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Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security

Family-friendly holiday home with outdoor pool and Hot tub

Photo gallery for Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security

Exterior
Sun-loungers, beach towels
Fridge, microwave, oven, stovetop
Outdoor dining
Sun-loungers, beach towels
Escape to Venture Out, a waterfront community in the Florida Keys. Relax on the elevated covered deck of this 2-bedroom home and take advantage of kayaks, bikes, and beach towels for pool or beach use. With amenities like a stainless steel gas grill and outdoor dining areas.

Reviews

9.8 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 680 sq m

Popular amenities

  • Parking available
  • Kitchen
  • Dryer

Add dates for prices

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: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security

Description:

Beautiful newer 2 bedroom / 2 bath elevated tropical home near a waterfront common area in Venture Out, an Oceanside residential community (Unit #618). Relax on a large elevated covered deck for outdoor dining and entertaining and a downstairs covered area with hammock, table, lounge chairs and covered parking. A stainless steel gas grill enhances the outdoor dining. The home can sleep up to 6 adults in comfort.

The open Living area includes a cathedral ceiling, a full kitchen with new stainless steel appliances with all dishes, silverware and cooking equipment, a dining room with a table for 6 and a living room.

The living room has a queen size sleeper sofa, chairs and love seat, a 50' Flat Screen Roku TV w/ enhanced cable and DVD game inputs, AM/FM CD player. Also included is a wheeled beverage cart that can be used indoors or on the deck.

The Master Bedroom has a queen bed with a 32' flat screen HD Smart Roku TV w/DVD, a double walk in mirrored closet and a full-size master bathroom with shower, vanity sink, toilet, and towels.

The Guest room has a queen bed, a 40” flat screen Smart Roku HDTV, a walk in closet and a 2nd full-sized bathroom with shower, vanity sink, toilet, and towels just a few steps down the hall. Off of this bathroom is a stacked washer and dryer combo for your use.

Additional unit amenities include: Free Use of 4 kayaks, Central Air Conditioning, Free WIFI, Washer/Dryer, Dishwasher, Ceiling fans, Microwave, Regular and K Cup Coffee maker, AM/FM CD player, Ice-maker, Ironing board, iron, hair dryers and beach towels for the pool or beach.

The community amenities include: 24 hour security, Lighted tennis courts, Olympic-sized heated pool, kiddie pool, spa Jacuzzi, ping pong, bocce ball courts, 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.

Six bikes (4 adult - 2 child) are provided for your riding pleasure at no extra charge. We also have sports equipment, fishing poles with basic tackle, a cooler and 4 beach chairs for trips to the beach, pool or off site.

Bring your boat! There is no charge for launching in at the Venture Out Marina (There is a small charge for overnight parking). 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. You can swim or fish from our open water areas. There is a big TIKI HUT on the open water where picnicking is perfect!

KEY WEST is a twenty five minute drive down US Route 1. Experience the fabulous SUNSET CELEBRATION every night at Mallory Square. Take a day trip to the Dry Tortugas. DANCE the night away at Hog's Breath Saloon, Sloppy Joe's or one of the many bars of Key West. VISIT the Southernmost point, Hemmingway’s house, Key West Light and Fort Zachary Taylor. Take a sightseeing tour on the Key West Trolley or Conch Train. ENJOY a beautiful sunset cruise, snorkeling, SCUB diving, fishing, parasailing and so much more.

Or you can simply enjoy a good book or the company of your family or spouse on the grounds of the resort.

Within several minutes we have some great restaurants. They include The Square Grouper, Boondocks and Loo Key Restaurant to name a few. Most offer good food, open air dining, reasonable prices and a relaxed atmosphere.

The Marina Store within walking distance in the park stocks many necessities, such as soft drinks, BEER and WINE. The Store also has a 24 hour ATM

SORRY, THIS IS A NO SMOKING / NO PET HOUSE. Smoking is allowed in the lower area (ground level) of the home.

This is a very clean rental unit with numerous amenities offered at a very reasonable rate. You will not be disappointed! We know you will have a marvelous time here in the gorgeous FLORIDA KEYS!

Please note that there is a $125.00 one time per party entry fee for our gated community that you will have to pay at the front gate.

Driving Distance: 3 Hours from Miami, and 3 1/2 Hours from FT. Lauderdale. 25 Minutes from Key West and Big Pine Key, home of the famous Key Deer.


