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

4.3 / 5.0

Excellent(21 Ratings)

House in Cudjoe Key, FL

4 guests · 3 bedrooms · 2 baths

Reasons to book

Free cancellationFull refund if you change your mind

Top-tier experienceOne of the higher cost properties in the area

Includes essentialsPool, Kitchen or Kitchenette, Air conditioner and more

About this house rental

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.

Amenities

Pool

Air conditioner

Kitchen or Kitchenette

Internet / Wifi

Parking

Balcony or Patio

Dishwasher

Hot tub or spa

Family friendly

Map of Cudjoe Key, FL

Nearby attractions

The Key West Butterfly and Nature Conservatory

34.7 mi

Mallory Square

35.3 mi

The Hemingway Home and Museum

35 mi

Seven Mile Bridge

32.7 mi

$$$$

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

$$$$

4.3 / 5.0

Excellent(21 Ratings)

House in Cudjoe Key, FL

4 guests · 3 bedrooms · 2 baths

Reasons to book

Free cancellationFull refund if you change your mind

Top-tier experienceOne of the higher cost properties in the area

Includes essentialsPool, Kitchen or Kitchenette, Air conditioner and more

About this house rental

Amenities

Pool

Air conditioner

Kitchen or Kitchenette

Internet / Wifi

Parking

Balcony or Patio

Dishwasher

Hot tub or spa

Family friendly

Map of Cudjoe Key, FL

Nearby attractions

The Key West Butterfly and Nature Conservatory

34.7 mi

Mallory Square

35.3 mi

The Hemingway Home and Museum

35 mi

Seven Mile Bridge

32.7 mi

Ratings and reviews

4.3 / 5.0

Excellent(21 Ratings)

4.0 / 5.0

Aug 2024

We loved the location and being on water

1.0 / 5.0

Jul 2024

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.

4.0 / 5.0

May 2024

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.

4.0 / 5.0

Jan 2024

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.

5.0 / 5.0

Dec 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.

5.0 / 5.0

Aug 2023

The house was exactly as described, clean, and a nice two-bedroom layout with a great kitchen.

5.0 / 5.0

Jul 2023

had a very fun time, would recommend to everyone

5.0 / 5.0

Mar 2023

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!

5.0 / 5.0

Feb 2023

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.

5.0 / 5.0

Feb 2023

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!

4.0 / 5.0

Feb 2023

Nice, clean, well maintained.

5.0 / 5.0

Jan 2023

We enjoyed the location on the canal. The home was well furnished

4.0 / 5.0

Aug 2022

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

1.0 / 5.0

Aug 2022

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.

5.0 / 5.0

Jun 2022

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

4.0 / 5.0

Mar 2022

great rental

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.

5.0 / 5.0

Mar 2022

Spring Break Family of 4

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.

5.0 / 5.0

Mar 2022

Dock Holiday is the Best!

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!

4.0 / 5.0

Feb 2022

Super quiet, safe, clean, friendly neighborhood

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.

4.0 / 5.0

Feb 2022

Nice place

Nice place

Very nice amenities all around. Community had fun activities. Good location.

FAQs

How much does this house cost compared to others in Cudjoe Key?

The average price for a rental in Cudjoe Key is $482 per night. This rental is $225 above the average.

Is parking included with this house?

Yes, parking is listed as an amenity at Canal-front home w/dock, resort-style amenities, patio, & high-speed WiFi. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

Yes, a swimming pool is available for use at Canal-front home w/dock, resort-style amenities, patio, & high-speed WiFi. Enjoy the water!

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

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Canal-front home w/dock, resort-style amenities, patio, & high-speed WiFi?

We found 10 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and parking.

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5.0 / 5.0

Outstanding(203 Ratings)

Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5

House

in Cudjoe Key

6 guests · 3 bedrooms · 3 baths

Pool · Kitchen or Kitchenette · Air conditioner

Enjoy the best of Cudjoe Key in our House, Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$

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

House in Cudjoe Key, FL

Reasons to book

About this house rental

Amenities

Map of Cudjoe Key, FL

Nearby attractions

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

House in Cudjoe Key, FL

Reasons to book

About this house rental

Amenities

Map of Cudjoe Key, FL

Nearby attractions

Ratings and reviews

FAQs

How much does this house cost compared to others in Cudjoe Key?

Is parking included with this house?

Is there a pool at this house?

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

What amenities are available at Canal-front home w/dock, resort-style amenities, patio, & high-speed WiFi?

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