
Cottage vacation rentals in Dunedin
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Top-rated cottage rentals in Dunedin
Guests agree: these cottages are highly rated for location, cleanliness, and more.
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Popular amenities for Dunedin cottage rentals
Cottage rentals with a pool

Coral Cottage pool/firepit 2 bedr 2 bth sleeps 6
Coral cottage was the perfect place to get to our favorite locations on the suncoast - being 10 minutes from Hellas is a godsend

Tropical Coquina Cove Studio #3 5min Walk to Beach
Thought the place was great! Room was a bit smaller than we expected but overall a great experience. Close to the beach and everything was in walking distance!

Family Friendly Beach Cottage in Madeira Beach, FL
Everything was awesome the cottage was very cozy. Perfect beach. The only inconvenience I would say we had was the fact that we booked for 5 guests and only received 2 parking passes, therefore some of our guests did not have parking passes and led to the worry of their cars being towed. They then had to pay for their own parking for their stay, other than that we had a wonderful time. We would love to come back and stay, everything else was beautiful. Thank you so much.!

Tampa Bay Area Cottage w/ Gas Grill and Fire Pit!
Great place to stay with pets. Great backyard.

6B Newly Renovated Casita at Coastal Cottages!
This is a great place to stay. Super clean room/bathroom. Modern and updated. Comfortable queen bed. Lots of amenities, including free laundry. Nice warm pool (it's in full sun) and comfortable, shaded seating area outside. Very quiet area. Walk 1-2 blocks to main street Saftey Harbor for restaurants and shops. Would love to stay here again. The host is super responsive and helpful.

1 Bedroom / 1 Bath Ground Level, Gulf-View Cottage
It's a great value. It's a motel but because you're renting via this platform they go above and beyond making sure you're happy and making it feel like you're renting from a home owner. It's right on the beach and the location is amazing. The room itself was ok, it was a good value. I did expect it to be owned by someone which usually those places are kept in better condition and cleaner since it's more personal. However, I have no complaints. Yes I will stay there again. The front desk clerk was great to us. Right before check-in, expect to receive a link from The Molloy motel asking you to provide some details including a picture of your DL.

Endless Summer Cottage 2
Excellent accommodations. Very well maintained and comfortable with all the accomodations for a relaxing and enjoyable stay. Great location close to beaches, restaurants, ancd other attractions. I am looking forward to a return visit. Marie Karine was a friendly and responsive host.

Seaside Retreat Cottages #1
Fantastic location. One block from the beach and provided chairs and umbrella were very nice to have. When ready to be quiet the pool area at the house was perfect.
Cottage rentals with a hot tub

Sunny - Key West Vibe Cottage - Pool - Walkable
This place felt like a private retreat. The rooms were spacious with a sink, small refrigerator, microwave, comfortable bed, small table and chairs for dining, recliner for watching t.v., and full bathroom including a bathtub. The lounge area was also lovely for sitting to read or enjoy a cup of coffee or tea or do a bit of computer work. Everything was functional and well laid out. We even enjoyed the front porch with chairs for sitting in the morning with our coffee. We were able to walk about 10 minutes to get to many, many restaurants, shops, and the marina in downtown Dunedin. It was just delightful.

Beachy Keen Cottage A only steps to the Beach
Beautiful home, nice & spacious kitchen, and all beach amenities provided. Our family really enjoy our stay, perfect location with really short walk to the beach. Paula was a great host and quick to response. Thank you for our wonderful stay and we will be back.

Hot tub, 2 floors riverfront, Bush Gardens, kajaks
Cozy, comfortable, yet two stories with plenty space to stretch out, scenic view with a hot tub, nice balcony view for coffee in the morning. Can’t go wrong.

Downtown Luxe Comfort Cottage + Hot Tub!
We had a wonderful time staying here! The location is phenomenal and it was always quiet outside the home, day and night. You can walk to restaurants, bars, shops, and more in less than 2 minutes. Beach access is 15 or so minutes away as well. The home was clean and well appointed for 2 people and the host was always responsive and nice. We were also able to bring our dogs, which we appreciated. We love Safety Harbor and will definitely stay here again!

Corner Cottage Sleeps 5, Steps to Beach, Pets OK.
Our trip was short but Captain Al went above and beyond expectations! Family felt right at home in his cozy cottage. Thanks again Captain Al, we’ll definitely be returning!

