Entire home

Oceanside in the FL Keys Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

Photo gallery for Oceanside in the FL Keys Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

A heated pool
Exterior
Beach nearby, sun-loungers, beach towels
Sports court
A dining area with a glass table surrounded by wicker chairs, a chandelier, and a view of the ocean.

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 680 sq m

Popular amenities

  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View 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

About the area

Summerland Key

At this holiday home you'll be within just a 10-minute stroll of Venture Out Keys and Venture Key. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 2 bathrooms, a balcony and a living room. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A Smart TV, a coffee/tea maker and a hairdryer are also available. .Attractions within a 30-minute drive of this Summerland Key holiday home include Florida Keys Beaches and Bahia Honda State Park.

What's nearby

  • Upper Sugarloaf Key - 7 min drive - 7.3 km
  • Florida Keys Beaches - 8 min drive - 7.4 km
  • Upper Sugarloaf Sound - 8 min drive - 8.6 km
  • Lower Sugarloaf Sound - 11 min drive - 12.1 km
  • Key West Visitors Center - 17 min drive - 20.6 km

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Morning Joint - ‬16 min walk
  • ‪Kiki's Sandbar - ‬11 min drive
  • ‪The Bent Prop - ‬6 min drive
  • ‪Square Grouper Bar and Grill - ‬20 min walk

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 in the FL Keys 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 kayaks and carts for the kayaks 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. 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. A nightly storage fee is collected by venture out for Boat/ trailer extra Vehicles storage on-site, Overflow parking lot.

Similar properties

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 and check-out are available
Minimum check-in age - 24

Check-out

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

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

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, a first aid kit and a deadlock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.

Property is also known as

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

Frequently asked questions

Are there any beaches close to Oceanside in the FL Keys Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball?

The closest beach to Oceanside in the FL Keys Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball is Florida Keys Beaches (9.3 km).

Does Oceanside in the FL Keys Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball have a pool?

Oceanside in the FL Keys Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball has a heated pool and a pool.

What makes Oceanside in the FL Keys Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball a romantic place to stay?

1 hot tub and private balconies help set the scene for a sizzling getaway at Oceanside in the FL Keys Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball.

Is there a private hot tub at Oceanside in the FL Keys Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball?

Yep, there is a hot tub.

Is there a free airport shuttle available at Oceanside in the FL Keys Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball?

No, Oceanside in the FL Keys Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball does not offer an airport shuttle service.

What time are check-in & check-out at Oceanside in the FL Keys Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball?

Check-in begins at 3:00 PM. Check-out time is 10:00 AM.

Are pets allowed at Oceanside in the FL Keys Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball?

No, pets are not allowed.

Oceanside in the FL Keys Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 227 out of 254 reviews
Rating 8 - Good. 21 out of 254 reviews
Rating 6 - Okay. 5 out of 254 reviews
Rating 4 - Poor. 0 out of 254 reviews
Rating 2 - Terrible. 1 out of 254 reviews

9.8/10

Cleanliness

9.4/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

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

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

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

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

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

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

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

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

8/10 Good

Liz H.

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

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

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

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

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

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

10/10 Excellent

Chanh H.

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

Great Stay!

Great stay! Great amenities and clean
Stayed 2 nights in Feb 2022
Verified

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

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

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

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

10/10 Excellent

Keida G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is by far the best property we have rented in Venture Out. Everything was amazing, everything was well thought out, super clean, and the extra little thoughtful touches went a long way! We really enjoyed the complimentary pie and the book was very well put together and helpful!
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Kristi Z.

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

Cute place

Good accomodations
Stayed 3 nights in Dec 2024
Verified

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
Verified

10/10 Excellent

David A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location. Very affordable and very well cared for. Short drive to Key West or any other things you may want to do in the Keys. Nice community swimming pool and sure. Great access to the water for boating or fishing.
Stayed 4 nights in Jun 2025
Verified

10/10 Excellent

Amber

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

Paradise awaits

The property and all of the amenities were absolutely amazing! Hosts Rick and Laura were very kind and made sure we enjoyed our stay. This was my first trip to the keys and I will definitely book again with them!
Stayed 3 nights in Apr 2025
Verified

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