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Oceanside, pet friendly, smart home with plenty of paddle equipment

Photo gallery for Oceanside, pet friendly, smart home with plenty of paddle equipment

A riverside hotel with a dock, boats, and a thatched-roof building.
A coastal property with a swimming pool, a boat dock, and a thatched-roof building.
A marina with boats docked, a red chair, and a covered table with a green umbrella.
A covered patio with a view of a pool, featuring several colorful chairs and a table.
A pathway leading to a thatched-roof structure with outdoor seating.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.

Popular amenities

  • Patio
  • Barbecue
  • Free internet
  • Air-conditioning
  • Pet-friendly
  • Refrigerator

Explore the area

View map
Cudjoe Key, FL
  • Place, Upper Sugarloaf Key
    ‪2 min drive‬
  • Place, Upper Sugarloaf Sound
    ‪3 min drive‬
  • Place, Lower Sugarloaf Sound
    ‪7 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪33 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

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

Add dates for prices

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About the area

Summerland Key

Located on the waterfront, this holiday home is in Cudjoe Gardens, a neighbourhood in Summerland Key. Florida Keys Beaches and Coupon Bight Aquatic Preserve reflect the area's natural beauty and area attractions include Wilhelmina Harvey Park and Blue Hole. Big Munson Island and Looe Key National Marine Sanctuary are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and cycling.
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Map
Cudjoe Key, FL

What's nearby

  • Upper Sugarloaf Key - 2 min drive - 2.7 km
  • Upper Sugarloaf Sound - 3 min drive - 4.0 km
  • Lower Sugarloaf Sound - 7 min drive - 7.5 km
  • Florida Keys Beaches - 9 min drive - 9.9 km
  • Great White Heron National Wildlife Refuge - 10 min drive - 7.3 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 27 min drive

Restaurants

  • ‪Baby's Coffee - ‬10 min drive
  • ‪Boondock's Grille & Drafthouse - ‬10 min drive
  • ‪Morning Joint - ‬4 min drive
  • ‪Looe Key Tiki Bar & Restaurant - ‬10 min drive
  • ‪Tonio's Seafood Shack & Tiki Bar - ‬7 min drive

Frequently asked questions

Is Oceanside, pet friendly, smart home with plenty of paddle equipment pet-friendly?

Yes, this property allows cats and dogs (limit 2 total). Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Oceanside, pet friendly, smart home with plenty of paddle equipment?

As of 28 Oct 2026, prices found for a 1-night stay for 2 adults at Oceanside, pet friendly, smart home with plenty of paddle equipment on 29 Oct 2026 start from AU$9,434, 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.

How much is parking at Oceanside, pet friendly, smart home with plenty of paddle equipment?

On-site parking is available at the property.

What time is check-in at Oceanside, pet friendly, smart home with plenty of paddle equipment?

Check-in begins at 4:00 PM.

What time is check-out at Oceanside, pet friendly, smart home with plenty of paddle equipment?

Checkout is at 10:00 AM.

Where is Oceanside, pet friendly, smart home with plenty of paddle equipment located?

Located in Cudjoe Gardens, this holiday home is 1.6 mi (2.6 km) from Upper Sugarloaf Key and 2 mi (3.3 km) from Upper Sugarloaf Sound. Florida Keys Beaches and Venture Key are also within 6 miles (10 km).

