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Tropical Island Paradise W / Open Water Views!

Photo gallery for Tropical Island Paradise W / Open Water Views!

Property grounds
Exterior
Outdoor dining
Outdoor dining
Bathroom

Reviews

9.6 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer

Explore the area

View map
Cudjoe Key, FL
  • Place, Florida Keys Beaches
    ‪7 min drive‬
  • Place, Upper Sugarloaf Key
    ‪7 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪8 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪37 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Convertible bed(s)

1 Double Futon

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Dining area

About this property

Tropical Island Paradise W / Open Water Views!

Please see our other property if you do not see your dates available! Property # 2092236
https://www.vrbo.com/2092236?adultsCount=2&arrival=2020-10-27&departure=2020-10-31&unitId=2656769

Sparkling clean and beautifully remodeled 2Bd/2Ba vacation home that features OPEN WATER views with great boating access to the ocean or gulf! This home is fully furnished will all the amenities for an over the top vacation experience. This waterfront paradise features a 35' concrete seawall with cleats, dock posts, fish table and BBQ grill to cook your catch! Main living room offers high ceilings with awesome views of the water and leads to a spacious covered porch overlooking the water. This home is designer decorated with lovely accents and decor throughout. Kitchen features clean and white kitchen cabinets with full line of appliances and granite countertops. Living room features lots of comfortable seating with queen sleeper sofa, love seat and 2 comfortable chairs with a large flat screen television with full expanded cable and you will enjoy splendid water views. Master bedroom features a king size bed with lots of closet storage and full size private bathroom. Guest bedroom features a queen bed with closet storage and access to the hallway full bathroom. Additional amenities include central air conditioning, heat, dishwasher, microwave, washer, dryer, tile floor, BBQ grill, fish table, expanded cable, ceiling fans, patio furniture and covered porch. You'll set your mind at ease when you stay at this beautiful home in the Florida Keys!
7 day minimum during lobster season. No Smoking, No Pets. There is a resort usage fee of $125 payable upon arrival at entrance at security gate to Venture Out.

Rental agreement is agreed upon at booking and pre-registration form of guests must be completed prior to stay or when checking in at the security gate.

The community will be limiting overflow parking lot spaces (which is at a nightly fee to guest). They will only be able to accommodate for one spot for an extra car or boat trailer if available; do know there's a driveway at the home to park a car, this is only in regards to extra cars or boat trailers.
If no spots are available guest will need to find a spot outside of the park. We understand this is a great inconvenience so we have negotiated a spot for a trailer at a nearby marina at a rate of $20 a day, if interested please let us know so we notify the marina. Thank you

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Relax by Florida Keys Beaches, just a 7-min drive away
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  • Pool
  • Spa pool
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9.8 out of 10, Exceptional, (207 reviews)
Relax by Florida Keys Beaches, just a 7-min drive away

House Rules

Check in after 4:00 PM
Minimum age to rent: 21
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
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Smoking

Smoking is not permitted

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

Located in Summerland Key, this holiday home is on the waterfront. Florida Keys Beaches and Coupon Bight Aquatic Preserve reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island. Jet skiing, kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
View more Holiday homes in Summerland KeyOpens in a new window
Map
Cudjoe Key, FL

What's nearby

  • Florida Keys Beaches - 7 min drive - 7.1 km
  • Upper Sugarloaf Key - 7 min drive - 7.3 km
  • Upper Sugarloaf Sound - 8 min drive - 8.6 km
  • Lower Sugarloaf Sound - 12 min drive - 12.1 km
  • Big Pine Key Flea Market - 16 min drive - 17.3 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 31 min drive

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬17 min walk
  • ‪Kiki's Sandbar - ‬11 min drive
  • ‪Mangrove Mama's - ‬7 min drive
  • ‪Square Grouper Bar and Grill - ‬3 min drive

Frequently asked questions

Does Tropical Island Paradise W / Open Water Views! have a pool?

Yes, this property has a pool.

How much does it cost to stay at Tropical Island Paradise W / Open Water Views! ?

As of 6 May 2026, prices found for a 1-night stay for 2 adults at Tropical Island Paradise W / Open Water Views! on 17 August 2026 start from NZ$458, 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 Tropical Island Paradise W / Open Water Views! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Tropical Island Paradise W / Open Water Views! ?

On-site parking is available at the property.

What time is check-in at Tropical Island Paradise W / Open Water Views! ?

Check-in begins at 4:00 PM.

What time is check-out at Tropical Island Paradise W / Open Water Views! ?

Checkout is at 10:00 AM.

Where is Tropical Island Paradise W / Open Water Views! located?

Situated on the waterfront, this holiday home is within a 10-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

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 86 out of 110 reviews
Rating 8 - Good. 18 out of 110 reviews
Rating 6 - Okay. 5 out of 110 reviews
Rating 4 - Poor. 1 out of 110 reviews
Rating 2 - Terrible. 0 out of 110 reviews

9.6/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

9.8/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

David B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice property
Stayed 18 nights in Mar 2026
Verified

10/10 Excellent

Sherry G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Love this place! So homey and comfortable
Stayed 14 nights in Dec 2025
Verified

10/10 Excellent

Melissa E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place had everything we needed to make our stay wonderful. It was clean, the location was great, and the host responded promptly. We also enjoyed the onsite amenities!
Stayed 5 nights in Jan 2026
Verified

10/10 Excellent

Charlie D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We were pleased with the accommodations. Any question was answered promptly.
Stayed 5 nights in Feb 2026
Verified

10/10 Excellent

leanora t.

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

Affordable & close to Key West adventures

Close enough to Key West, but still very affordably priced. Very relaxing place to stay.
Stayed 4 nights in Jun 2024
Verified

10/10 Excellent

Janet C.

