Entire home

Enjoy Caribbean weather in the USA. Openings in May 2025!! Book now!

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Exterior
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
Living room

Reviews

9.4 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 680.3 sq m

Popular amenities

  • Hot tub
  • Dryer
  • Kitchen
  • Parking available
  • Pool
  • Barbecue grill

Explore the area

Map
Cudjoe Key, FL
  • Venture Out Keys
    ‪13 min walk‬
  • Upper Sugarloaf Key
    ‪6 min drive‬
  • Florida Keys Beaches
    ‪7 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪30 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
Kitchen
Dining area

About this property

Enjoy Caribbean weather in the USA. Openings in May 2025!! Book now!

Our home is a bungalow with cathedral ceilings. It is spacious and sparkling clean. Our home is #655 at Venture Out on Cudjoe Key. (A 24-hour gated community).

We have a light and bright two bedroom, one bath cottage which is a tropical paradise. We have laminate floors and tropical decor. The roomy living room has a TV with streaming YouTube TV and Roku, a comfy sofa (which can also sleep 2 people with a memory foam topper on top of the mattress for extra comfort) & a comfy additional sofa. Each room is light and bright and always sparkling clean. Our home is obviously equipped with a/c to keep you comfortable & cool. We have WIFI in our home so you can remain 'connected' to the world while enjoying paradise!

Adjacent to the living room is the large fully equipped eat in kitchen. There’s a table for 4 with 2 extra chairs in the nearby closet. People always end up in the kitchen! There's lots of light so it's a great place to be! Fully stocked with everything you'd be looking for on vacation including dishes, wine glasses, all the pots and pans you need, coffee maker, keurig, blender, toaster and MORE.

The master bedroom has a KING size bed, lots of storage space and TV with YouTube Live TV & Roku.

We're provided lots of fluffy new cotton towels in the bathroom.

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 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

Property manager

Kristine Croteau-owner
Premier Host

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 3:00 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
2 pets subject notification at booking & $50 fee
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Smoking

Smoking is not permitted
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

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

About the area

Summerland Key

Summerland Key is home to this holiday home. 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 - 13 min walk - 1.1 km
  • Upper Sugarloaf Key - 6 min drive - 5.9 km
  • Florida Keys Beaches - 7 min drive - 6.0 km
  • Key West Visitors Center - 14 min drive - 14.2 km
  • Sugarloaf Beach - 20 min drive - 17.3 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 30 min drive

Restaurants

  • ‪Mangrove Mama's - ‬8 min drive
  • ‪Boondocks Grille & Draft House - ‬10 min drive
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪The Square Grouper Bar & Grill - ‬4 min drive
  • ‪Looe Key Tiki Bar & Grill - ‬10 min drive

Frequently asked questions

Does Enjoy Caribbean weather in the USA. Openings in May 2025!! Book now! have a pool?

Yes, this property has an outdoor pool.

Is Enjoy Caribbean weather in the USA. Openings in May 2025!! Book now! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Enjoy Caribbean weather in the USA. Openings in May 2025!! Book now!?

Check-in begins at 3:00 PM.

What time is check-out at Enjoy Caribbean weather in the USA. Openings in May 2025!! Book now!?

Checkout is at 10:00 AM.

Where is Enjoy Caribbean weather in the USA. Openings in May 2025!! Book now! located?

Situated in Summerland Key, this holiday home is within a 15-minute walk of Venture Out Keys, Venture Key and Out Key. Upper Sugarloaf Key and Florida Keys Beaches 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.
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Rating 10 - Excellent. 102 out of 137 reviews
Rating 8 - Good. 23 out of 137 reviews
Rating 6 - Okay. 9 out of 137 reviews
Rating 4 - Poor. 1 out of 137 reviews
Rating 2 - Terrible. 2 out of 137 reviews

9.2/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

9.8/10

Check-in

9.8/10

Communication

9.8/10

Location

9.2/10

Listing accuracy

Reviews

10/10 Excellent

Betsy M.

Stayed 30 nights in Jan 2025

10/10 Excellent

Cassandra A.

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

Christmas vacation

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.
Stayed 10 nights in Dec 2024

6/10 Okay

Donis W.

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

Unit needs major improvements. Bedrooms a fire trap. Musty

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.
Stayed 7 nights in Dec 2024

10/10 Excellent

Mary P.

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

Wonderful time

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
Stayed 5 nights in Nov 2024

10/10 Excellent

AdAm C.

