Cottage vacation rentals in Dunedin

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Popular amenities for Dunedin cottage rentals

Cottage rentals with a pool

Guest favorite
Cottage in Palm Harbor
4.89 out of 5 average rating, 28 reviews

Coral Cottage pool/firepit 2 bedr 2 bth sleeps 6

CatherineRating, 5 stars1 week ago
Coral cottage was the perfect place to get to our favorite locations on the suncoast - being 10 minutes from Hellas is a godsend
Superhost
A spacious heated pool is visible, reflecting sunlight under a clear blue sky. Surrounding palm trees and lounge chairs are arranged around the pool area, with umbrellas providing shade. The beach is noticeable in the background, creating a relaxed coastal ambiance.
Cottage in Madeira Beach
4.84 out of 5 average rating, 132 reviews

Family Friendly Beach Cottage in Madeira Beach, FL

AbigailRating, 5 stars2 weeks ago
we loved this spot! it was the best location to be in Madeira Beach, being steps between the beach and John's Pass. the condo was perfect for our family of 2 adults, 1 child. we will absolutely be staying here again and telling everyone about Patrick's little piece of paradise.
Top guest favorite
A vibrant tropical mural featuring large flowers adds a pop of color to the room, while a cozy seating area includes a sofa adorned with decorative pillows. A small dining table with tropical-patterned chairs provides a space for meals. The outdoor area showcases a lit pool, creating a serene evening ambiance.
Cottage in Indian Rocks Beach
4.99 out of 5 average rating, 174 reviews

Luxury Beach Bungalow | Walk to Dining & Sunset

DeniseRating, 5 stars3 weeks ago
We had such a lovely stay at Coco Palms. Hosts were amazing and super responsive. Everything we needed was inside the rental. We didn’t have to bring anything except food and beverages. The pool was amazing! The beach was super close to the place and the unit was very clean and cozy! Will def be back!!
Superhost
A spacious sleeping area features a king-size bed with a light-colored bedspread. A ceiling fan hangs above, providing airflow. A comfortable chair is placed in the corner, and a kitchenette is visible in the background, equipped with modern appliances.
Cottage in Indian Rocks Beach
4.74 out of 5 average rating, 73 reviews

Tropical Coquina Cove Studio #1 5min Walk to Beach

GaryRating, 5 stars4 weeks ago
Was very enjoyable. The place was clean and relaxing. Close walk to the beach.
Superhost
Cottage in Safety Harbor
4.95 out of 5 average rating, 19 reviews

5A Newly Renovated 1/1 at Coastal Cottages

tameraRating, 5 stars14 months ago
Highly recommend. Perfect location. Very cozy place with a comfortable bed and great bathroom. Great internet and tv. Walkable to down safety harbor and easy bike to Phillipe park or the causeway. Totally safe area and professional management.
Top guest favorite
A bright living room features an inviting gray sofa and a wooden coffee table with decorative plants. Large windows allow natural light to fill the space, highlighting a modern fireplace area. A ceiling fan is visible, contributing to the room's airy atmosphere.
Cottage in Seffner
5 out of 5 average rating, 23 reviews

Countryside Escape with Pool Steps from Tampa

AshleyRating, 5 stars6 days ago
If you are coming to Tampa to attend an event at Raymond James Stadium, Busch Gardens or anything else this is the perfect place for you. My entire family loved this house. It is super clean and we'll decorated. The kitchen has all needed tools. The beds are comfortable and the air conditioning was nice and cold. The pool was perfectly clean and my kids loved swimming all day while we sat out under the umbrellas. There is a nice fence around the pool for privacy. We needed for propane for the grill and the host quickly took care of it. We loved playing pool and ping pong. The front yard is massive and fenced in for kids to play. The area is also very safe. Publix and Walmart are just a few miles down the road. I promise that you will love it here. This will be where we will stay whenever we are in the area.
Top guest favorite
An outdoor pool area is visible, featuring a clear blue pool surrounded by white lounge chairs. Lush green palm trees provide shade nearby, and a recreation court can be seen in the background with benches and playing areas, contributing to a relaxed atmosphere.
Cottage in Dunedin
5 out of 5 average rating, 72 reviews

Endless Summer Cottage 2

FrankRating, 5 stars3 weeks ago
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.
Guest favorite
A vibrant pool area is surrounded by tropical palm trees and colorful cottages. The clear, inviting pool is accompanied by a hot tub and a thatched-roof tiki bar, providing a relaxed atmosphere. Paved stones create an open layout, enhancing the inviting outdoor space.
Cottage in Indian Rocks Beach
4.94 out of 5 average rating, 34 reviews

Seaside Retreat Cottages #1

TracyRating, 5 stars2 days ago
I always stay on the beach, but I waited a little too long to get a place directly on the beach, however, the tiny walk from the cottage to the beach was worth every penny. Gracious hosts, timely replies. Quiet area however only a minute drive to restaurants and bars. The pool was clean and a perfect place to unwind after being on the beach all day. Great stay! Thank you!