Gorgeous farmhouse with pool in Tampa Florida
We enjoyed our stay at Fredy’s house. The house had a great open kitchen, dining and living room and was perfect for a group of four golfers exploring North Tampa golf courses. The house was clean and had comfortable beds. The pool was a fun addition! It’s a very quiet neighborhood and is easy access to surrounding golf and restaurants are a quick 10 min drive away.

Happy Camper Cottage | Cozy Oasis with Hot Tub
Anna was extremely helpful and accommodating for our last-minute trip with the kids. Her place was super cute and very clean and well kept and we would be happy to recommend it to friends and family or return ourselves. Thank you so much, Anna!

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail
We had an amazing experience at Laura’s cottage. The property was exactly as described—clean, comfortable, and fully equipped with everything we needed. The location was perfect, close to beaches, shops, and restaurants, yet in a quiet and peaceful neighborhood. The host was incredibly responsive and made sure we felt welcome. Check-in and check-out were seamless, and we really appreciated the photo shoot areas around the house. We would definitely stay here again and highly recommend it to anyone visiting the area!
Pet-friendly cottage rentals

Good Vibes Cozy Cottage on Million $ Row
I had a pleasant stay at Dallas’ little cottage. I was traveling alone with my medical foster and felt incredibly safe, even after arriving pretty late. There were guests in the house up front, but were quiet and respectful. The size is perfect for solo or a couple. The decor was tasteful, house was clean (no pet smell) and having a fence was convenient. Loved how walkable the neighborhood was too! It is an older house with typical character-filled imperfections, but I love that vibe and the warmth it gives. As a heads up to anyone unsteady on their feet, the floor does slope in some areas. The only star I knocked for description was for the additional pet rules posted in the house that weren’t in the online listing at the time of booking/stay. Biggest one to note is that pets are not permitted to be on the furniture (understandable, but a surprise). With a velcro dog, that put me in a predicament. If your needs match with the rules, it is a solid choice!

Sunny PaG Island rental w/bikes-just steps2beach
Great place right on Pass-A-Grille. Far enough from the restaurants to be quiet, but close enough to walk/stumble to. Beach access is very close. Parking as easy as possible. Rental was Clean and Plenty of Amenities. Would stay again.

The Pelicans Roost / Gulfport
We really liked Bob’s place. So much we tried to book it for Christmas but it was already booked. We didn’t do any cooking as we were visiting with our boys and their family. Our pup loved exploring the backyard. Thank you again Bob for sharing your home.

Artsy guest house; near downtown w/ private patio
We LOVED staying at Christopher’s. The apartment was exactly what we needed. The neighborhood is adorable and so close to downtown. Christopher was an absolute gem of a host who went above and beyond to make sure we had a great stay. So grateful! Would return.

Little Manatee River Cottage
Had a great stay ! Fishing was fun and right across the street Would stay again for sure !

Vintage Florida Beach Cottage B
We brought two toddlers to the little pink house, and they just loved it. The kitchen was set up Perfect. The Murphy bed in the living room was a bonus and let us all spread out when it was time to sleep. Eric was nearby in a nearby apartment, and so helpful with everything. The best is he provided just the right amount of beach toys, and two wagons to get toddlers to the beach, which is just a block away. If we would’ve stayed longer, we would’ve Used the laundry, which was lovely We discovered night frogs at the fountain around the corner, and the nature park and playground also just a walk away . Great spot

Beachy Paradise
Beautiful little house, only a 1 block walk to the beach. Many restaurants, bars, shopping areas all within walking distance. The sound of the pickle ball players and laughter in the park while sitting on the back patio was a very nice touch! Overall fantastic experience, we will be back!!

Gulfport Art District - One Block From Beach!
This may be my one of favorite vacation rentals we’ve done! The owner is super attentive and quick with responding. The place itself is adorable. Amazing location, clean and so charmingly decorated. They have the fridge and cabinets stocked with essentials which is an amazing touch. Already thinking about booking again for a trip in the winter!
Quick stats about cottage rentals in Dunedin
Total rentals
40 properties
Nightly prices starting at
G$10,491 GYD before taxes and fees
Total number of reviews
4.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- Anna Maria Island
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