Keywords: House
*Free WiFi
*A/C
*Outdoor Grill

Property amenities

Beach

  • Beach loungers
  • Beach towels

Pool/Spa

  • Communal pool
  • Fenced private pool
  • Heated pool
  • Hot tub
  • Outdoor pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car recommended
  • RV/bus/lorry parking (surcharge) on site

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
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

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

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • CD player
  • DVD player
  • Games
  • Music library
  • Smart TV with cable/satellite channels
  • Stereo
  • Video library

Outdoor areas

  • Balcony
  • Gas grill
  • Outdoor furniture
  • Picnic area

Laundry

  • Laundry facilities
  • Washer/dryer

Work spaces

  • Printer

Comfort

  • Air conditioning
  • Ceiling fan
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • In-room accessibility
  • Upper floors accessible by stairs only
  • Wheelchair-accessible path of travel
  • Designated smoking areas
  • Note from host: ONLY outside the unit with proper disposal.

Services and conveniences

  • Iron/ironing board
  • Meal delivery service
  • Phone

Location highlights

  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Arcade/game room
  • Bicycles
  • Billiards/pool table
  • Fish cleaning table
  • Heated pool
  • Kayak
  • Table tennis
  • Tennis
  • Water sports equipment
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • No carbon monoxide detector or gas appliances (host has indicated there are no carbon monoxide detectors or gas appliances on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Bicycles
  • Gated community
  • Property located in a resort
  • Unit size: 864 square feet

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Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

1-vehicle parking only at the unit. Additional vehicles will need to go into overflow for $5-$10 per night depending on size if space available
A 1-time per reservation Venture Out registration fee of $125.00 is due upon arrival paid cash or credit card.

Pets

Pets not allowed

Children and extra beds

Children are welcome
Note from host: Some children's games, movies, and 2 bikes

Events

Events allowed

Smoking

Smoking allowed: in designated areas
ONLY outside the unit with proper disposal.

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
Parties and events are allowed on site. Maximum attendees: 6
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
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

We should mention

This property does not have any lifts
A car is recommended for transport to and from this property

About the area

Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 8 min drive - 6.3 km
  • Upper Sugarloaf Sound - 9 min drive - 7.5 km
  • Florida Keys Beaches - 9 min drive - 6.0 km
  • Lower Sugarloaf Sound - 13 min drive - 11.5 km
  • Sugarloaf Beach - 20 min drive - 17.4 km

Getting around

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

Restaurants

  • ‪Boondock's Grille & Drafthouse - ‬10 min drive
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪5 Brothers Two - ‬9 min drive
  • ‪Morning Joint - ‬3 min drive
  • ‪Broil - ‬5 min drive

Frequently asked questions

Does Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security pet-friendly?

No, pets are not allowed at this property.

How much is parking at Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security?

On-site parking is available at the property.

What time is check-in at Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security?

Check-in begins at 3:00 PM.

What time is check-out at Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security?

Checkout is at 10:00 AM.

Where is Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security located?

This family-friendly Summerland Key holiday home is located on the waterfront, within a 15-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).

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Reviews

Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security Reviews

9.8

Exceptional

9.8

Cleanliness

9.6

Location

10

Eco-friendliness

9.4

Property conditions & facilities
Rating 10 - Excellent. 223 out of 258 reviews
Rating 8 - Good. 31 out of 258 reviews
Rating 6 - Okay. 2 out of 258 reviews
Rating 4 - Poor. 1 out of 258 reviews
Rating 2 - Terrible. 1 out of 258 reviews

Reviews

10/10 Excellent

ryan q.

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

Fantastic Property

Very well maintained and well stocked property. Development is well maintained and managed, along with good amenities. Location is convienent for this area of the Keys.
Stayed 7 nights in Apr 2025

10/10 Excellent

Lillian B.

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

Clean, Inviting, Relaxing

Overall, we had a great time. The rental was clean, well equipped, if you chose to cook. My sister and I loved it being close to Key West, plus several good restaurants in immediate area. Neighbors were quiet. Love having car under house, it was always cool.
Sunrise
Sunset
Stayed 4 nights in May 2025

10/10 Excellent

Michael80 I.

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

Awesome stay

Great lo
Stayed 10 nights in Dec 2023

10/10 Excellent

Jessica I.

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

Oceanside Paradise

Wonderful stay! House was stocked with everything we could have needed/forgotten and so well organized!
Stayed 3 nights in Jun 2023

10/10 Excellent

kiersen p.

