
Cottage vacation rentals in Sunset Key
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Sunset Key
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Sunset Key cottage rentals
Cottage rentals with a hot tub

OCEANIA... water front cottage retreat ~
Place was great. We loved the kayaks and Bikes that were there. Very clean and spacious. Beautiful view being on the canal. my negative I would say, which has nothing to do with the host, We were aware of the $125 resort fee, And our fee was increased to $145 cause my son’s large pickup. Curious as to what that fee actually pays for. We would definitely stay again.

Tidewater Views at Venture Out
Great location, and a very practical and cute little house. The neighbor who resides on the ocean side was wonderful and inviting, which made the stay so much better. Well stocked kitchen. Lots of clean towels and name brand starter essentials. The down side, there was a bag of (assumed??) dirty bedding left by the door, which I contacted our concierge about when we arrived, and it went ignored until I brought it up at check out again. It worked out fine though, my kids brought their own blankets and used them instead. Everything else was great though!

Cozy, Perfect Conch Cottage! - VO315
Loved our stay! Clean place, great location and the community at VO is so nice. Great place to stay. Clean and cozy spot. Had everything we needed. Would definitely stay here again!

NAUTILUS...ocean front cottage retreat ~
Manuel was so kind and responsive! This place was sooo cute and perfect to stay in! The community felt super safe with the constant security, and he had so many amenities for us such as kayaks, fishing poles, bikes, kitchen supplies, hair dryer, etc. We had a slight issue with the wifi and he accommodated us to an extra day! It was soo sweet of him to do that and it made our stay extra fun:) Overall, I recommend 100% for anyone to stay here! It’s awesome. The pool and hot tub are so nice as well!
Pet-friendly cottage rentals

Waterview 1B/1B Tiny Home
We absolutely loved it here and would've happily stayed for weeks! The tiny house was cute, clean and comfy with everything we needed. The location was perfect, would give it 110%. Beautiful sea view, amazing sunsets and the children enjoyed the games in the clubhouse and the pool. There are also lots of things to do nearby. Probably the best place we've ever stayed.

Prime Location 1B/1B Home
The resort itself is great with plenty of amenities and a perfect area to watch sunsets. The boat ramp is small and not very wide so if you’re bringing a boat be prepared to launch elsewhere and then parking your boat in a slip. It is at the top of Marathon and all the activities and restaurants are at the bottom part of the island, which is 10 miles away. Our cottage was roomy but in need of a coffee table or an ottoman and more side tables. The bed was not super hard and not super soft. There is no dishwasher so if you don’t want to do dishes bring paper plates, cups and plastic wear with you. I would consider staying here again, however, I would be sure to bring cleaning supplies with me as our cottage was dirty. There was dog hair all over the floor, the side table and trash left in the bathroom shower on top of the shampoo dispenser. Unless you are shorter than five feet you also won’t fit under the shower head so washing hair is challenging. Go to the comfort station instead.

Tropical Cottages - Cottage # 03
The cottage was cute, comfortable and made a great central location for all our excursions. Loved having a tiki bar and taco truck waiting for us after a long day. We loved our stay.

Hidden Oasis @ the Colony ~ Great location
Great place for 2 people for a week. Very peaceful and quiet. Parking was easy and there was a park within walking distance for pets which was great. The cottage was very clean and the grounds were well maintained. Would stay again.

Tropical Cottages - Cottage # 8
It was very cozy and peaceful. It literally made me feel like home! Outside shower was nice!

Tropical Cottages - Room # 11
It was an amazing experience in this atypical accommodation! Really in love with the outdoor bathroom. The organization is perfect. Recommended
Private cottage rentals

Ann Street Tranquility
This charming unit exceeded our expectations and was wonderfully walkable yet totally private.

Colony Sunset- Bright and airy cottage
The location was great. We parked our car and walked to everything. The condo was very nice and we loved the pool!

Waterfront Cozy Cottage with Boat Ramp & Dock!
Wish we could’ve stayed longer. It was a perfect home!

Ocean Breeze at Venture Out 537
I had a wonderful stay at this Airbnb! The home was perfect for our occasion—just as advertised, and even more charming in person. The vibrant and inviting colors gave the space a warm, welcoming feel. There was a slight delay with check-in, but our host, John, responded quickly and resolved the issue right away, which we really appreciated. We also took full advantage of the amenities, which added to the overall experience. Everything was clean, comfortable, and well thought out. I would definitely stay here again and highly recommend it to others!

Colony Poolside: A charming bungalow near Duval
GREAT location. Our poolside location was fantastic and the staff were very helpful. My only complaint would be the bed. Rather thin mattress and the frame felt a little on the cheap side. This is the only bad thing I can say about our stay. Highly recommend

Pete's West Cottage steps from Duval
One of my favorite Airbnb’s and I’ve been to at least 20. Nicely decorated with comfortable furnishings and artwork. Kitchen well equipped and plenty of paper goods. Convenient to restaurants, beaches and shopping but not in the noisy bar area. The main bedroom was super quiet and the bed was comfortable. The pool is shared with just two units and never saw the other guests - so essentially a private landscaped pool/patio area with plenty of lounge chairs. Would love to return!

Stay at Hidden Treasure for a relaxing vacation!
We loved everything about the location and the accommodations. Beds were extremely comfortable. It was my daughter and her friend first time in KW and they loved it too. I would rent this place again as I have stayed in other areas of KW before and while they were good too, I just liked the vibe of this area. Thank you for the hospitality.

King Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks
We brought another couple with us. Had a relaxing enjoyable time. Felt like home. Definitely be back. Thank you
Destinations to explore
- Key West Vacation rentals
- Florida Keys Vacation rentals
- Havana Vacation rentals
- Miami Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Bay Vacation rentals
- St Petersburg Vacation rentals
- Seminole Vacation rentals
- Tampa Vacation rentals
- Central Florida Vacation rentals
- House rentals Sunset Key
- Pet-friendly rentals Sunset Key
- Condo rentals Sunset Key
- Beachfront rentals Sunset Key
- Rentals with a washer and dryer Sunset Key
- Rentals with outdoor seating Sunset Key
- Rentals with pools Sunset Key
- Rentals with a hot tub Sunset Key
- Family-friendly rentals Sunset Key
- Rentals with beach access Sunset Key
- Waterfront rentals Sunset Key
- Rentals with a patio Sunset Key
- Fitness-friendly rentals Sunset Key
- Cottage rentals Key West
- Cottage rentals Monroe County
- Cottage rentals Florida
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom