Cottage vacation rentals in Dunedin

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Top-rated cottage rentals in Dunedin

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Guest favorite

The entrance features a bright pink exterior, complemented by white trim and a welcoming white door labeled 'B.' Lush green plants are arranged on either side of the door, enhancing the cheerful appeal. A well-maintained artificial lawn lies in front, with a simple concrete pathway.

Cottage in Indian Rocks Beach

4.89 out of 5 average rating, 285 reviews

Vintage Florida Beach Cottage B

Just a short walk to the beach makes this a great beach getaway for couples or families. On your way you can stop at the Cooky Coconut for lunch, an awesome milkshake or a variety of snacks. With a totally new renovation in 2019, this unit is in updated, very clean and worry free condition. This cottage is located in a quiet residential neighborhood and a great place to relax. Common laundry on shared screened porch. Dogs allowed (extra $45 cleaning). Easy refund policy. Level 2 EV charger

Guest favorite

A wide expanse of golden sand stretches toward the calm blue waters of the Gulf. Gentle waves can be seen in the distance, while colorful beach umbrellas dot the shoreline, creating a lively beach scene under a clear sky.

Cottage in Madeira Beach

4.84 out of 5 average rating, 128 reviews

Family Friendly Beach Cottage in Madeira Beach, FL

Mad Beach Cottage is a single family home in the Surf Song Resort on Madeira Beach 60 flip-flop steps to SAND! No streets, boardwalks or stairs! You'll enjoy a heated pool, 3 Weber grills, shuffleboard and sundeck with lounge chairs for gazing at spectacular sunsets every night. It's located across from famous John's Pass Fishing Village Boardwalk for shopping, dining, ice cream, coffee, live music, brew pubs, dolphin/fishing/sunset/pirate boat cruises, wave runner/kayak rentals. 5* LOCATION!

Top guest favorite

Cottage in Dunedin

4.96 out of 5 average rating, 205 reviews

Adorable Dog-Friendly Cottage in Quaint Dunedin

Discover a charming 1920's cottage nestled in the heart of Dunedin, 3 blocks from the water and downtown. This delightful cottage is ideally located 2 blks from the Pinellas Trail, the Fenway Hotel, and the Blue Jay's stadium. Surrounded by lush greenery, the cottage boasts a private outdoor space perfect for you to enjoy your coffee. Inside, you'll find a sunny kitchen, a spacious living and dining area, and comfortable beds to ensure a wonderful stay. Come and enjoy a memorable stay here!

Top guest favorite

Cottage in Tarpon Springs

4.99 out of 5 average rating, 160 reviews

Cooper Cottage: Cozy, Convenient and Comfortable

Cooper Cottage is for cyclists, boaters, beach goers or those who just want to relax! The Cottage is the front half of a duplex in downtown Tarpon with all the amenities including bikes and beach gear! Walk/bike to Restaurants, Churches, Museums and Parks in under 12 minutes or drive to Fred Howard Beach or Sunset Beach in 7 minutes! Due to allergies of visiting family & friends we do NOT ALLOW PETS OR COMPANION ANIMALS, so you can rest assured that animal allergens will NOT be an issue.

Guest favorite

Cottage in Lutz

4.94 out of 5 average rating, 162 reviews

Little piece of Heaven 2

This 2 bedroom cozy cottage is nestled on a 1.5 acre piece of property on a serene ski sized lake. The cottage is a laid back coastal feel with all of the amenities of home.Tucked away in between the hustle and bustle of Tampa without ever knowing it. Easy access the Veteran's Expressway that will take you to anywhere from Clearwater and our pristine beaches to Downtown St. Pete. I275 will take you to Downtown Tampa, Busch Gardens and Adventure Island. I-4 will take you to Orlando attractions

Guest favorite

Cottage in Dunedin

4.8 out of 5 average rating, 123 reviews

Serene French Country Cottage near everything

Unwind in this rustic French provençal, Extra Cosy Cottage w/ Unique Decor in Charming, Artsy Dunedin. Fenced in yard. Free Parking&Wifi. CENTRAL LOCATION Close to Clearwater Beach, Honeymoon Island. Short walk to Downtown Dunedin, Pinellas Trail, Blue Jay Stadium & Beautiful sunsets! Perfect location for Walkers, Runners and Bikers! A home away from home in a very convenient location for quality shopping, dining, nature explorations and beaches! A short walk or Uber away from everything!

Guest favorite

A wooden pergola frames a tranquil beachfront view, with two dark blue adirondack chairs positioned for relaxation. Soft green grass leads to sandy pathways that stretch toward the water, creating a calm outdoor spot for enjoying the coastal atmosphere.