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

Relaxing family vacation

Our family of 6 really enjoyed our stay. The location is great about half an hour from key west. The house is clean. We LOVED the deck! Caught the sunrise one morning! There are lots of amenities on the property. We enjoyed the pool and kayaking. The hosts communicated well! Was a great choice to stay in and have already talked about visiting again!
Stayed 3 nights in Oct 2024

10/10 Excellent

Doug D.

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

Best Family Vacation!

Our trip was so good we were already talking about booking it for next year!Mike and Carol were great to work with. I’ve never had someone so quick to respond, take care of any issues, and provide recommendations during a stay.Their home was a perfect place for us and convenient to so much throughout the keys. It was clean, spacious, and had everything you could want or need during your stay. The kitchen was fully stocked with everything you could think of. The appliances were great with a dishwasher, washer, and dryer on hand. Underneath is a grill, bikes, helmets, kayaks, life jackets, fishing equipment, chairs, a cooler, etc. They have everything you need!The resort has a community store, that my kids would bike to sometimes multiple times per day. There’s a pool, boat ramp, and tiki huts to hang out under!We spent much of our time at Bahia Honda state park at one of the most beautiful beaches I’ve ever been to, snorkeling, soaking up the sun, and taking in the breathtaking views. My oldest son and I did a party fishing charter (Gulfstream IV - highly recommended) and my wife and youngest son went to the Turtle Hospital in Marathon (highly recommended). We made a couple trips to Key West, which is a short drive away, to shop, see the sights, and had some of the best food I’ve ever had (great recommendations from Mike). It truly was a memorable vacation and we owe a lot of it to Mike and Carol for allowing us to use their wonderful home! Thank you!
Stayed 7 nights in Jun 2025

10/10 Excellent

Bryan K., Hazen

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

Great location

My wife and I really enjoyed our time at the property. We spent a lot of time on other keys so the location was great as a starting point for our adventures. The property was outfitted with everything we needed and just as advertised.
Stayed 5 nights in Jun 2023

10/10 Excellent

Timothy b.

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

Great getaway

Place was very nice. Beach cottage feel. Nicely updated
Stayed 3 nights in May 2023

10/10 Excellent

Brian C.

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

Yearly Trip

Clean, well maintained.
Stayed 8 nights in Nov 2023

10/10 Excellent

Rozlyn H.

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

Little slice of paradise

This is the perfect place to stay when in the Keys. The home was perfect for the size of our party (5), it had pretty much everything we needed and then some. The community it is in was clean quiet and had some great extras-pool, tennis/pickleball courts, rec room and great view off the sunrise. We will definitely stay here again, when we visit the Keys. ⭐️ ⭐️⭐️⭐️⭐️
Stayed 4 nights in Jun 2024

10/10 Excellent

Garry O.

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

Winter warmth

We had everything we needed. Great location, centrally located, easy travel to key west and the upper keys
Stayed 28 nights in Jan 2023

10/10 Excellent

Nancy C.

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

Great location

Property was as described. Kitchen was well equipped. Very safe gated community. Would definitely recommend.
Stayed 4 nights in Nov 2023

10/10 Excellent

Joe B.

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

Moms 80th

The place was very nice. Pretty much had everything you need for every activity...wonderful time.
Stayed 7 nights in Jul 2022

10/10 Excellent

KENNETH

Liked: Cleanliness, amenities, property conditions & facilities, communication
All great
Stayed 7 nights in Apr 2023

10/10 Excellent

Sharon T.

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

May retreat

We had a wonderful time . The place is exactly as pictured online. It had everything we needed. We loved having the use of the bikes. The pool was amazing! It was relaxing, quiet, and just a short distance from Key West. Very fun 10 days.
Stayed 10 nights in Apr 2023

10/10 Excellent

Tracey L.

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

Holiday vacation

Nice property. Parking is a pain. Need new fans in the bedrooms. Other than that we thoroughly enjoyed our stay! On site laundry was a plus!! Fit our family of four comfortably!
Stayed 4 nights in Sep 2023

10/10 Excellent

Ilene N.

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

Excellent home

The home and community was very nice, only issue was the refrigerator smell like fish. Needs a thorough cleaning. There was a few ants. TV cable was slow and TV control was difficult.
Stayed 4 nights in Sep 2023

10/10 Excellent

Tommy C.

