Unwind in the top-rated pool, your perfect spot for relaxation.
Arcade/game room
A rare find - fun for all ages with on-site arcade/game room.
Centrally-located
You're never far from where you need to be with this convenient location.
2 bedrooms2 bathroomsSleeps 5
Popular amenities
Heated pool
Hot tub on site
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Explore the area
Cudjoe Key, FL
Upper Sugarloaf Key
Place, Upper Sugarloaf Key
7 min drive
Florida Keys Beaches
Place, Florida Keys Beaches
8 min drive
Upper Sugarloaf Sound
Place, Upper Sugarloaf Sound
8 min drive
Key West, FL (EYW-Key West Intl.)
Airport, Key West, FL (EYW-Key West Intl.)
38 min drive
Rooms & beds
2 bedrooms (sleeps 5)
Bedroom 1
1 King Bed
Bedroom 2
2 Single Beds
Living Room 1
1 Double Sofa Bed
2 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Spaces
Kitchen
Separate dining area
About this property
Pelican's Roost, Waterfront comfort at Venture Out
About this space
Pelicans Roost is a waterfront home on the Atlantic side of Cudjoe Key with a 17’ dock. Only 20 miles from historic Key West. Explore the lower keys from this great central location. Big Pine is only 8 miles away, Bahia Honda state park only 16 miles. Also plenty of family friendly activities within the Venture Out Resort like a hot tub, pool, tennis courts, pickle ball, basket ball, a private beach with tikis for beautiful ocean viewing and a community store. A perfect home for your adventure
The space
Comfortable 2 bedroom 2 bathroom, the master bedroom has a comfortable king. The second bedroom has two twins that can convert to a king.
Guest access
Something to note;
There is a, non refundable, $125 fee to access the Venture Out community and is paid directly to Venture Out upon arrival. This is separate of your booking charges. The fee is collected at the entrance gate and is subject to a convenience fee if you choose to use a credit card.
Guests have access to the entire home along with all of the amenities inside of Venture Out. A key code will be sent along with instructions before arrival once the booking is complete and the rental agreement and $300 security hold have been processed.
Just a few reasons we LOVE the Keys
John Pennecamp Park
Jacobs Aquatic Center
Harry Harris Park
African Queen Canal Cruise
Founders park
Robbies
History of Dive Museum
Theater of the Sea
The Lagoon & Bongos at Grassy Key
Florida Keys Aquarium Encounters
Air Museum
Crane Pointe
Sombrero Beach
Dolphins Research Center
Turtle Hospital
Marathon Community Park
Sunset Grille
7 mile Bridge walk
Pigeon Key
Bahia Honda
Veterans Park
The Horshoe swimming hole
Fish the bridges with LandBoat Charters
Visit the Key Deer on Big Pine Key
No Name Pub
Visit the Blue Hole and Marillo trail on Key Deer Blvd.
Big Pine Key community park (skate and bike)
Big Pine Flea market
Kiki's
Boondocks and Mini Golf and Saturday market
Visit Fat Albert at the end of Blimp Rd
Sugarloaf Wednesday Farmer’s Market
Skydive Key West
Eat lunch and Kayak the mangroves from Geiger Key Marina
Hurricane Hole (play area)
Sheriff's Dept Animal Farm
Smathers Beach
East Martello tour
West Martello/Key West Garden Club
Higgs Beach, Park, piers
Salute on the Beach
SNUBA of KW (5+)
Rent bikes and EXPLORE!
Rent kayaks and EXPLORE
Trolley tour
Train tour
Lighthouse
Hemmingway House
Curry Mansion (crows nest!)
KW Aquarium
Shipwreck museum
Mel Fisher Museum
Waterfront brewery (video games)
Sunset at Mallory Square
Butterfly museum
Visit the MANY art galleries
Truman Waterfront park &
Splash pad
Ft. Zach
Peak Charters
Sunset cruises
Sandbar trips…
Add dates for prices
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The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Lock the doors
Safe Travels
Failure to complete these may result in a negative review from the host.
A signed rental agreement and a $300 security deposit hold is due before check in.