Cottage in Indian Rocks Beach

4.77 out of 5 average rating, 102 reviews

#5 Beach Front Cottage w view- Indian Rocks Beach

LOCATION, location! Closest beach cottage to the water at Indian Rocks beach, view of the water from your porch & easy access to grass for pets. Perfect couples getaway. Enjoy some of Florida’s best beaches. Minimalistic living. *Kitchen recently updated* Shared gazebo & picnic table next door. Shared Washer & dryer takes quarters. Walking distance to local restaurants and bars. Minutes away from Clearwater beach, tourist attractions and mini golf. Property located next 2 public access.

Guest favorite

A serene beach scene showcases soft white sand meeting gently lapping waves under a clear blue sky. Dune grass and small green plants are visible in the foreground, adding a natural touch to the tranquil coastal setting.

Cottage in Indian Shores

4.96 out of 5 average rating, 146 reviews

Beautiful Beachfront Cottage on the Water

Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

Superhost

A cozy living area features a mix of striped and solid blue seating arrangements, enhanced by wooden floors. Natural light enters through double doors leading to the outdoor space. A television is mounted on the wall, while a white coffee table sits centrally, inviting relaxation.

Cottage in Clearwater Beach

4.88 out of 5 average rating, 119 reviews

Mermaid Cottage

Located in a three unit 'Olde Florida Style Complex' and just 45 steps to Clearwater Beach! The Mermaid Cottage is located on the 1st floor at the back of the complex. This Florida style unit is adorned wood floors and charming island decor. Open to an outdoor patio with furniture. The cottage has two bedrooms, two full baths and an outdoor shower! Living room has a queen pull-out bed. The patio area is completely fenced for private use. Nice, park like charcoal grill.

Top guest favorite

Cottage in Tampa

4.97 out of 5 average rating, 195 reviews

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake.Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Pet fee $50.

Top guest favorite

The exterior of a coastal cottage is shown, featuring a gravel driveway and tropical landscaping with palm trees. Two wicker chairs are positioned under a covered porch, inviting relaxation. Large windows allow natural light to brighten the welcoming facade.

Cottage in Dunedin

4.97 out of 5 average rating, 301 reviews

Walk Downtown and Waterfront Barefoot Parrot 3

Discover coastal modern luxury in this stylish, spacious upstairs 2-bedroom cottage. Steps from Main Street Dunedin, enjoy nearby restaurants, shops, and breweries, or take a short walk to stunning waterfront sunsets. A quick drive to Honeymoon Island and Clearwater Beach, this pet-friendly retreat boasts two king beds, a sleeper sectional, and serene treetop views. Your bright, unforgettable coastal escape awaits—book your Dunedin getaway today!

Top guest favorite

A spacious cottage interior features a large white bed covered by a bright yellow blanket. Pastel-colored pillows add subtle contrast. The wall above the bed showcases vibrant pineapple artwork, while the room is illuminated by modern light fixtures. A cozy seating area is visible to the right.

Cottage in Treasure Island

5 out of 5 average rating, 191 reviews

Island Time Stay: Happy Hour

Check out our large studio cottage located on Gulf Blvd in Treasure Island, Florida. It is located less than 300 steps from the beautiful sand of Treasure Island Beach and 5 blocks from the world famous boardwalk, shopping and restaurants of John’s Pass Village in Madeira Beach. We have a crosswalk conveniently located in front of the property. You can stop traffic with the push of a button to safely walk across the street toward the boardwalk.

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What guests are saying

Coral Cottage pool/firepit 2 bedr 2 bth sleeps 6

4.89 out of 5 average rating, 27 reviews7 months ago

Everything was LOVELY! The kitchen was fully stocked with everything needed, much appreciated! The home was super clean and peaceful. The pool was warm and clean ... the shower outside was amazing! Our stay was truly amazing and peaceful ... a home away from home.

Cottage in Palm Harbor

What guests are saying

2 Bedroom Turtle’s Nest Beach Cottage,

4.91 out of 5 average rating, 11 reviews21 months ago

Staying at Shane's place was wonderful! Our family stayed for 8 nights. It was just as described, and the pictures were extremely acurate. The place was very clean and it really was just a short walk (maybe 3 minutes) to the beach. We had everything we needed for our stay. Diane was extremely helpful and responsive and she answered all of our questions in a very timely manner. The neighborhood is beautiful, quiet and very safe. Another family was staying upstairs during our stay, and although you could hear them a little bit, we had no issues with the shared access areas because they were super nice and friendly, too. The beach is absolutely gorgeous and not crowded at all. We had access to beach equipment (chairs, unbrellas, etc, which was a bonus for us). It was a perfect beach vacation for our family of 4 and we can't wait to stay at Shane's place again!

Cottage in Redington Shores

What guests are saying

Clearwater Cottage Short Drive to Beach & Dunedin!

