The Diving Dolphin #268 - Ocean Views, Kayaks!

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

A deck with white lounge chairs and a table, overlooking a body of water with a clear sky.
Property video
A waterfront property with a white building, a covered patio, and a white RV parked nearby.
A coastal residential area with houses, a dock, and a marina.
A living room with a sofa, chairs, a TV, ceiling fans, and a decorative wall.

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Make yourself at home
    Guests love the comfortable living areas, perfect for unwinding.
  • Ping pong on-site
    A rare find — challenge friends and family to endless matches.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Balcony
  • Spa pool on site
  • Swimming pool
  • Barbecue
  • Air-conditioning
  • Pet-friendly

Explore the area

View map
Cudjoe Key, FL
  • Place, Florida Keys Beaches
    ‪8 min drive‬
  • Place, Duval Street
    ‪44 min drive‬
  • Place, Mallory Square
    ‪45 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪38 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

Add dates for prices

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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.
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Map
Cudjoe Key, FL

What's nearby

  • Florida Keys Beaches - 8 min drive - 7.4 km
  • Duval Street - 44 min drive - 45.0 km
  • Southernmost Point - 45 min drive - 45.3 km
  • Mallory Square - 45 min drive - 45.6 km
  • Sombrero Beach - 49 min drive - 60.9 km

Getting around

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

Restaurants

  • ‪Morning Joint - ‬18 min walk
  • ‪Kiki's Sandbar - ‬12 min drive
  • ‪Boondock's Grille & Drafthouse - ‬9 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬6 min drive
  • ‪Square Grouper Bar and Grill - ‬3 min drive

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.

How much is parking at The Diving Dolphin #268 - Ocean Views, Kayaks!?

On-site parking is available at the 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 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

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 5 out of 6 reviews
Rating 8 - Good. 1 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 0 out of 6 reviews

9.4/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A
Stayed 10 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was amazing. The only hiccup we had was that two of the bikes out of the three head flat tires. My boyfriend even attempted to go fill the tire, but it was completely popped. I guess because it would not hold air. Besides, that view was amazing. Stay was amazing. Would stay again !
Stayed 5 nights in Aug 2026
Response from VrboOwner on 28 Aug 2026
Great guests! They were respectful, clean, and easy to communicate with. They took good care of the property and are welcome back anytime.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Exactly as described and pictured. All the comforts of home included. Staff at Venture Out were friendly and welcoming. Very close to a few restaurants a very cool coffee shop/breakfast joint. A good location for exploring the lower keys.Would 100% stay here again.
Stayed 4 nights in Nov 2025
Response from VrboOwner on 24 Nov 2025
Thank you so much for the kind words! We're glad the home had everything you needed and that you enjoyed the Venture Out community and nearby spots. It’s a great area for exploring the Lower Keys, and we’re happy it worked so well for your trip. We’d love to welcome you back anytime!
Verified review

8/10 Good

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
Response from VrboOwner on 12 Aug 2025
Thank you for taking the time to share your feedback. We’re happy to hear you enjoyed the property and all the great amenities Venture Out has to offer. We also appreciate you letting us know about the things that could have been better during your stay. Like many units in Venture Out, keeping up with the summer heat in the Keys can be a challenge—especially with so many windows letting in that beautiful sunshine. To help keep things comfortable for guests, we keep thermal blinds and curtains closed as much as possible to reduce the temperature inside. We’re sorry for the issues with the cooling system, pet odor, and sugar ants, and we’re taking steps to address them. Your comments help us improve, and we’d love the chance to welcome you back for an even better experience next time. Warm regards, The Bluescape Vacation Rental Team
Verified review

10/10 Excellent

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
Response from VrboOwner on 23 July 2025
Thank you so much for your kind and detailed review! We’re so glad to hear you enjoyed your stay in our little Cudjoe Key community. It’s great to know the home met your expectations and that you found it comfortable and well-located for exploring the surrounding Keys. Thank you again for staying with us and for your thoughtful feedback. We hope to welcome you back for another memorable visit soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Ac was very good
Stayed 4 nights in Jun 2026
Response from VrboOwner on 27 June 2026
Thank you for taking time to review your stay with us. Any feedback is greatly appreciated. We are so happy to hear you enjoyed the A/C in this property. We would love to host you again soon! The Bluescape Vacation Rentals Team.
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