Unwind in the top-rated pool, your perfect spot for relaxation.
Outdoor pool
The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
Centrally-located
You're never far from where you need to be with this convenient location.
2 bedrooms1 bathroomSleeps 6
Popular amenities
Outdoor pool
Spa pool on site
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Explore the area
Cudjoe Key, FL
Upper Sugarloaf Key
Place, Upper Sugarloaf Key
6 min drive
Florida Keys Beaches
Place, Florida Keys Beaches
6 min drive
Upper Sugarloaf Sound
Place, Upper Sugarloaf Sound
7 min drive
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
38 min drive
Rooms & beds
2 bedrooms (sleeps 6)
Bedroom 2
2 Single Beds
Master
1 King Bed
Sofa pulls out to a bed which has a foam topper and is very
1 Double Futon
1 bathroom
Bathroom 1
Spaces
Deck or patio
Porch or lanai
Kitchen
Dining area
About this property
Enjoy Caribbean weather in the USA. Openings June 2026 forward!
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
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Quaint cottage, pool, dockage just minutes to Key West!
Cudjoe Key
Quaint cottage, pool, dockage just minutes to Key West!
The host requires you to complete the following before checking out:
Start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights
Failure to complete these may result in a negative review from the host.
Cancellations within 60 days will not be refunded unless we're able to rebook the dates. Travel Protection Insurance is recommended.
Important information
You need to know
Property # 300538vb
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Summerland Key
Summerland Key is home to this holiday home. Florida Keys Beaches and Bahia Honda State Park reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island. Kayaking, scuba diving and snorkelling offer great chances to get out on the surrounding water, or you can seek out an adventure with mountain biking nearby.
National Key Deer Refuge Visitor Center - 15 min drive - 18.2 km
Getting around
Key West, FL (EYW-Key West Intl.) - 30 min drive
Restaurants
Boondock's Grille & Drafthouse - 10 min drive
Morning Joint - 4 min drive
Kiki's Sandbar - 12 min drive
The Bent Prop - 8 min drive
Square Grouper Bar and Grill - 4 min drive
Frequently asked questions
Does Enjoy Caribbean weather in the USA. Openings June 2026 forward! have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at Enjoy Caribbean weather in the USA. Openings June 2026 forward! ?
As of 18 June 2026, prices found for a 1-night stay for 2 adults at Enjoy Caribbean weather in the USA. Openings June 2026 forward! on 13 September 2026 start from NZ$438, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Enjoy Caribbean weather in the USA. Openings June 2026 forward! pet-friendly?
No, pets are not allowed at this property.
How much is parking at Enjoy Caribbean weather in the USA. Openings June 2026 forward! ?
On-site parking is available at the property.
What time is check-in at Enjoy Caribbean weather in the USA. Openings June 2026 forward! ?
Check-in begins at 3:00 PM.
What time is check-out at Enjoy Caribbean weather in the USA. Openings June 2026 forward! ?
Checkout is at 10:00 AM.
Where is Enjoy Caribbean weather in the USA. Openings June 2026 forward! located?
Situated in Summerland Key, this holiday home is within a 15-minute walk of Venture Out Keys, Venture Key and Out Key. Florida Keys Beaches and Upper Sugarloaf Key are also within 6 miles (10 km).
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We love this little cottage! The proximity to the pool the Jacuzzi, the beach access and the rec center is perfect!We had the best time and will definitely try and be back! Try all the local restaurants they are so good!
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.
Had a great stay in April. Place was just as described, plenty of kitchen counter space for cooking and variety of utensils. Venture Out community was nice, just be sure to include the 125 fee at gate in your budget.Would rent again!
Definitely will come back again. Great location to everything. Secure property with all the amenities. Beach was great Host was so wonderful answering all our questions. We absolutely loved it
The home was centraly located to loads of activities in the keys. The community is nice and well maintained. We enjoyed the tenis courts with the family and lounging by the tiki huts.
We booked this property for the price, and were pleasantly surprised. It is cozy and Kristine has really invested a lot into the property. The decor/linens are top grade. The park is friendly and quiet. Everything that you need is on the property. Would stay again!
My family loved staying here. We had a wonderful time. Thank you for making a space welcoming and stocked with items (spices for cooking, superglue, feminine products, ect.) items that you dont think about when traveling but this place thought of it for you. Thank you for being thoughtful it was a wonderful time.
Cassandra A.
Stayed 10 nights in Dec 2024
Archival
10/10 Excellent
Erika W.
23 April 2012
great place
great home and development. master bedroom a little warm but other than that we thoroughly enjoyed ourselves. thanks!
Erika W.
Response from VrboOwner on 23 March 2020
I'm glad you had a great time Erika, we are here now. We checked the a/c service and the trick is to keep the ceiling fans going at all times where the vents are in the floor. That way everything stats nice and comfortable. Hopefully you'll come back and see for yourself!!!
Thanks for renting our home!!
Perfect place to escape the heat and rest our heads. We spent most of the time on the boat. Close to key west and drove down and back in 1 day. Host was extremely helpful when I needed to ship a package to the home. We will def be rebooking this place!
Rachel M.
Stayed 8 nights in Jul 2023
Archival
10/10 Excellent
Barbara H.
3 May 2013
from Louisville
This is a beautifully kept property with all the amenities anyone could ask for. This place has all the comforts of home, We loved it and hope to return some day. Thank you so much for opening your beauiful home to us.
Barbara H.
Response from VrboOwner on 23 March 2020
Barbara, I'm glad to hear you enjoyed your stay at our home! Please come back-repeat renters get a 10% discount! Appreciate your kind words!
This is a very nice place to stay in the lower keys. Very comfortable with all of the amenities of being in your own home. The complex it's in has all the amenities, pool, tennis, laundry, etc. Great bridge fishing close by. Everyone is very friendly and accommodating. This is the second time we have stayed at venture out on cudjoe key and have been very happy with it.
Had an amazing time! The hosts were very responsive and hospitable. The location was beautiful and perfect for our vacation. We were able to experience a gorgeous sunrise literally right outside our door. The house itself was homey and comfortable. We had everything we needed. I’d definitely stay there again .
Andrew L.
Stayed 3 nights in Apr 2023
About the host
Hosted by Kristine Croteau-owner
I've been vising the keys for years. In 2010 while on vacation I stumbled across this property and suddenly now own a little piece of the Keys paradise!
Why they chose this property
I chose to buy in the Keys as it's a beautiful relaxing location! I live in Massachusetts and LOVE to escape to the Keys!
What makes this property unique
Key West is only 19 miles away so my property is a great location, you can relax here or travel for some excitement. There are some great places close by to eat, The Square Grouper, The Wharf Grill, Bookdocks, Mangrove Mama's....most look like holes in the wall that you'd never enter at home but they're great. It's all part of the unique beauty of the Keys!
Premier Host
They consistently provide great experiences for their guests