Cottage in Dunedin, FL
6 guests · 2 bedrooms · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area
About this cottage rental
Treat yourself to modern coastal luxury in this spacious & beautiful upstairs cottage w/ lovely treetop views. Steps to Main Street, a short walk to the waterfront & easy drive to Honeymoon/Caladesi Island & Clearwater Beach. Walk to water, restaurants, shops, breweries, & Pinellas Exercise Trail. Enjoy award-winning dining, live music, & gorgeous sunsets then take the short walk back to the quiet of your own private space. Fully equipped kitchen. Pet friendly.
KIDS?
This cottage is above another. Not as suitable for young children who may want to run and jump - (who wouldn't ?!) Send inquiry so I can check our other 2 cottages on Vrbo that will be better fit.
ABOUT DUNEDIN, FLORIDA
If you've never visited our lovely corner of the world—affectionately called "Delightful Dunedin"—you're in for a treat. This quaint coastal town boasts a naturally beautiful setting and award-winning beaches, plus an exciting arts, dining, music, and micro-brewery scene—so you can take part in the excitement or just relax and enjoy Mother Nature.
Home to the Toronto Blue Jays and Honeymoon Island, Dunedin is Florida's first Trail Town and one of the Sunshine State's top walkable cities. You can spend all day wandering between the marina, restaurants, and galleries and still makes the short trip to the beach. Plan your visit to catch one of the town's many vibrant festivals, celebrating everything from arts and crafts to music to dogs.
With downtown just a block away, it's easy to get there by foot, but golf cart and bike rentals are also available. Spend evenings watching the sunset from the marina or make the short drive to put your toes in the sand at Honeymoon or Caladesi Island, consistently rated in the top 10 beaches. Or venture out further—the new Clearwater Ferry Water Taxi will take you to Clearwater Beach right from Dunedin’s marina. Plus, charming destinations like Palm Harbor and the authentic Greek town Tarpon Springs are just a short drive away or accessible by the Jolley Trolley and the Pinellas Trail.
Theme Parks: We're just 1.5 hours from Disney and 1 hour to the Florida Aquarium and Busch Gardens.
Private access to entire unit 2 bedroom 900 sq foot unit. Reserved on-site parking for (1) cars provided. Second space is first come. Additional public parking available. Contact us to learn more.
Please note, we’re very committed to our promise of quiet time at 10pm. Our cottages are on a small downtown street. Great thing about our location is that you can keep the late-night fun downtown, then tip toe back to the quiet of your own place. Please consider that all guests will need to follow this house rule. Thank you !
KEY FEATURES
* Steps to Main Street, short walk to waterfront, minutes to beaches
* Walk, bike, or cart downtown, rentals available
* Modern coastal décor, open floor plan, flooded w/ beautiful natural light
* Upstairs cottage w/ private seating area
* Spacious 2 bedroom; 2 kings and 2 twin areas on sleeper couch; sleeps 6
* Each bedroom has fans, smart TV, vanity/desk area, black out blinds
* Pet-friendly with approval
* Loaded for kids with high-chair, crib, stroller, toys
* Fully stocked kitchen, in-unit washer and dryer, beach supplies
* High-speed wifi
* Personal touch of private owners
FROM OUR REVIEWS
Modern coastal design, cleanliness, and location made our trip. Cozy, stylish living space. Provided everything we need. Peaceful, quiet environment. Terrific hosts. Highly recommend for anyone visiting Dunedin for its charm, comfort, and convenience. Very beautiful and cozy home. The shops, scenery, restaurants, walking, day trips, wonderful people around. Absolute love it there.
STROLL DOWNTOWN
Discover Dunedin's vibrant dining, shopping, and entertainment scene, as well as stunning sunsets and the Pinellas Exercise Trail. A charming coastal town, featured in top magazines like Southern Living.
IDEAL LOCATION
Nestled in a quiet residential area, yet walking distance to Main Street, this cottage offers the best of both worlds. Discover why guests adore this beautiful and comfortable coastal cottage.
COZY AND TUCKED AWAY
Spacious 850 sq ft upstairs cottage w/ outdoor porch feels tucked away and private. Note: you will need to climb one set of exterior stairs. Once inside, rest of cottage all on one level.
FULLY STOCKED AND PRISTINE
Check out our reviews. Our guests love that we have thought of everything you’ll need to have an outstanding stay. And we consistently get rave reviews on the pristine space (we have an amazing team!)
NEED A BIGGER SPACE?
Explore our other rental, The Barefoot Parrot House in the same fantastic downtown location. Search VRBO listing 1861981. Or consider renting all (3) Barefoot Parrot Cottages.
POOL ?
There is a waterfront pool and public tiki bar (less than 1 mile) or family friendly options like Highlander Pool (April-Sept) and the Fenway resort.
CONSISTENTLY AMAZING
Our homes are part of our small family business, and nothing makes us happier than making you really, really happy! More than 25 years’ hospitality experience allows us to deliver our guests amazing stays time, and time again.
Bedrooms & Baths
Two guest suites and sleeping spaces for 2 in the living room. One bathroom w/ tub/shower combo. Baby-bath provided. Both bedrooms have a luxury linens, vanity /desk area for more space to get ready, TVs, ceiling fans, and black out blinds.
Bedroom #1 and 2– king bed
Sink into the lavish king-size beds and drift off into peaceful slumber. Vanity area and/or desk area for work, smart TV, ceiling fan, black out blinds, luxury linens.
Living Room - Main Level
Open plan to include a full-size kitchen w/quartz counters and island bar. This light and bright space features a comfy couch and chairs, perfect for lounging and sleeping. Large flat screen TV.
Kitchen & Dining
The bright kitchen is every cook’s dream and is extremely well-equipped with all the cookware, utensils, and appliances you will need. Ample pantry space gives you enough room to stock up on groceries. A coffee bar starts your morning off in style.
Seating for 4 at table with 2 more seats at the kitchen bar area.
WE’RE THE LUKCY ONES
At Lucky Guest we realize that having you as our guest makes us the lucky ones! Come be our guest and fall in love with the Barefoot Parrot Cottages. Treat yourself and book today.
Dunedin was voted one of America’s most walkable towns. You really don’t need a car to enjoy Dunedin! Bikes and golf cart rentals are available. Tiki Rides provides a free shuttle in and around downtown Dunedin, making it easy to hit all the spots on your list. A new downtown looper adds another option. If you want to venture a bit further try the Jolly Trolley, providing service to Clearwater Beach, Palm Harbor, Tarpon Springs and Safety Harbor. Headed to Clearwater Beach? Walk to the marina and catch the Clearwater Ferry to Clearwater Beach (Fri/Sat/Sun- check their website for exact availability). A nice boat ride and none of the hassles of beach parking.
We also provide (1) high speed WiFi (2) Roku TV with Cable, Netflix, and Amazon (3) beach chairs, umbrella, towels, and cooler. *Snorkeling gear can be purchased locally. (4) Children's items such as pack and play, crib , highchair and stroller available upon request.
KIDS?
This cottage is above another. Not as suitable for young children who may want to run and jump - (who wouldn't ?!) Send inquiry so I can check our other 2 cottages on Vrbo that will be better fit.
ABOUT DUNEDIN, FLORIDA
If you've never visited our lovely corner of the world—affectionately called "Delightful Dunedin"—you're in for a treat. This quaint coastal town boasts a naturally beautiful setting and award-winning beaches, plus an exciting arts, dining, music, and micro-brewery scene—so you can take part in the excitement or just relax and enjoy Mother Nature.
Home to the Toronto Blue Jays and Honeymoon Island, Dunedin is Florida's first Trail Town and one of the Sunshine State's top walkable cities. You can spend all day wandering between the marina, restaurants, and galleries and still makes the short trip to the beach. Plan your visit to catch one of the town's many vibrant festivals, celebrating everything from arts and crafts to music to dogs.