4.82 out of 5 average rating, 209 reviews2 months ago

We found Debra's place to be very quiet and peaceful. It was about 15 minutes to Clearwater Beach and minutes from Dunedin, which is such a great place to go. The Pinellas Trail is about 4 blocks away and is a wonderful walking or bike trail. Debra was quick to respond and accommondating. We contacted her a day or 2 before we were supposed to arrive to see if we could arrive a day early and thankfully we were able to. We were there for 34 days and would definitely stay again. Thanks Debra!!

Cottage in Clearwater

What guests are saying

Oceanside Cottage

4.87 out of 5 average rating, 31 reviews3 weeks ago

This was a perfect place to stay for us. My grandson was able to easily take quiet naps when he came to visit. The Cottage felt open and airy, with lots of windows to view the outside. We were close to Craig Park where we watched kayakers and dolphins, even from our dining room windows! The park was great for walking and watching the manatees, and we even had a picnic. We attended the Fine Arts Festival there as well. There are plenty of activities close by for sure: Sunset Beach, Sponge Docks, Valspar Golf Tournament, First Fridays in towns close by, Tarpon Springs Golf Course right there...These are just a few things we did. We enjoyed the restaurants and breweries as well. We didn't run out of things to do and we enjoyed our quiet time as well!

Cottage in Tarpon Springs

What guests are saying

Palm Cottage * King Bed * Tropical Yard

4.84 out of 5 average rating, 104 reviews3 months ago

Unforgettable New Year's Eve Celebration My boyfriend and I recently stayed at Palm Cottage while celebrating New Year's Eve with family nearby. We were charmed by the cottage's location, amenities, and comfortable atmosphere. It was the perfect launching pad for preparing for our celebrations and provided a tranquil retreat after a night of festivities. We highly recommend Palm Cottage and will consider it again for future visits to Tarpon Springs! In short, if you're searching for a comfortable, convenient, and centrally located place to stay in Tarpon Springs, look no further than Palm Cottage!

Cottage in Tarpon Springs

What guests are saying

Historic Florida Beach Cottage steps from the sand

4.91 out of 5 average rating, 98 reviews1 week ago

We spent 4 days here with our 3 kids (11, 9 & 3) and absolutely loved it! The cottage is perfect for a family with small kids or a couple of adults. I wouldn’t recommend more than that because of the bathroom. They have really maximized the space & we were pleasantly surprised to see that it was a little different from the photos- in a great way! There is a counter top that wraps around in the kitchen/living area. The beach chairs were a huge bonus as half of us flew in and didn’t have much room for packing. Between the 5 of us, the house had plenty of dishes, towels, trash bags, etc.. much more was provided than your average condo/rental home stay. The neighborhood is amazing and truly a gem, rare to find such peace and quiet on a busy coast. My kids were enamored with Charlie the bird and we really enjoyed having so many walkable options for food (The Grove was our morning routine!) If you are looking in the area, do not hesitate to book this home- you’re in for a treat!

Cottage in Indian Rocks Beach

What guests are saying

Alafia River Cottage

4.93 out of 5 average rating, 84 reviews1 week ago

The Alafia River House did not disappoint. Check in was easy with helpful photos & directions. The neighborhood is pretty quiet but yet close to everything too. The house is tucked in right on the river, the yard is lush & Florida tropical, it is the perfect place to sit & read, eat a meal or take a nap. Watching the chickens and surrounding nature are an added bonus. The home is old with character, but so clean & refreshing. All the things you need and more are carefully stowed in antique furniture. Martha is easy to contact, but you shouldn’t need anything. The kitchen is up to date & has all of the extra things that you probably forgot to bring. My husband and I had a sweet trip & the Alafia River House was a gem. Thank you Martha.

Cottage in Riverview

What guests are saying

Pass-a-Grille Historic Cottage Unit 2

4.97 out of 5 average rating, 144 reviewstoday

We loved our stay at the little cottage. It was extremely clean and very charming! Everything we needed in the kitchen was there, all linens, etc. loved the back patio and the quick walk to the beach on one end of the block and intercostal on the other. We would definitely like to come back to this cottage.

Cottage in Pass-a-Grille Beach

What guests are saying

Endless Summer Cottage 2

5 out of 5 average rating, 70 reviews1 month ago

we really enjoyed our stay. The cottage felt very much like being at home We appreciated that the cottage was well supplied with necessities. The furniture was comfortable unlike some places we have stayed. The community and location were great and the Pinelass trail made most things available by bike, which was great, because the local traffic is horrible. We never did completely figure out the Samsung tv set up for local stations. All in all this was one of the best Air B&B stays we’ve ever had.

Cottage in Dunedin