Entire home

The Diving Dolphin #268 - Ocean Views, Kayaks!

Photo gallery for The Diving Dolphin #268 - Ocean Views, Kayaks!

Terrace/patio
Exterior
Aerial view
Living area
Living area

Reviews

9.0 out of 10
Wonderful
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Parking available
  • Dryer
  • Pet-friendly
  • Washer
  • Air conditioning
  • Hot tub

Explore the area

View map
Cudjoe Key, FL
  • Venture Out Keys
  • Upper Sugarloaf Key
    ‪8 min drive‬
  • Florida Keys Beaches
    ‪10 min drive‬
  • Key West, FL (EYW-Key West Intl.)
    ‪40 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Common Space

1 Double Sofa Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Dining area

About this property

The Diving Dolphin #268 - Ocean Views, Kayaks!

The Diving Dolphin #268 - Waterfront Getaway | 2BR/2BA | Ocean Views, 2 Kayaks, 2 Bicycles, 2 Paddleboards, 35' Seawall & Pet-Friendly!

Welcome to your perfect island escape! This charming and clean two-bedroom, two-bath home sits right on a boating canal with beautiful ocean views and breathtaking sunrise scenes. Ideal for up to six guests, it's the perfect spot for relaxing, adventuring, and making memories.
Inside, you'll find two cozy bedrooms, each with a queen-sized bed, TVs and two full bathrooms for your comfort. The Primary bedroom has an ensuite full bathroom and direct access to the back patio. The guest bedroom also has a sliding door for direct access to the back patio.
There is a Queen size pull out sleeper sofa in the living room for additional sleeping accommodations.
The fully equipped kitchen makes meal prep easy, featuring a dining table for four and a kitchen island with two barstools. There is a dishwasher for convenience and a Keurig coffee machine ready to brew up your favorite cup of coffee.
A dedicated laundry area with washer and dryer adds to the ease of your stay, and beach towels are provided for your sun-soaked adventures.
Adventure awaits right outside your door! Guests have access to two paddleboards, one kayak, one tandem kayak and two bicycles — perfect for exploring the surrounding islands and waterways. This location is a boater’s dream with a 35' seawall, offering quick access to both the backcountry and offshore waters. There is a fish cleaning station and swim ladder on the dock for your convenience. A BBQ grill awaits to cook up your fresh catch of the day. Plenty of outdoor seating including a table and sun loungers to relax and enjoy the sea breezes!
We’re pet-friendly too! Bring along up to 1 small, under 40# dog maximum (with a $150 pet fee) so the whole family can enjoy the trip.
Book your stay today and experience the beauty, adventure, and relaxation that island life has to offer!

Venture Out is a golf cart friendly, private gated community that boasts a plethora of amenities to elevate your stay to the next level. Indulge in resort-style amenities, including a Marina store with fuel onsite, bait and convenience market, boat wash down station, 80-foot heated pool, Jacuzzi, large kiddie pool, salt water swimming lagoon, convenience market, post office, 2 lighted tennis courts, basketball and bocce courts.
Adventure beyond the gates for a bite to eat at some of Florida Keys favorite restaurants such as, Square Grouper, Morning Joint, The Bent Prop, Mangrove Mamas, Kiki's Sandbar or Boondocks Draft house and Miniature Golf course, all within a 10 minute drive. Or head a little further to Key West for even more fun only 20 minutes away!
Whether you're a seasoned angler eager to explore the abundant fishing grounds or simply seeking relaxation by the waters edge, our Florida Keys getaway promises an unforgettable vacation experience. Book your stay now and discover the ultimate blend of luxury, convenience, and coastal charm at our oceanfront retreat in Venture Out on Cudjoe Key.

Located inside Venture Out on Cudjoe Key. A separate Registration Fee of $125 (subject to change) will be charged by Venture Out at time of arrival. This fee must be paid with cash or credit card (4% credit card fee will apply). Parking for 1 vehicle per Unit. This vehicle must fit on the driveway and not extend out to the road. The driveway measurements are 19'L x 10'W. If your vehicle does not fit when you arrive, you will need to see the guard gate for an additional parking pass for the overflow lot which costs $5/day. Extra parking permit may be available at the Guard Station for an additional nightly fee for a maximum of 14 days depending on availability. Must follow all the Rules and Regulations during your stay.
Main guest must be 25 years of age or older and will need to email a copy of your drivers license to the Rental Manager after booking has been accepted. The vacation rental agreement must be signed and returned within 24 hours of booking acceptance. There is a 4% credit card processing fee.