With downtown just a block away, it's easy to get there by foot, but golf cart and bike rentals are also available. Spend evenings watching the sunset from the marina or make the short drive to put your toes in the sand at Honeymoon or Caladesi Island, consistently rated in the top 10 beaches. Or venture out further—the new Clearwater Ferry Water Taxi will take you to Clearwater Beach right from Dunedin’s marina. Plus, charming destinations like Palm Harbor and the authentic Greek town Tarpon Springs are just a short drive away or accessible by the Jolley Trolley and the Pinellas Trail.
Theme Parks: We're just 1.5 hours from Disney and 1 hour to the Florida Aquarium and Busch Gardens.
Private access to entire unit 2 bedroom 900 sq foot unit. Reserved on-site parking for (1) cars provided. Second space is first come. Additional public parking available. Contact us to learn more.
Please note, we’re very committed to our promise of quiet time at 10pm. Our cottages are on a small downtown street. Great thing about our location is that you can keep the late-night fun downtown, then tip toe back to the quiet of your own place. Please consider that all guests will need to follow this house rule. Thank you !
KEY FEATURES
* Steps to Main Street, short walk to waterfront, minutes to beaches
* Walk, bike, or cart downtown, rentals available
* Modern coastal décor, open floor plan, flooded w/ beautiful natural light
* Upstairs cottage w/ private seating area
* Spacious 2 bedroom; 2 kings and 2 twin areas on sleeper couch; sleeps 6
* Each bedroom has fans, smart TV, vanity/desk area, black out blinds
* Pet-friendly with approval
* Loaded for kids with high-chair, crib, stroller, toys
* Fully stocked kitchen, in-unit washer and dryer, beach supplies
* High-speed wifi
* Personal touch of private owners
FROM OUR REVIEWS
Modern coastal design, cleanliness, and location made our trip. Cozy, stylish living space. Provided everything we need. Peaceful, quiet environment. Terrific hosts. Highly recommend for anyone visiting Dunedin for its charm, comfort, and convenience. Very beautiful and cozy home. The shops, scenery, restaurants, walking, day trips, wonderful people around. Absolute love it there.
STROLL DOWNTOWN
Discover Dunedin's vibrant dining, shopping, and entertainment scene, as well as stunning sunsets and the Pinellas Exercise Trail. A charming coastal town, featured in top magazines like Southern Living.
IDEAL LOCATION
Nestled in a quiet residential area, yet walking distance to Main Street, this cottage offers the best of both worlds. Discover why guests adore this beautiful and comfortable coastal cottage.
COZY AND TUCKED AWAY
Spacious 850 sq ft upstairs cottage w/ outdoor porch feels tucked away and private. Note: you will need to climb one set of exterior stairs. Once inside, rest of cottage all on one level.
FULLY STOCKED AND PRISTINE
Check out our reviews. Our guests love that we have thought of everything you’ll need to have an outstanding stay. And we consistently get rave reviews on the pristine space (we have an amazing team!)
NEED A BIGGER SPACE?
Explore our other rental, The Barefoot Parrot House in the same fantastic downtown location. Search VRBO listing 1861981. Or consider renting all (3) Barefoot Parrot Cottages.
POOL ?
There is a waterfront pool and public tiki bar (less than 1 mile) or family friendly options like Highlander Pool (April-Sept) and the Fenway resort.
CONSISTENTLY AMAZING
Our homes are part of our small family business, and nothing makes us happier than making you really, really happy! More than 25 years’ hospitality experience allows us to deliver our guests amazing stays time, and time again.
Bedrooms & Baths
Two guest suites and sleeping spaces for 2 in the living room. One bathroom w/ tub/shower combo. Baby-bath provided. Both bedrooms have a luxury linens, vanity /desk area for more space to get ready, TVs, ceiling fans, and black out blinds.