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

good place for home base

The house was good. We used the bikes on the property to go to the pool a couple times. We were pleasantly supprised to find the pool is cooled & felt great for the middle of summer. The cabinets in the house are packed so full of cups,dishes, etc there was no where to really put any groceries or food items besides the counter top. The fridge water filter needed to be changed the fridge ice machine & water from the fridge door took forever to do either one. AC was good,pleanty of towels & bedding,the applianceswere all in goid shape & working. Its a clean nice place. Would stay again. Not on the water there is a community seawall area across the street that we felt safe letting the kids fish from the seawall.
Stayed 3 nights in Jun 2024

6/10 Okay

Doris H.

Liked: Cleanliness, check-in
Disliked: Communication, location

Too far from amenities.

This property was so far from all the everything. The pools d hot tube was closed for renovation. The area set aside to swim in the ocean was dirty and placed right beside the fish cleaning station so it stank. The house was pretty clean but we couldn’t remove our shoes without getting black feet. Nice house but we would not stay again. Really disappointing that we could not use the pool or hot tub.
Stayed 4 nights in Oct 2023

4/10 Poor

Stacie D.

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

Maybe not

This is a glorified trailer park. Not what I was thinking for my family. When we got there another family chose to use our house instead of theirs next doors. Very frustrating that they don’t know who is in the units and that we had to wait to get in after traveling 2 days. No compensation was made for us for our troubles. Location is okay can get to key west and Marathon in about a half hour. Between COVID and the weather which are out of anyone’s control the whole trip was a disappointment.
Stayed 6 nights in Jul 2020

8/10 Good

Michael S.

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

Almost perfect, but...

First, I must say this property is nearly perfect for the money and location; however, there is one huge exception. To start, the community is wonderful with all the amenities necessary for an enjoyable vacation. And this particular property has everything you need to make some really enjoyable memories; from kayaks and bicycles to pool and beach supplies, nearly everything you need without bringing it from home. The kitchen is well stocked with all the necessities for cooking and eating, and the grill was perfect. The property was clean and located in a great location with a glimpse of the water off in the distance be it over other properties. My quests (total of four adults), wife and I spent quite a bit of time on the porch just enjoying the weather and each others company. Now the huge exception, the master bedroom (with the bathroom) queen mattress is old and could use an update. You can sleep on it, but it is not a mattress I would keep in my house, much less in my bedroom. However, the mattress in the other room is another story, that mattress needs to be replaced immediately. I was unable to sleep in that room and unfortunately had to sleep on the couch for all but the first night. My wife was able to sleep on the mattress for the week, but it again wasn't even close to a restfull relaxing sleep. I contemplated most of the week about complaining about the mattresses but decided against it as I was unable to find any contact info that was specifically for problems and I certainly didn't want to be troubled during our short one week vacation getting the wrong answer to my problems such as "there's nothing they can do about the mattresses, especially with such short notice", so in all fairness to the owner and property management, I chose not to give the property management a chance to rectify the situation. I certainly hope, the review provides the notice everyone needs to get both mattresses replaced for future quests. In closing, I would love to give this property five stars but I just can't. And I did give the property four stars even with the mattress problems. I certainly would love to rent this property again in the future, but it certainly won't be until both mattresses have been replaced with newer and better quality mattresses, as a third of my vacation time was spent trying to get rest on them. So future renters, please be aware this place is awesome, but be prepared on where you're getting ready to sleep.

10/10 Excellent

Amy B.

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

Clean, affordable vacay rental

The home was clean, well decorated and has everything we needed plus some for our vacation. Highly recommended for families.
Stayed 6 nights in Jul 2025

10/10 Excellent

Kylene B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great from check in to the venture out community and facilities to the actual home we loved it all.
Stayed 3 nights in Jul 2025

10/10 Excellent

sandra c.

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

Great spot to enjoy paradise

This is our second stay in this unit and the perfect spot to use as base to enjoy the Lower Keys. Unit has excellent appliances, comfortable furniture, and all of the household items needed for a good vacation. The Venture Out resort itself has a range of nice amenities and I like the 24 hour security and restricted access. Property rules are reasonable and easy to abide by. The bonus equipment like bikes, hammock, grill, and kayaks are very much appreciated. Watching the sun rise from the deck is one of my favorite views.
Stayed 11 nights in Jun 2025

10/10 Excellent

Amy W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was amazing! Very pleased.
Stayed 4 nights in Jun 2025