Entire home

Enjoy Caribbean weather in the USA. Discounted rates through 2025!

Holiday home in Summerland Key with outdoor pool and Hot tub

Photo gallery for Enjoy Caribbean weather in the USA. Discounted rates through 2025!

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

  • Kitchen
  • Dryer
  • Washer
  • Hot tub

Explore the area

View map
Cudjoe Key, FL
  • Place, Venture Out Keys
  • Place, Upper Sugarloaf Key
    ‪7 min drive‬
  • Place, Florida Keys Beaches
    ‪8 min drive‬
  • 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. Discounted rates through 2025!

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

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
2 pets subject notification at booking & $50 fee
default

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
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 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

  • Upper Sugarloaf Key - 7 min drive - 6.9 km
  • Florida Keys Beaches - 8 min drive - 7.4 km
  • National Key Deer Refuge Visitor Center - 16 min drive - 17.2 km
  • Sugarloaf Beach - 21 min drive - 18.1 km
  • Bahia Honda State Park - 29 min drive - 32.5 km

Getting around

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

Restaurants

  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Boondock's Grille & Drafthouse - ‬10 min drive
  • ‪5 Brothers Two - ‬10 min drive
  • ‪Morning Joint - ‬4 min drive
  • ‪Broil - ‬6 min drive

Frequently asked questions

Does Enjoy Caribbean weather in the USA. Discounted rates through 2025! have a pool?

Yes, this property has an outdoor pool.

Is Enjoy Caribbean weather in the USA. Discounted rates through 2025! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Enjoy Caribbean weather in the USA. Discounted rates through 2025!?

Check-in begins at 3:00 PM.

What time is check-out at Enjoy Caribbean weather in the USA. Discounted rates through 2025!?

Checkout is at 10:00 AM.

Where is Enjoy Caribbean weather in the USA. Discounted rates through 2025! 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

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
Rating 10 - Excellent. 105 out of 140 reviews
Rating 8 - Good. 23 out of 140 reviews
Rating 6 - Okay. 9 out of 140 reviews
Rating 4 - Poor. 1 out of 140 reviews
Rating 2 - Terrible. 2 out of 140 reviews

Reviews

10/10 Excellent

Stephanie B.

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

Perfect location and perfect stay!

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!
Stayed 5 nights in May 2025

10/10 Excellent

Jason H.

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

Great place for a short stay!

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!
Stayed 4 nights in Apr 2025

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

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

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

Verified traveller

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

Vacation

As advertised. Clean and good AC!
Stayed 4 nights in Jun 2024
This review was submitted before 2018 and has not been verified.

10/10 Excellent

DH G.

Great, affordable place!!

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!

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

Laurie W.

Cute.and. Beachy

Everything looks brand new. Well stocked. I had a question for owner and she got back to me immediately. Great place.
Stayed 3 nights in Apr 2018

6/10 Okay

liz j.

Liked: Cleanliness, check-in, communication, location

Nice little place

This unit was very nicely furnished with everything you need for beach life! Very clean with all the modern furnishings! I loved the kitchen with the huge counter tops, plenty of storage and all of the supplies. The king size bed is very comfy as well as the daybed in the second bedroom. Our only issue was the Air Conditioning. They have a unit in each room and ceiling fans in every room attempting to cool the home. However it was still warm and sticky inside. I was not able to sleep. Once the Central Air is restored I would highly recommend this unit!
Stayed 10 nights in Jun 2019

6/10 Okay

Rianne H.

Good house, noisy aircon

We used this as a base to explore the keys with 2 kids and 2 adults. The place was spacious enough, location on Cudjoe Key worked well, and the shared swimming pool on the site was highly appreciated by the kids. However, I was not happy that the airconditioning was very noisy - instead of a central unit we had one in each room. The thin walls meant the house heated very quickly when the airconditioning was turned off, giving the choice to sleep with high noise or in the heat. It did not help me to relax during my holiday. Two practical points: the reception could be improved, as it was not clear which checkpoint to go to, and I had not recieved the lot number, which was needed to find the reservation. Also the internet password should be added to the information folder, so you don't have to find it on the wifi router itself. That said, the house was decorated with much taste in a beach-theme, there was a nice patio and we had a gas bbq, where we had a great meal.
Stayed 3 nights in Apr 2018

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

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

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

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

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

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

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