Bedroom #1 and 2– king bed
Sink into the lavish king-size beds and drift off into peaceful slumber. Vanity area and/or desk area for work, smart TV, ceiling fan, black out blinds, luxury linens.
Living Room - Main Level
Open plan to include a full-size kitchen w/quartz counters and island bar. This light and bright space features a comfy couch and chairs, perfect for lounging and sleeping. Large flat screen TV.
Kitchen & Dining
The bright kitchen is every cook’s dream and is extremely well-equipped with all the cookware, utensils, and appliances you will need. Ample pantry space gives you enough room to stock up on groceries. A coffee bar starts your morning off in style.
Seating for 4 at table with 2 more seats at the kitchen bar area.
WE’RE THE LUKCY ONES
At Lucky Guest we realize that having you as our guest makes us the lucky ones! Come be our guest and fall in love with the Barefoot Parrot Cottages. Treat yourself and book today.
Dunedin was voted one of America’s most walkable towns. You really don’t need a car to enjoy Dunedin! Bikes and golf cart rentals are available. Tiki Rides provides a free shuttle in and around downtown Dunedin, making it easy to hit all the spots on your list. A new downtown looper adds another option. If you want to venture a bit further try the Jolly Trolley, providing service to Clearwater Beach, Palm Harbor, Tarpon Springs and Safety Harbor. Headed to Clearwater Beach? Walk to the marina and catch the Clearwater Ferry to Clearwater Beach (Fri/Sat/Sun- check their website for exact availability). A nice boat ride and none of the hassles of beach parking.
We also provide (1) high speed WiFi (2) Roku TV with Cable, Netflix, and Amazon (3) beach chairs, umbrella, towels, and cooler. *Snorkeling gear can be purchased locally. (4) Children's items such as pack and play, crib , highchair and stroller available upon request.
Amenities at Chic Cottage Walk to Downtown Dunedin & Waterfront Pets Ok- Barefoot Parrot 3
Free WiFi/internet
Air conditioning
Non-smoking
Pets allowed
TV
Coffee/tea maker
Refridgerator
Kitchen
Balcony/Terrace
WiFi/Internet
Microwave
Dishwasher
Washing machine
Dryer
Patio
Kitchenware
Oven
Stove
Laundry services
Bath or shower
Children's high chair
Ironing facilities
Towels
Desk
Hairdryer
Map of Dunedin, FL
Ratings and reviews
8.0 / 10.0Excellent·Nov 2025
The condo was located in a great place easy to get anywhere downtown on foot!The place was clean and very well stocked. Also very comfortable
10.0 / 10.0Outstanding·Nov 2025
We had everything we needed for a quick 3 night trip. We really appreciated having K cups, creamer, and filtered water. Everything was clean and nicely appointed. We did hear the band down the road on Friday and Saturday night. Otherwise, the street is very quiet and peaceful. We loved being able to sneak in the back way to Dunedin Brewery! We would stay here again. Thank you!
10.0 / 10.0Outstanding·Aug 2025
We had a great time and the host was fantastic to work with. The apartment was clean and well decorated. Everything was very comfortable. If you are looking to walk around downtown Dunedin, the location is excellent. It’s in a quiet side street but easy walking distance to downtown including a nice cut through to Dunedin brewery and other locations nearby. Would definitely stay there
10.0 / 10.0Outstanding·Aug 2025
Very straightforward check in with helpful local info sent beforehand. Apartment very modern and stylish with everything you need including beach chairs etc. Highly recommend picnic at honeymoon island at sunset! No ferry from marina to clearwater due to hurricane damage but other than that town lovely and up and running
$$$$
Top rated by guests
10.0Outstanding
(29 Ratings)
"We had everything we needed for a quick 3 night trip. We really appreciated having K cups, creamer, and filtered water. Everything was clean and nicely appointed. We did hear the band down the road on..."
Jennifer C.Don't miss out! Price and availability may change