Important information
You need to know
Property # 3407986vb
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
About the area
Summerland Key
Located in Summerland Key, this holiday home is on the waterfront. Florida Keys Beaches and Upper Sugarloaf Key reflect the area's natural beauty and area attractions include Blue Hole and Big Munson Island. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and ecotours.
Boondocks Grille & Draft House - 10 min drive - 11.7 km
Lower Sugarloaf Sound - 11 min drive - 12.1 km
Getting around
Key West, FL (EYW-Key West Intl.) - 33 min drive
Restaurants
Boondock's Grille & Drafthouse - 10 min drive
Morning Joint - 3 min drive
Kiki's Sandbar - 12 min drive
Looe Key Tiki Bar & Restaurant - 10 min drive
Square Grouper Bar and Grill - 4 min drive
Frequently asked questions
Does Pelican's Roost, Waterfront comfort at Venture Out have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Pelican's Roost, Waterfront comfort at Venture Out?
As of 4 Oct, 2026, prices found for a 1-night stay for 2 adults at Pelican's Roost, Waterfront comfort at Venture Out on 5 Oct, 2026 start from S$1,241, 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 Pelican's Roost, Waterfront comfort at Venture Out pet-friendly?
No, pets are not allowed at this property.
How much is parking at Pelican's Roost, Waterfront comfort at Venture Out?
On-site parking is available at the property.
What time is check-in at Pelican's Roost, Waterfront comfort at Venture Out?
Check-in begins at 4:00 PM.
What time is check-out at Pelican's Roost, Waterfront comfort at Venture Out?
Checkout is at 10:00 AM.
Where is Pelican's Roost, Waterfront comfort at Venture Out located?
Situated on the waterfront, this holiday home is within 6 miles (10 km) of Upper Sugarloaf Key, Florida Keys Beaches and Boondocks Grille & Draft House. Lower Sugarloaf Sound and Big Pine Key Flea Market are also within 9 miles (15 km).
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We had a wonderful week-long stay at Pelican’s Roost. The place was comfortable, welcoming, and a great spot to relax and enjoy our time away. We really appreciated the overall atmosphere and the opportunity to settle in and make ourselves at home.Our week at Pelican’s Roost was a very enjoyable experience.
We had a wonderful stay at Pelicans Roost. The home is beautiful and has everything a family with kids will need.
The location of Venture Out is perfect. This was our 4th year here and love being close to key West and Marathon. The pool is amazing.
The location is really nice. The space was as well stocked as any I’ve ever stayed in. Although, the smell from the rotting seaweed in the end of the canal was brutal. Really the only negative from our stay.
Stayed 8 nights in Jun 2025
Response from VrboOwner on 22 Jun, 2025
Thank you Ron, It’s really too bad the weather didn’t cooperate and move the sea grass during your stay, so that you could have had the opportunity to fully enjoy the home as intended. We are happy that you were satisfied with the home and its accommodations during your stay. May your next visit be sea grass free.
Pelican’s Roost is in a great central location- easy to go to all the other keys east or west. Home is well stocked and we didn’t need a thing. Beds were super comfy and Hugh and Wendy were great about communicating the power was (unexpectedly) going to be out for a few hours and to work with us had we decided to change our plans. We look forward to our next stay at Pelican’s Roost.
We really enjoyed our stay! A small hiccup with the AC but Wendy got the repairmen there quickly. That issue was resolved right away! Thanks for the home away from home!
Stayed 4 nights in May 2025
Response from VrboOwner on 8 May, 2025
Thank you so much for being kind and patient. We are happy that you enjoyed your stay. You are welcome back anytime.
My family could not have been more comfortable. The vacation home was immaculately clean. The appliances were either brand new, or I am fooled. The host thought of every detail of making our stay positive. The view of the water from the screened deck was very peaceful. We had a question during our stay. The host was very quick to respond. We want to come back and sit on the deck soon.
Stayed 2 nights in Jun 2023
Response from VrboOwner on 28 Jun, 2023
Thank you for staying. We hope to see you again.
Verified review
8/10 Good
teresa c.
22 Mar, 2026
Stayed 28 nights in Feb 2026
Response from VrboOwner on 23 Mar, 2026
Thank you for staying with us. Safe travels
About the host
Hosted by Hugh and Wendy Colson
Premier Host
They consistently provide great experiences for their guests