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

Winter get away

Location is great. Home was clean and comfortable. Enjoyed the resort. Looking forward to returning for another visit.
Stayed 14 nights in Mar 2025
Verified

10/10 Excellent

jim w.

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

Wonderful stay.

Everything was great. We are planning on another Key West trip in February and this will be the spot!
Stayed 4 nights in Oct 2024
Verified

10/10 Excellent

Stephanie A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property and community. Well kept and maintained. We were on a canal and water was so pretty! Very spacious house, furniture was comfortable and beach. The air conditioner worked great, the kitchen had everything we needed. We didn’t use the pool but it looked great!
Looking down the canal from the porch.
Stayed 5 nights in Sep 2025
Verified

10/10 Excellent

Beth E.

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

Great Week

The place was just perfect for our family and would stay again!
Stayed 6 nights in Dec 2023
Verified

10/10 Excellent

Coralie P.

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

Cute house

Beautiful setting, quiet neighborhood
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

Ashley C.

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

Clean Place. Great location. Friendly neighbors.

Check in was easy. However, was not as stated in the initial check in email. House was clean. Had everything we needed. The location was amazing. We were central to everything. Neighbors were friendly and quiet. The pool was very clean too. We would stay here again.
Back patio and canal. You can see fish and lizards back here all times of the day.
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Abigail K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house on the water! Had everything else needed
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Sonnie T.

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

4th visit here

We love this property and planning our 5th trip.
Stayed 5 nights in May 2023
Verified

10/10 Excellent

Vicki S.

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

Keys Vacation

The property was very clean and exceeded our expectations. We would recommend this property to anyone wanting to be close to Key West. It is very well maintained and had everything we needed.
Stayed 6 nights in Apr 2024
Verified

10/10 Excellent

Kim N.

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

Fishing trip

Came down for early birthday/anniversary trip and was pleased with the resort and the house.
Stayed 4 nights in Jul 2023
Verified

10/10 Excellent

Tricia H.

slice of paradise for a week

We loved it. Such a nice place had everything we needed and more. Will definitely recommend to friends.
Stayed 6 nights in May 2018
Verified

10/10 Excellent

Jason M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Second time in this exact unit. Does not disappoint. We love the location, access to our boat and the cute cottage feel. The secured/gated community provides a sense of security. The ability to launch the boat, store the trailer, and have dock/slip access all in spot is fantastic!
Stayed 6 nights in Jun 2025
Verified

10/10 Excellent

Mike F.

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

Great stay

Only downside was I didn’t know I had to pay 125.00 registration fee at the check in office/ front gate. Love the experience besides that. The community overall was very nice. We enjoyed our stay the entire time. I would book this short term rental again if we revisited this location.
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

Sharon W.

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

Sun and fun on the water

We thoroughly enjoyed our 5 day stay. The property is on the canal and had good fishing right from the dock area. We rented a kayak for our stay and enjoyed being able to get in and out in the property's "backyard". The inside was very comfortable and we felt right at home. We would definitely stay again.
Stayed 5 nights in Sep 2021
Verified

10/10 Excellent

Jamie V.

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

Lovely property in a safe location

We really enjoyed our stay. We hadn't stayed in Cudjoe Key before, but found that there was plenty to do and plenty of places to eat. We were disappointed that the ice maker in the refrigerator didn't work, and that it was a little farther than a 5 minute walk to the pool in the Venture Out community, but we had a great stay.
Stayed 14 nights in Feb 2023
Verified

10/10 Excellent

Tracy P.

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

Beautiful Property, Beautiful location

We love Venture Out and have stayed there several times. This property was our favorite so far. Beautiful and well appointed, the perfect location if you have a boat with you. Canal is wide and close to the open water. The house is comfortable and super clean. We will definitely book here again!
Stayed 4 nights in Nov 2021
Verified

10/10 Excellent

Margaret B.

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

Great water view unit!

The unit had every possible amenity you could possibly want. We loved sitting on the waterfront deck in the evenings and relaxing. There was plenty of linens including beach towels and the community pool was fantastic. Overall, I would definitely stay here again and highly recommend this property!!
Stayed 4 nights in Mar 2024
Verified

10/10 Excellent

David S.

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

Wonderful Unit

Very nice Venture Out unit. Very clean, and nicely decorated. Very comfortable. Lobster is a nice touch, grandkids loved it. Will book this unit in the future.
Stayed 8 nights in Aug 2024
Verified

8/10 Good

Hauke H.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Top Place close to KW

We really enjoyed it. The place is clean, top arranged and located 1*. It would have been nice if the owner would have advertised, that there is a resort fee (125$ for three nights). But that was the only bad surprise.
Stayed 3 nights in Mar 2024
Verified

10/10 Excellent

Liliam S.

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

Lovely house

My family and I had an amazing time at this property. It’s very clean, fantastic view, easy access to Key west, awesome pool. The pool has the most amazing water temperature and the view from the pool is extraordinary. We will definitely come back soon! We felt very comfortable and safe at this house. The neighbors were very friendly! We appreciate everything about our stay, thank you for having us! It was definitely our home away from home.
Stayed 9 nights in Dec 2019

About the host

Hosted by owner/property manager

Host profile image
Two childhood best friends and their families come and enjoy this home to go fishing, boating, kayaking, and spending quality time.

Why they chose this property

Venture out is a secure quite community with many amenities and only 20 minutes away from the lively Key West. It is a great location to enjoy all types of water activities as well as exploring the keys. Everyone is very nice and welcoming making staying there even a better experience.

What makes this property unique

The best benefit is having your docked boat right out back where you can jump in and take off to a day filled of fishing or exploring the Gulf or the Atlantic.

Languages:

English, Spanish
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