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

Excellent place !

Great location! Fabulous pool! Well be back again for sure !
Stayed 4 nights in Sep 2024

8/10 Good

Cindy J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jul 2024

8/10 Good

Aude M.

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

Good place to stay, well located in the Keys

We enjoyed our stay here. However 125 usd fee to pay at arrival even for a few days.
Stayed 3 nights in Aug 2024

10/10 Excellent

Betsy M.

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

Had a great

Stayed 19 nights in Feb 2024

8/10 Good

Tanja N.

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

Schöne Unterkunft, nette Vermieterin

Stayed 6 nights in Apr 2024

10/10 Excellent

Brett U.

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

Cudjoe Paradise

Great place to get away for a week!
Stayed 9 nights in Jun 2024

10/10 Excellent

Verified traveller

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

Vacation

As advertised. Clean and good AC!
Stayed 4 nights in Jun 2024

8/10 Good

Chris S.

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

Decent place for a quick getaway

Pool security is silly!
Stayed 3 nights in May 2024

10/10 Excellent

Judy Z.

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

Cute cottage

Nice, quiet neighborhood. Close to amenities. Only downside, entrance door is hard to open and close; very little shade during the day. Will definitely consider in the future.
Stayed 3 nights in May 2024

10/10 Excellent

Anita G.

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

Great place

Great stay. Comfy beds. Everything you need.
Stayed 5 nights in Apr 2024

10/10 Excellent

Stephen L.

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

Wonderful place to stay

The
Stayed 7 nights in Mar 2024

10/10 Excellent

robert a.

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

Great place to stay in the keys!

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.
Stayed 7 nights in Dec 2023

8/10 Good

Darlene K.

Liked: Cleanliness, check-in, communication, location

Not Bonaire Vacation

After having to make a quick change to our vacation, we found the house in Cudjoe Key. The location was perfect, we went to Key West twice, really enjoyed Sandspur Beach at Bahia Honda State Park. The beach is white powder sand, so beautiful. We enjoyed great food and snorkeling with Captain Hook. Thanks for sharing your home.
Stayed 5 nights in Oct 2023

10/10 Excellent

Rachel M.

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

Great stay!

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!
Stayed 8 nights in Jul 2023

8/10 Good

Ammad H., Coram

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

wonderful stay Cudjoe key

Thank you for the wonderful stay at Cudjoe key at Venture out. We definitely want to come back again! We visited Bahia Honda state park as you recommended and family had fun at the beach. Thank you for providing everything we would need to be comfortable from beach chairs to an iron. Thank you for your thoughtfulness. I love the decorations and theme of the place, especially the fish decorations. The place was so cozy and decorated perfectly for the keys. Love the rooster decoration. Venture out was an awesome place to stay, we absolutely loved spending time at pool everyday and viewing the beautiful ocean. Property management is fantastic and helpful. We met lovely kind people here as well. Thank you once again. A. Hassan, New York
Stayed 7 nights in Jun 2023

10/10 Excellent

Bill C.

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

Nice home base as we explored the keys.

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.
Stayed 4 nights in Jun 2023

8/10 Good

Kimberly H.

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

great location

From start to finish: upon arrival there was trash in the yard and all the grill and table items in back were strung about (could have been weather related?) walk into the house, very warm. kept all curtains and door closed to keep it as cool as possible the entire time there. first night hot water did not work. OWNER is and was fantastic and was able to have that fixed before the nights end on second night. Liked how everything is labeled so you don’t have to try every switch. the staff on the property were WONDERFUL. the boat ramp was great (easy) parking was good. location was great.
Stayed 4 nights in May 2023

10/10 Excellent

Justin S.

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

Our stay

Honestly it was all described and on point. Super easy to sign in with Venture Out, parking was easily accessible. I’ll be back for sure!
Stayed 6 nights in May 2023

10/10 Excellent

Sandra T.

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

Awesome stay

Great location
Stayed 3 nights in May 2023

10/10 Excellent

Rebecca W.

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

Cozy Stay

Cozy stay just a short drive from Key West. Fully functioning kitchen and comfortable lounging and sleeping areas.
Stayed 5 nights in May 2023

10/10 Excellent

Andrew L.

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

Sunrise in Paradise

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 .
Stayed 3 nights in Apr 2023

About the host

Hosted by Kristine Croteau-owner

Host profile image
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