Entire home

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

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

Front / Side View of home
Front View
Well stocked Kitchen with new Stainless Appliances
Dining Room with seating for 6
Covered upper deck with tables and chairs for dining or entertaining

Reviews

9.8 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 680.3 sq m

Popular amenities

  • Kitchen
  • Parking available
  • Dryer
  • Washer

Explore the area

Map
Cudjoe Key, FL
  • Venture Out Keys
    ‪12 min walk‬
  • Upper Sugarloaf Key
    ‪6 min drive‬
  • Florida Keys Beaches
    ‪7 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪30 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Convertible bed(s)

1 Double Futon

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Dining area

About this property

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 manager

Waterfront Keys Realty
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Free WiFi

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House Rules

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

Children allowed: ages 0–17
Some children's games, movies, and 2 bikes
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Events

Events allowed
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Pets

No pets allowed
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Smoking

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

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

We should mention

A car is recommended for transport to and from this property

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. 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

  • Venture Out Keys - 12 min walk - 1.0 km
  • Upper Sugarloaf Key - 6 min drive - 6.1 km
  • Florida Keys Beaches - 7 min drive - 6.1 km
  • Upper Sugarloaf Sound - 8 min drive - 6.6 km
  • Sugarloaf Beach - 21 min drive - 17.4 km

Getting around

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

Restaurants

  • ‪Mangrove Mama's - ‬8 min drive
  • ‪Boondocks Grille & Draft House - ‬10 min drive
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪The Square Grouper Bar & Grill - ‬4 min drive
  • ‪Looe Key Tiki Bar & Grill - ‬10 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.

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).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 209 out of 241 reviews
Rating 8 - Good. 28 out of 241 reviews
Rating 6 - Okay. 2 out of 241 reviews
Rating 4 - Poor. 1 out of 241 reviews
Rating 2 - Terrible. 1 out of 241 reviews

9.8/10

Cleanliness

9.4/10

Amenities

9.4/10

Property conditions & facilities

10/10

Eco-friendliness

9.8/10

Check-in

9.6/10

Communication

9.8/10

Location

9.6/10

Listing accuracy

Reviews

10/10 Excellent

Edward M.

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

Great homebase in Keys

Wonderful place to stay in the Keys for our family. All the items you need and great location. Would return again!
Stayed 3 nights in Apr 2025

10/10 Excellent

Jamie G.

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

Girls trip

Had a great time. And the pool was excellent.
Stayed 7 nights in Apr 2025

10/10 Excellent

Deborah F.

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

Great place to stay!

Home was clean and great location! Would definitely stay here again!
Stayed 3 nights in Mar 2025

10/10 Excellent

JOHN S.

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

Spring break getaway

Had a great time at the property many amenities to enjoy. Perfect location to bounce from key to key would definitely come back again.
Stayed 5 nights in Mar 2025

10/10 Excellent

Smith's Island R.

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

Family Keys 2025

We loved our stay. Our friends took us out to the Gulf and Atlantic almost every day. It was a lovely stay. Our kids loved the bikes and pool. We enjoyed the hot tub. We hope to be back soon!
Stayed 7 nights in Mar 2025

10/10 Excellent

Verified traveller

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

Cudjoe Key

Property was in a wonderful gated community with ocean views very convenient to Key West & other lower keys. The property was very clean & well stocked with everything for the kitchen. It was comfortable, befs were great & visit was very enjoyable.
Stayed 3 nights in Mar 2025

8/10 Good

Claire R.

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

Interesting Development

Our home was nice, but it is an interesting development with RVs, permanent trailers, and homes of various types. We did not get a chance to use any of the amenities as it was a quick stay and we were busy. The location is good. The house was comfortable, but could use an upgraded bed.
Stayed 3 nights in Feb 2025

10/10 Excellent

Jenn S.

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

Christmas Getaway

Clean, easy access, friendly complex/neighborhood.
Stayed 7 nights in Dec 2024

10/10 Excellent

Deanne T.

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

Graduation present

Took our boys on a bucket list trip to go fishing off the keys for a college graduation present. We all had a blast . The house is in a perfect location on Cudjoe key about a half hour from key west. Quiet location with a nice boat launch
Stayed 6 nights in Dec 2024

10/10 Excellent

Frank C.

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

Excellent Property

The unit was spotless and perhaps one of the best equipped places we have stayed at with VRBO. Everything worked, the utensil drawers were overflowing, extra towels and bedding were provided. There was even a printer available. There were 6 bicycles to pick from and several kayaks (although it was too windy to use this time). Everything in the description is accurate. 5 of 5 rating.
Stayed 8 nights in Dec 2024

10/10 Excellent

Verified traveller

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

Denise

Beautiful place! Great location!
Stayed 5 nights in Nov 2024

10/10 Excellent

Philip C.

