We should mention

A car is required 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 Big Munson Island. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Cudjoe Key, FL

What's nearby

  • Venture Out Keys - 10 min walk - 0.9 km
  • Florida Keys Beaches - 8 min drive - 6.4 km
  • Upper Sugarloaf Key - 8 min drive - 6.8 km
  • Key West Visitors Center - 14 min drive - 14.5 km
  • Sugarloaf Beach - 21 min drive - 17.6 km

Getting around

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

Restaurants

  • ‪Mangrove Mama's - ‬7 min drive
  • ‪Boondocks Grille & Draft House - ‬9 min drive
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪The Square Grouper Bar & Grill - ‬4 min drive
  • ‪Looe Key Tiki Bar & Grill - ‬9 min drive

Frequently asked questions

Does Canal-front home w/dock, resort-style amenities, patio, & high-speed WiFi have a pool?

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

Is Canal-front home w/dock, resort-style amenities, patio, & high-speed WiFi pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Canal-front home w/dock, resort-style amenities, patio, & high-speed WiFi?

Check-in begins at 4:00 PM.

What time is check-out at Canal-front home w/dock, resort-style amenities, patio, & high-speed WiFi?

Checkout is at 10:00 AM.

Where is Canal-front home w/dock, resort-style amenities, patio, & high-speed WiFi located?

Situated on the waterfront, this holiday home is within a 10-minute walk of Venture Out Keys and Venture Key. Out Key is 0.5 mi (0.9 km) away.

Reviews

8.4

Very good

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. 10 out of 22 reviews
Rating 8 - Good. 10 out of 22 reviews
Rating 6 - Okay. 0 out of 22 reviews
Rating 4 - Poor. 0 out of 22 reviews
Rating 2 - Terrible. 2 out of 22 reviews

9.2/10

Cleanliness

8.8/10

Check-in

7.2/10

Communication

9.2/10

Location

9.2/10

Listing accuracy

Reviews

This review comes from a trusted partner site and has not been verified.

8/10 Good

Kristin B.

Great place

We loved the location and being on water

10/10 Excellent

Ervin A.

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

great acomadations

had a very fun time, would recommend to everyone
Stayed 6 nights in Jun 2023

10/10 Excellent

Maurice J., Boca Raton, Fl

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

Great Place

The house was exactly as described, clean, and a nice two-bedroom layout with a great kitchen.
Stayed 5 nights in Aug 2023

8/10 Good

William C.

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

Functional small place

Functional small place. Great for boaters, if it’s busy at venture out, you may not get a trailer spot and will have to go offsite to store your trailer.
Stayed 4 nights in May 2024

10/10 Excellent

Carey E.

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

Excellent location in the Keys

Close to the hustle and bustle of Key West. Located in a friendly gated community with a nice oceanfront pool and swimming lagoon. House is exactly as advertised; clean and comfortable. Great communication by the rental company. Nice stay!
Stayed 4 nights in Feb 2023

10/10 Excellent

oliver P.

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

Short Christmas Visit 2023

Nice location. Good service. Great heated salt water swimming pool and hot tub. Friendly folks. Well equipped kitchen and good hot water pressure in the house. Over all a fine choice.
Stayed 4 nights in Dec 2023

8/10 Good

Kelly Y.

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

Florida

Nice, clean, well maintained.
Stayed 4 nights in Jan 2023

8/10 Good

Verified traveller

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

Great location

Great location with a very nice, large kitchen. Stocked with plenty of towels and beach towels. Good laundry facility nearby. Friendly neighbors too. The fold out couch was unfortunately bad. It was extremely loud with every movement and very uncomfortable and uneven. Even my I don’t care” teenage boy was pretty unhappy.
Stayed 7 nights in Dec 2023

10/10 Excellent

Myron S., Brookeville, Maryland

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

Fun community, loved the activities

The kitchen is well equipped. The property manager responded quickly to one minor request. The community pool is large, inviting and well heated. The entire community is neat and well maintained. The 24x7 guard shack staff are friendly and helpful. We enjoyed the bocce ball courts, line dancing, pool exercises and yoga classes. All the guests and residents are friendly. It is a piece of paradise!
Stayed 5 nights in Feb 2023

2/10 Terrible

Andres T.

Liked: Cleanliness, location, listing accuracy
Disliked: Check-in, communication

Nightmare checking in

I called at 10 in the morning the day of my stay to make sure everything was ready to go for the trip and i got told to call back around 3, so i called Vacasa again at 3 and they told me closer to 4, meanwhile the whole time venture out is telling me i can’t come into property cause they can’t see my reservation. So come 4 o clock i called Vacasa again while standing in front of venture out security and they are still telling me i can’t check in, so then venture out is saying Vacasa needs to call, so i gave Vacasa the phone number waited another 30 minutes to find out they still haven’t called venture out and confirmed my reservation. It took almost 2 hours to check in and it could’ve all been prevented if Vacasa did there job in the first place.
Stayed 4 nights in Jul 2024

8/10 Good

Boyd K.

Stayed 4 nights in Jan 2025

8/10 Good

rollo c.