Social Media -
@bluescaperealestate
YouTube Videos @bluescapevacations

Book your stay today and experience the beauty of waterfront living!

Property manager

Bluescape Vacation Rentals
Premier Host

Languages

English, French

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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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
Long-term renters welcome
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 Bahia Honda State Park 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

  • Upper Sugarloaf Key - 8 min drive - 7.6 km
  • Florida Keys Beaches - 10 min drive - 8.1 km
  • Sugarloaf Beach - 22 min drive - 18.7 km
  • Bahia Honda State Park - 30 min drive - 33.2 km
  • Duval Street - 44 min drive - 45.7 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 32 min drive

Restaurants

  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Mangrove Mama's - ‬7 min drive
  • ‪Boondocks Grille & Draft House - ‬9 min drive
  • ‪5 Brothers Two - ‬9 min drive
  • ‪Morning Joint - ‬18 min walk

Frequently asked questions

Does The Diving Dolphin #268 - Ocean Views, Kayaks! have a pool?

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

Is The Diving Dolphin #268 - Ocean Views, Kayaks! pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at The Diving Dolphin #268 - Ocean Views, Kayaks!?

Check-in begins at 4:00 PM.

What time is check-out at The Diving Dolphin #268 - Ocean Views, Kayaks!?

Checkout is at 10:00 AM.

Where is The Diving Dolphin #268 - Ocean Views, Kayaks! located?

Situated on the waterfront, this holiday home is within 9 miles (15 km) of Upper Sugarloaf Key, Florida Keys Beaches and Lower Sugarloaf Sound. Big Pine Key Flea Market and National Key Deer Refuge Visitor Center are also within 9 miles (15 km).

Reviews

9.0

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 1 out of 2 reviews
Rating 8 - Good. 1 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

9.0/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

8/10 Good

Kim C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Overall it was good. There are a few things that could be better. We had to keep all curtains and blinds closed at all times. The air conditioning (mini splits)struggled to keep the unit cool. I realize it was a pet unit but it smelled like pet urine and the carpets were very dirty. Housekeeping did remove the carpets. The sugar ants were bad in the kitchen area. We just kept everything in the refrigerator. Housekeeping offered to spray but I said it was not necessary. I have stayed in Venture Out multiple times. The property itself with all of the amenities is great. The unit overall was good. Just a few minor things mentioned above.
Stayed 8 nights in Aug 2025

10/10 Excellent

Cameron B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a great little community on Cudjoe Key. The property didn't have many reviews so I was a little nervous, but it was just as described in the listing. The management company was responsive. The house was very comfortable. The two loungers pictured were brittle and cracked from being in the sun, but after I reported it they brought some better ones to replace them promptly. It's well-located for trips to nearby keys, especially Key West, while being much quieter. The kayaks and SUPs were a nice touch, though it was a bit on the windy side the whole time we were there. It's easy to get out on kayaks and explore some nearby unpopulated smaller keys. We had a lot of fun catching little snappers and grunts in the canal. Around dusk the first night, I hooked an absolute monstah on a pinfish but after fighting it for five minutes with a medium heavy rod, it broke me off at the end of the canal. I want to think it was a shark, but the neighbors tell me it was probably a giant tarpon. So, I'll be crying myself to sleep for a while for having lost it. I am not sure whether I should congratulate my discipline for not having walked onto other people's property to fight it, or condemn my weakness for bowing to such petty restrictions when glory was within my grasp.Oh, the beds were comfortable too and the kitchen was pretty well equipped. The pool was nice. The community has a ton of really nit-picky rules.
Stayed 3 nights in Jul 2025

About the host

Hosted by Bluescape Vacation Rentals

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The Bluescape Vacation Rentals Team
Cudjoe Key, Florida

Languages:

English, French

Premier Host

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