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

Great Experience

Very clean and quiet. Great amenities. Friendly staff. Would stay there again and recommend to our friends.
Stayed 7 nights in Oct 2024

10/10 Excellent

Lisa B.

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

Vacation

Great well stocked little getaway! Loved the hot tub pool area! Square Grouper Bar and Grill was fabulous. Would highly recommend! Boondocks Grill good a little more casual.These were both nearby. Went into Key West a few days. Weather didn’t cooperate for sunset cruise but enjoyed Duval Street and Moondog cafe a must! Home was comfortable. My only thought was kayaks needed to go down to ramp by the pool and without the proper vehicle it wasn’t doable which was unfortunate. Beds comfortable. Maybe a little dusty in higher areas and could use a deep clean but overall a good place! Enjoyed the outside deck with great sunset views. Overall a great experience! Would recommend or visit again. 🙂
Stayed 5 nights in Oct 2024

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

8/10 Good

Michael P.

Liked: Cleanliness, check-in, communication, location

Pending Milton

We had a great time at the pool and hot tub. Yes the game room had a pool table and other games. We could not play Billiards because they locked up the balls and sticks. No one knew how to check them out. We had some problems with the TV but we were not there very much anyway. We felt safe and comfortable all in all a Great Stay.
Stayed 4 nights in Oct 2024

10/10 Excellent

Diann W.

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

Great location

Nice house with everything you need. Large pool, gaming area, gated community. Convenient location 30 minutes to Key West.
Stayed 4 nights in Sep 2024

10/10 Excellent

Amanda

Liked: Cleanliness, amenities, property conditions & facilities, communication
This unit had everything we needed!! It was so clean and in a perfect location. Already planning another trip.
Stayed 4 nights in Aug 2024

10/10 Excellent

Elizabeth P.

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

Wonderful Stay! Great Neighbors!

Awesome stay at Venture Out! 618 was very nice and had everything! We had a great time for the week vacation for my boyfriend's birthday trip! We will definitely be back next year! The property managers, guard staff, neighbors were all very kind and friendly! Rent a golf cart from Lita and Sonny!!!
Stayed 6 nights in Aug 2024

10/10 Excellent

Amy B.

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

Farewell Tour

It was great!!!
Stayed 4 nights in Aug 2024

10/10 Excellent

Josh A.

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

A*

Great house
Stayed 6 nights in Aug 2024

10/10 Excellent

The T.

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

Perfect Family Stay

Nice & quiet, has small convenience store, love the 9ft swimming pool and large/spacious pool area, bikes for 4 kids and 2 adults (other toys, too), enough space for our needs and all the necessities of home -especially the washer/dryer. Perfect distance to Key West, too.
Stayed 4 nights in Jul 2024

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

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

Garnett W.

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

Paradise Found

We could not have been any happier with our rental. The home is so very clean, well decorated and well stocked. Every appliance and utensil you could ever wish for, was at our disposal. All the cabinets were stocked with things that we never would have thought were going to be there. They had every from spices to Band-Aids and even aloe vera for when we got sun burnt, lol. The bikes and kayaks and kayak dollies to get them to the water were greatly appreciated. The gas grill was also great to have. I don't think that the pictures showed the home as nice as it was. The grounds were kept amazing with lots of lush plants, trees and flowers. We will be wanting to go back and make this a regular vacation in the future. Thank you so very much for opening your home to us.
Stayed 6 nights in Jun 2024

8/10 Good

Susan E.

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

Cudjoe Key stay

My daughter and I stayed in Cudjoe Key to be close to Key West. The location was good. The unit had everything we needed both inside and out. We grilled and cooked which was great. The beds were comfortable. Unfortunately, the weather did not cooperate and excursions were cancelled so we spent more time in Key West than we had planned. But the unit had lots of games and the TV had the tennis channel which was very nice. All in all, it was a good time.
Stayed 5 nights in Apr 2024

About the host

Hosted by Waterfront Keys Realty

Host profile image
We are a retired couple with a vacation home in a great location. We enjoy traveling and sight seeing. We especially love the Florida Keys and try to spend several weeks there each year.

Why they chose this property

We fell in love with the Florida Keys on our first visit. The tropical weather, attractions and relaxed atmosphere were exactly what we were looking for. To us, this is a tropical paradise with out leaving the US! It is a bonus that we don't have to fly to get here.

What makes this property unique

The resort amenities, The relaxed atmosphere, the tropical weather, the scenery, the open air dining, the fishing and the fun of Key West and .many islands.

Languages:

English

Premier Host

They consistently provide great experiences for their guests