Liked: Cleanliness, location, listing accuracy
Stayed 4 nights in Aug 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kelly N.

Fantastic stay!

The Dock Holiday home was wonderful. Very clean, comfortable and served all of our needs. The surrounding community was well kept as well. We enjoyed the pool, Saturday Pancake Breakfast and watching the sun rise over the water. Even had a manatee come through our canal which was very cool. We would definitely come back…great location with a short distance to local restaurants, Marathon and Key West.
Stayed 4 nights in Feb 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Matt P.

Great and functional home

We enjoyed the location on the canal. The home was well furnished
Stayed 4 nights in Jan 2023

8/10 Good

Jackie C.

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

Venture Out

Really neat gated community with great water access. An unusual smell from nearby RV lots. We reported it but never got a response.
Stayed 4 nights in Aug 2022

2/10 Terrible

Matt B.

Liked: Check-in
Disliked: Cleanliness, communication, location, listing accuracy

Misleading

There is a washer and dryer in the picture and description, however when we arrived we found the washer and dryer boarded up and unable to be used. Not ideal for a week long stay, and would have been nice to know that. The house was relatively clean, however the dishes and cups were very old with permanent stains. $100 at IKEA would go a long way on some new glasses. There were lots of sugar ants in the house, primarily in the kitchen/dining area. Lastly, we brought a boat to enjoy the lobster sport season, but the canal was so completely choked with a thick mat of seaweed I could barely get my boat to the sea wall at the trailer. Having no choice but to drive through it, I naturally had engine issues every day with sea weed being caught in the impeller. The weed mat also caught trash in it, and offered an unbearable odor that kept us from enjoying the patio at all. On top of the seaweed creating a terrible experience, it’s also a safety hazard, as it was so thick that if someone fell in it would be very difficult to keep their head above the surface, much less get to the ladder to climb out (might be speaking from experience!). If you are set on staying at Venture Out, I would avoid this one.
Stayed 7 nights in Jul 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kasey D.

Great Stay!

The house was very clean and well kept! The community amenities were great! Easy drive to Key West and other great spots!

8/10 Good

Mary s.

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

great rental

Enjoyed staying at Dock Holiday. As pictured, nicely thought out, comfortable! unfortunately the spin cycle of the washing machine did not work so I was left with soaking wet clothes and a tv stopped working while we were there. I was unable to get in touch with the property manager so had to call the rental agency to leave messages. Nothing that ruined my stay.
Stayed 4 nights in Mar 2022

10/10 Excellent

michelle b.

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

Spring Break Family of 4

Property was exactly as described and appeared in photos. The pullout couch mattress isn’t comfortable, teen son opted to sleep on couch rather than the pull out bed. Location is amazing!!! Pool is great. Staff of Venture Out is friendly and helpful. Majority of the people at Venture Out are retirees and some were finicky about the young people, but all in all it was a great stay.
Stayed 4 nights in Mar 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Terry L.

Dock Holiday is the Best!

Dock Holiday is a wonderful 2 bedroom and 2 bath canal front home with space for my boat. This is a great place with the best amenities that include a market, pool on the ocean, tennis courts, playground, and a quiet place to relax. I can’t say good enough things and am grateful for the best time our family has had in a long time. We are definitely coming back!
This review comes from a trusted partner site and has not been verified.

8/10 Good

William P.

Super quiet, safe, clean, friendly neighborhood

We loved this quiet, safe neighborhood just a 30 minute drive from Key West. The house was very clean. The kitchen was spacious and had what we needed for preparing breakfast and snacks. We enjoyed sitting in the sun by the dock as opposed to driving down to the public pool. The property manager was responsive to our inquiry regarding the garbage pickup (the garbage collector will not open the underground garbage bin; you have to pull the can out for him). Follow the directions in the notebook regarding a/c and fans. Keep in mind when booking that those directions include keeping bedroom doors open for air circulation. We were just one couple. Two couples would not have any privacy under those conditions. We were comfortable in February, not sure how it would feel in July. We read a previous review saying that the dryer didn't work. We took a portable clothes line just in case. We didn't need it, but after two loads of clothes during our stay, the spin cycle of the washing machine quit, and we, unfortunately left our bed linens soaking wet and our dirty towels piled up in the bathroom when we checked out. There is a lot of storage space in this very efficient house. The address can be confusing: 701 Spanish Main Drive is the ENTIRE community. This property is unit no. 359 on Malibu Roundabout. Specifically, take a left once you drive through the security gate, then take a right at the first stop sign. The number 359 is on the house and on the street in front of the house. "Dock Holiday" is on the house also. Enjoy your time at Dock Holiday. Say hello to your neighbors; they are quite friendly. Have dinner at Square Grouper just west on Overseas Highway on the left. Ask for Sheila; she is fabulous.

8/10 Good

Kyle A.

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

Nice place

Very nice amenities all around. Community had fun activities. Good location.
Stayed 11 nights in Jan 2022

About the host

Hosted by Vacasa of Florida

Host profile image

Languages:

English, French, German, Italian, Spanish

Premier Host

They consistently provide great experiences for their guests