Reviews

9.6

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. 24 out of 31 reviews
Rating 8 - Good. 7 out of 31 reviews
Rating 6 - Okay. 0 out of 31 reviews
Rating 4 - Poor. 0 out of 31 reviews
Rating 2 - Terrible. 0 out of 31 reviews

9.2/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
nice location, lovely atmosphere in neighborhood
Stayed 31 nights in Jun 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Good overall value for the money.
Stayed 28 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay, right on the canal with your boat just feet away from the back porch. All the amenities included and many water toys for you to use.
Stayed 28 nights in Jul 2025
Verified review

8/10 Good

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

Wonderful stay in the Florida Keys

We really enjoyed our time at this rental. The property was spacious, king size bed was a plus and the canal was beautiful and we had wonderful access to the ocean/ backcountry and marina. Communication with owners was excellent.
Stayed 28 nights in Feb 2020
Verified review

10/10 Excellent

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

Great spot

Our family thoroughly enjoyed the stay in Cudjoe. Property was as presented. Owners were very helpful before and during the stay.
Stayed 52 nights in Nov 2023
Verified review

10/10 Excellent

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

Relaxing getaway in cudjoe gardens

This was our second stay here and the upgrades really made this a stand out property. The seawall + fish cleaning station and new pilings made it so seamless to have our boat ready to go every day, fence was perfect for the pup. Will absolutely stay again.
Stayed 28 nights in Aug 2024
Verified review

8/10 Good

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

Cudjoe trip

Great time…
Stayed 49 nights in Nov 2024
Response from VrboOwner on 4 Jan 2025
Thanks for visiting and we hope to see you again soon.
Verified review

10/10 Excellent

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

Perfect

Quiet. Great access for my boat. Big fenced yard.
Stayed 38 nights in Dec 2022
Verified review

10/10 Excellent

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

Very enjoyable stay

A retired couple and a sheltie stayed here for a month.The property is spacious, clean and well stocked. Everything worked well and if not, was fixed or replaced asap.The owner, Kris, is friendly and communicative. Lots of options for TV programming which could be overwhelming for someone who is not familiar with HDMI options. The provided kayak having a seat with a real backrest is comfortable and fun to paddle along the canals.
Stayed 28 nights in Feb 2023
Verified review

10/10 Excellent

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

Perfect Location!!

The house is as described in the listing. The host was very responsive when we had a minor issue when we arrived. There are both pros and cons to the home. Pros: Location - the house is located in a nice development. Very quiet, all neighbors were very friendly. With Key West 20 miles south and shopping about 8 miles north. Very convenient location. The dock is very nice, with ample cleats to secure your boat. A boat ramp (small fee to use) is very close by. The WIFI in the house is very good, no issues and more than ample speed. The outside furniture is very comfortable. The TV’s in each room were good The layout of the house is very nice, with an open floor plan in the living area Con’s: The house is clearly a rental property, not someone’s home that is also a rental. The house definitely needs some general maintenance and tender loving care. The cleaning crew did a just ok job. I would not say the house was dirty, but it definitely wasn’t guest ready clean.
Stayed 28 nights in Feb 2024
Verified review

10/10 Excellent

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

Wonderful cozy home away from home!

We enjoyed our stay and especially loved the large yard and tiki area! The house was spacious and clean! We definitely look forward to renting again!!
Stayed 28 nights in Jul 2022
Verified review

10/10 Excellent

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

Quiet central location

The property worked perfectly for us and our Labradors. Left my Whaler tied up in the backyard most of the month, launch ramp within walking distance. If you bring a boat, study the charts. Close enough to Key West for easy day trips. Nothing too far away but everything far enough to be a quiet neighborhood. I would stay here again.
Stayed 28 nights in May 2022
Verified review

10/10 Excellent

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

Perfect spot and stay for spearing, fishing and family

We stayed for a month and enjoyed every moment! The property was clean, had everything we needed and was close to the marina and channels for offshore and gulfside adventures. We entertained family for the first couple of weeks and it was big enough for all of us to be comfortable. We battled wind for a couple days but never felt cramped in the house when we couldn't get out on the ocean. The last couple weeks we got down to business for putting fish in the freezer and it served us well for that too. The only thing that could have pushed this one over the top is a fish cleaning station, but that is definitely not a complaint or a must-have for fishing. We enjoyed the neighborhood and the lower keys. Will be back!
Stayed 29 nights in Apr 2022
Response from VrboOwner on 23 May 2022
Thank you for the great review. Right now, we are working with Monroe County to get a permit for a 80FT concrete cap dock that will have a fishing cleaning station. Hopefully, they will approve it soon.
Verified review

