Enjoy Caribbean weather in the USA. Openings August 2026 forward!

Top rated by guests
Exterior
Fully equipped kitchen
Welcoming deck to enjoy morning coffee or evening cocktails
Just a few stairs to enter!
Nice area in the back of the house to enjoy the sun and grill up some dinner
review stars
9.3Outstanding
(140 Ratings)
"The house was very clean and had everything we needed for our stay!"
Richard S.
Don't miss out! Price and availability may change
9.3 / 10
Outstanding(140 Ratings)

House in Cudjoe Key, FL

6 guests · 2 bedrooms · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

We have a big bright eat in fully stocked kitchen. Kitchen has many pots and pans, keurig, blender, glassware and most things that you’ll be looking for while relaxing in the beautiful Keys!! The main bedroom has a KING size bed, lots of storage space and TV with YouTube Live TV & Roku.

The second bedroom has a twin trundle, when the two twin beds are side by side it's like another King Size Bed and TV with Roku & streaming YouTube Live TV.

We're provided lots of fluffy cotton towels in the bathroom. We have a grill in our backyard along with cement patio furniture for you to enjoy the beautiful keys weather. The front porch has a large deck, seating for 6. You can enjoy the sunrise and your morning coffee, family dinners and evening cocktails!

Bring your boat! We are on a dry lot but there is no charge for launching in at the Venture Out Marina, your boat can be stored in the 'overflow' lot for a small fee ($5-10 day subject to first come first serve availability). Conveniently located near the marina, picnic area, pool, tennis and rec hall. The Florida Keys have some of the best fishing in the world! (Boat and trailer parking is an additional daily charge by the park.) It is also a great spot for Kayaks. Take your choice to relax in the heated Olympic size salt water pool, hot tub or open Atlantic swimming area all nearby. You can fish from our open water areas. There is a big TIKI HUT on the open water where picnicking is perfect!

Unfortunately due to some bad experiences pets are no longer allowed.

OUR HOME IS NO SMOKING. Smoking outside is obviously permitted.

The GATED COMMUNITY we own in is AWESOME & a very friendly place to stay & enjoy. The amenities include: 24 hour security, Lighted tennis courts (2 rackets available at the house) Olympic-sized heated pool, kiddie pool, spa Jacuzzi, ping pong, bocce ball courts (set of bocce balls in the closet), pickle ball, lighted basketball court, children's playground, pool table, darts, Marina complete with 2 ramps, gas, store, ATM and fish cleaning station, boat trailer parking onsite, open water picnic areas, ocean front tiki hut, lending library, post office - and MORE - ALL IN A GATED COMMUNITY with a mixture of RV sites and manufactured homes where you can feel safe and secure.

We're only 19 miles from Key West, but do not think you HAVE to go anywhere - lay by the HUGE POOL right on the OPEN WATER and watch the elegant seagulls float overhead as the palms sway. Sun yourself and read a good book and simply relax! Plunge into the BIG JACUZZI and soak your troubles away. Or spend some time with someone you love - holding hands and watching the herons fishing along the waterside! And you do not even have to get in your car to do any of these!

Adventure beyond the gates for a bite to eat at some of Florida Key's favorite restaurants such as, Square Grouper, Morning Joint, The Bent Prop, Mangrove Mamas, Kiki's Sandbar or Boondocks Draft house and Miniature Golf course, all within a 10 minute drive. Or head a little further to Key West for even more fun only 20 minutes away! What are You waiting for??? Send an email and we'll fill you in on any of your questions to make certain your family and friends are going to have a great vacation getaway in the Keys!

Make sure you check our availability calendar as it is updated after each reservation is placed. Plan it now, before someone else gets YOUR Place!

Our home has parking for one vehicle but extra may be able to be stored in the nearby overflow lot for an additional fee of $5-10/night subject to availability. FYI a full size pick up will not fit in the driveway (we fit a Titan) and will need to go in the overflow lot with a nightly charge. There is an additional one time fee of $125 payable to the community at the time of entrance which is separate from anything paid to me through Vrbo. Would be willing to book direct if asked for discounted rate. Contact me at five zero eight 826-six two seven one. My phone number is also on rental agreement.

Arrival time is 3:00 PM, Departure is 10:00 AM

Keywords: House, home, bungalow, cottage

Amenities

Non-smoking
No pets allowed
Family friendly

Map of Cudjoe Key, FL


Ratings and reviews

9.3 / 10
Outstanding(140 Ratings)
10 / 10Outstanding·May 2026
The house was very clean and had everything we needed for our stay!
10 / 10Outstanding·Jan 2026
They had everything that we would need for our stay. Plenty of pots and pans and all the cooking utensils that you would need. There was plenty of room in the kitchen, front room, and living room. The master bedroom was a little small but it had a king size bed in it so we didn't mind at all. Second bedroom had a trundle bed and room even with bed pulled out. All in all it suited our family of 5 perfect. We all enjoyed all the resort amenities. My boys stayed at the basketball court. The pool is warmed, so even if it wasn't super hot out the pool was still perfect.
10 / 10Outstanding·Nov 2025
Great kitchen with plenty of room and everything you need. We enjoyed our downtime, relaxing in the living room. The air conditioners were working great. We had no issues on our stay. The bed in the master was a bit soft for my taste, but it was still comfortable. The home is older but in good shape. We were able to contact the owner who checked with their management company and we were able to check in a bit early, which helped us out greatly. The owner provided beach chairs and there were also beach towels which we used on our stay. The towels were nice in the bathroom. There is a barbecue grill, although we did not use it. The sitting area on the front porch was nice to have your morning coffee and watch the happenings of the community.The community is a great place to walk. And if you go to the end, there’s a public area where you can catch a beautiful sunset.The amenities at venture out are a bit dated, but they are adequate. They definitely have a lot of rules!!I felt that the 125 fee that the community charges was a bit steep. It would be nice if they let you pay less if you don’t have a boat or if staying less than a week (as we did). We did use the laundry facilities and paid using the ShinePay app. The homeowner has no control over the fee, I just wanted to mention our experience.
6 / 10Average·Dec 2024
The park is lovely and beautifully maintained. Great place to safely walk. Everyone friendly. In our unit others had left their leftover toiletries and some foods and these remain. Bathroom cupboards were musty and towels felt damp. Would not stay there again.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Enjoy Caribbean weather in the USA. Openings August 2026 forward!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Enjoy Caribbean weather in the USA. Openings August 2026 forward! pet friendly?

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

What amenities are available at Enjoy Caribbean weather in the USA. Openings August 2026 forward!?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.


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