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Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

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Photo gallery for Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

A coastal resort with a swimming pool, beach area, and a view of the ocean.
An aerial view of a sports complex with multiple tennis courts, a basketball court, and a large white dome structure.
A turquoise two-story building with a covered porch, a visible address sign, and a staircase leading to the upper level.
A beachside pool area with thatched umbrellas, lounge chairs, and a clear view of the ocean.
A living room with a ceiling fan, a television, and a large fish decoration on the wall.

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 680 sq m

Popular amenities

  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

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

Room options

Similar properties

Exterior
SAVE BIG $$$ AUG/SEPT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
  • Ocean view
  • Pool
  • Kitchen
  • Washing machine
4.8 out of 5, Exceptional, 95 reviews
The price is €442
includes taxes & fees
12 Aug - 13 Aug
SAVE BIG $$$ AUG/SEPT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

This property has 2 bedrooms 2 baths and sleeps 6 with all updated appliances furniture.& wifi There are 4 single kayaks and 1 dual Kayak with carts for the kayaks 6 Bikes, BBQ Grill, ice machine on the property for your use . The home is on stilts with covered porch and sitting area with Table for relaxing and taking in the view. Each bed room has a 32" TV . On Venture Out property, there is a large pool, hot tub, tennis court, ocean access with a ramp at the marina with fuel, and tackle for your fishing needs. There is also a convience store for food and drink.
THIS IS A GATED COMMUNITY AND THE GATE WILL CHARGE $125.00 DOLLARS FOR THE GROUP NO MATTER HOW MANY DAYS! THIS REGISTRATION FEE IS DUE AT CHECK-IN. IT is charged and collected solely by VENTURE OUT RESORT. That is a separate fee from the home and will be collected at the gate when you arrive. A parking permit will be given to you at the gate while you are renting the house only one car is permitted under the home. Bring your boat Venture out has a free boat ramp.A small nightly storage fee is collected by venture out for Boat/ trailer extra Vehicles storage on-site, Overflow parking lot.
Our customers tell us they can't get enough of the helpful staff at this vacation home. During your stay, you're just a quick walk from Venture Out Keys. You'll find features like a hot tub and laundry facilities. Free WiFi and a kitchen are available in the vacation home.
  • Air-conditioned home with kitchen, washing machine, and 2 bathrooms
  • Free WiFi (speed: 250+ Mbps (good for 3–5 people or up to 10 devices))
  • Amenities include laundry facilities
  • Onsite recreation includes tennis courts
  • Within a 10-minute walk of Venture Out Keys and Venture Key
This vacation home offers its guests a hot tub, barbecue grills, and laundry facilities. The front desk is open around the clock.

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Heated pool
  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Limited on-site parking (max 1 space)

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • No lift
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near an outlet shopping centre
  • Near the marina

Things to do

  • Bicycles
  • Billiards/pool table
  • Heated pool
  • Kayak
  • Pickleball
  • Tennis
  • Basketball nearby
  • Cycling nearby
  • Fishing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycles
  • Unit size: 862 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 24

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

Property is also known as

Vrbo Property
Paradise in the Florida Keys
Oceanside Paradise in the Florida Keys

Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 230 out of 257 reviews
Rating 8 - Good. 21 out of 257 reviews
Rating 6 - Okay. 5 out of 257 reviews
Rating 4 - Poor. 0 out of 257 reviews
Rating 2 - Terrible. 1 out of 257 reviews

9.8/10

Cleanliness

9.4/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Jon W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a great time at Oceanside Paradise, had everthing we needed and the fishing was fantastic.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our third year stay at this location. We have always thoroughly enjoyed our stay. Thanks for such a nice place.
Stayed 8 nights in Apr 2026
Verified review

10/10 Excellent

Andrea B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The accommodation was very clean and equipped with everything one could possibly need for a comfortable stay. We enjoyed it very much.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Amy A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a beautiful updated propery in a geat resort setting. The entire house is fully equipped.we had a lovely stay and look forward to going back!
Stayed 16 nights in Mar 2026
Verified review

10/10 Excellent

Lawrence W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a Great Stay!
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Gayle S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Do not hesitate to rent this house. Well stocked, comfy beds, bikes and kayaks are an added bonus! Great gated safe community. Everything perfect!
Stayed 6 nights in Mar 2026
Verified review

10/10 Excellent

Lori R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Was fully stock. Everything was very nice!
Stayed 5 nights in Apr 2026
Verified review

10/10 Excellent

Colleen V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our amenities were above what was expected compared to other properties. Our place was a home away from home.
Stayed 16 nights in Feb 2026
Verified review

10/10 Excellent

Thomas W.

Liked: Cleanliness, check-in, communication, listing accuracy
Host was very responsive and amenities were great. It was clean and comfortable.
Stayed 14 nights in Jan 2026
Verified review

10/10 Excellent

Nikki M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was communicative and quick to respond. Amenities were beautiful and enjoyable.
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Nancy A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay, and especially enjoyed having easy access to kayaks and bicycles that were in good condition.
Stayed 3 nights in Nov 2025
Verified review

8/10 Good

Liz H.

Liked: Cleanliness, communication
Disliked: Listing accuracy
Host, amenities
Stayed 3 nights in Jan 2026
Verified review

6/10 Okay

Kristina J.

Liked: Cleanliness, check-in, communication, listing accuracy
Disliked: Location
The unit and facility were well equipped. The listing did not explain that the unit was within a trailer park which was disappointing.
Stayed 5 nights in Mar 2026
Verified review

10/10 Excellent

Sheila L.

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

Wonderful Stay

We really enjoyed staying here.
Stayed 5 nights in May 2022
Verified review

10/10 Excellent

Mark S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really enjoyed the bikes. Would have liked to use the kayaks but the weather was too cold.
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Kathleen C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place. Perfect size for family with 2 college age kids. Biked around the complex. Used the hot tub. Easy drive to Key West. Kitchen well stocked. Beds comfortable.
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Aleshia F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing time. The house was great and loved the neighborhood.
Stayed 5 nights in Aug 2025
Verified review

10/10 Excellent

Emma T.

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

Two day stay!

My mom and I were absolutely amazed by the property, we loved everything and hope to come back again!
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

Brett W.

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

Great place

Great place. Would stay here again
Stayed 4 nights in May 2023
Verified review

10/10 Excellent

Betty Z.

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

Wonderful Spring Vacation

A very nice place for a vacation with friends
Stayed 5 nights in Mar 2024
Verified review

8/10 Good

kyle t.

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

Family vacation

House was clean and neighborhood nice. Plenty of room for entire family. Nice deck and good amenities.
Stayed 3 nights in Jul 2025
Verified review

10/10 Excellent

Maureen F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved the unit— it was immaculately clean, tastefully decorated, and well maintained. The Key Lime pie was a nice surprise, but the cherry on the top was the bicycles and kayaks. It was great fun riding around the park, and kayaking in and out of the canals! Thank you so much!!
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

Kristi Z.

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

Cute place

Good accomodations
Stayed 3 nights in Dec 2024
Verified review

8/10 Good

Elaine B.

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

Cudjoe Key Retreat

Great location and very nice community.
Stayed 7 nights in Feb 2024
Verified review

10/10 Excellent

Susan F.

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

Great family vacation placr

We loved our stay here! This place had everything that we needed. The resort was safe for my kids to roam around for pickleball, swimming, and fishing. Thank you!
Stayed 6 nights in Mar 2025