8/10 Good

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

Restful and warm

I was pleased to see the 60s architecture and study the surrounding area and history. always amazed by the plants and gardens. I would like to ave seen this home to be more Fla decorated and the yard a little more attractive. it had a good kitchen and all the appliances were in good shape. I would say, all it needs is pinking and planting up a little. all and all our stay was pleasant and comfortable.
Stayed 48 nights in Dec 2021
Verified review

10/10 Excellent

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

Family Time in the Keys

We spend a lot of time in the lower Keys throughout the year and also rent a bigger place for the family to spread out and enjoy for a month each year. We couldn’t be happier with location, layout and cleanliness of this property. Thanks so very much!
Stayed 29 nights in Nov 2021
Verified review

10/10 Excellent

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

May in the keys

We very much enjoyed the property. Great location, easy to get around the keys. Nice clean canal to swim, kayak, fish in. Quick boat ride to good fishing.
Stayed 28 nights in May 2021
Response from VrboOwner on 16 June 2021
Thank you Dallas, it was a pleasure to host you.
Verified review

10/10 Excellent

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

Perfect Vacation

Our family had so much fun. This place has everything you could possibly need. We especially enjoyed the kayaks, canoes, and paddle boards, paddling out to see the sun rise was something we'll never forget!! It was great having them all right there and not having to rent a thing. Would recommend this property 100%!
Stayed 28 nights in Apr 2021
Verified review

10/10 Excellent

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

Pleasant stay

Very good
Stayed 28 nights in Feb 2021
Verified review

10/10 Excellent

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

Much needed vacay spot!

Had a wonderful month! Canal access was wonderful and easy to navigate in/out. No evidence of prior pet occupation :) House worked well for what we were looking for! There was some slight plumbing/roof work being done- but that did not deter/bother us in any way. Kris was VERY prompt to any call/concern we did have. AC kept us cold - - which in July was HUGE!!! Overall, a very pleasant, relaxing and much needed vacay for us - - THANKS KRIS!
Verified review

8/10 Good

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

Cut short by Covid-19

By the end of the second week of our March rental, we were social distancing at the property. By the end of the third week, we were told to leave Monroe County as were all non-residents. The property and especially the location are great. Is there a refund policy for our rental being cut short?
Stayed 29 nights in Mar 2020
Response from VrboOwner on 6 Apr 2020
We were all shocked by the sudden and unexpected actions of Monroe-County and their executive order. Being a good host and a valued member of the Keys VRBO community, we are going to refund you for the unused days. This is the same way that we handle disruptions due to hurricanes evacuation orders. We spoke to VRBO and have arranged for them to process this refund, which we are personally funding. We are glad you stayed and hope to see you again once we all get past this horrible COVID19 event. Be safe and healthy. Kris and Naja
Verified review

10/10 Excellent

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

Great Experience

The location was lovely, the house was lovely and the owners were lovely and treated us Great! We will be back again someday!!
Verified review

10/10 Excellent

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

Great place

We have rented homes in Cudjoe for the last ten years. This one is everything it's promised to be
Stayed 29 nights in Nov 2019
Verified review

10/10 Excellent

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

Cudjoe Vacation

Location of home was absolutely perfect! Property owners readily available for questions or problems. Didn't want to leave!
Stayed 28 nights in Jul 2019
Verified review

10/10 Excellent

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

Absolutely Amazing

Beautiful home in the perfect location. This home exceeded our expectations and we definitely recommend to anyone.
Stayed 28 nights in Jun 2019
Verified review

10/10 Excellent

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

Excellent Manager and property

Beautiful location, close to everything. Chris and Naja nice people to deal with. I would rent again !!
Stayed 44 nights in Apr 2019
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