Cottage rentals with a hot tub

Guest favorite
The outdoor pool area features a clear water pool surrounded by lounge chairs and vibrant umbrellas. A bright blue building is visible in the background, complemented by colorful accents along the poolside. Lush greenery adds to the relaxed atmosphere.
Cottage in Dunedin
4.89 out of 5 average rating, 103 reviews

Sunny - Key West Vibe Cottage - Pool - Walkable

MarilynRating, 5 stars4 days ago
Antonia hosts a modern, cozy property featuring three cottages (each have two themed guest suites with a kitchenette). We stayed in the "Captain" cottage and definitely enjoyed our stay! There are also five themed guest rooms attached to a main "house". With eleven possible parties staying at any given time, everything seems to run very smoothly...like an intimate inn. There is ample parking, a Keurig machine in the lounge area, a mini fridge with a selection of sodas, and even towels for the hot tub/pool. They thought of everything to make our stay enjoyable. It certainly is a fantastic property just a few blocks from restaurants and activities in Dunedin. Thank you so much. We will be back to visit again!
Guest favorite
A shared hot tub is surrounded by palm trees and lush greenery. Sunlight filters through the leaves, creating a serene atmosphere. A small seating area with chairs is visible in the background, offering a spot for relaxation.
Cottage in Indian Rocks Beach
4.97 out of 5 average rating, 39 reviews

Beachy Keen Cottage A only steps to the Beach

HannahRating, 5 starstoday
We absolutely loved it here. It was very clean and had everything we needed. Hot tub was a great amenity. The shed full of beach needs was amazing! Definitely would stay here again!
Guest favorite
A hot tub is seen on a patio, surrounded by greenery and overlooking a serene river. Two individuals are comfortably seated, enjoying the bubbling water. Trees and shrubs frame the scene, contributing to a peaceful outdoor setting.
Cottage in Tampa
4.94 out of 5 average rating, 125 reviews

Hot tub, 2 floors riverfront, Bush Gardens, kajaks

HanselRating, 5 stars1 month ago
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.
Guest favorite
A private hot tub is positioned on a wooden deck, outfitted with two black chairs and a small table. The cottage features a light blue exterior with a white door framed by two towels. A pergola with climbing plants is visible in the background.
Cottage in Safety Harbor
4.91 out of 5 average rating, 88 reviews

Downtown Luxe Comfort Cottage + Hot Tub!

ChelseyRating, 5 stars1 week ago
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!
The exterior view of a charming blue cottage is presented, featuring white accents and shutters. Two light-colored lounge chairs are positioned on the paved front area. Lush greenery surrounds the property, enhancing the inviting beach house vibe.
Cottage in Clearwater Beach
4.77 out of 5 average rating, 152 reviews

Corner Cottage Sleeps 5, Steps to Beach, Pets OK.

LynleyRating, 5 stars3 days ago
Awesome place! Captain Al and housekeeping were great and very hospitable. Great location. Will definitely go back.
Superhost
A screened-in pool area features a curved pool with a spa, surrounded by tall palm plants. White balloons float on the water's surface, and a lounging area with a green float is visible. Natural light highlights the tranquil setting, providing a relaxing atmosphere.
Cottage in Wesley Chapel
4.85 out of 5 average rating, 52 reviews

Gorgeous farmhouse with pool in Tampa Florida

VijayRating, 5 stars1 month ago
House was just as described .we were a group of 8guys on a golf trip and house had enough beds for all. We were only there for 2 nights so we just ate dinner out and just made breakfast and there were enough utensils for that all in all a good place to stay..
Guest favorite
A charming coastal cottage is depicted, featuring a welcoming front porch with rocking chairs and vibrant seating. Lush plants in decorative pots frame the entrance. The exterior is painted in soft grey tones, complemented by white shutters and a serene pathway leading to the door.
Cottage in Crystal Beach
4.83 out of 5 average rating, 90 reviews

Happy Camper Cottage | Cozy Oasis with Hot Tub

JasonRating, 5 stars8 months ago
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!
Top guest favorite
A bright and airy seating area features a hanging chair and a cozy sofa, adorned with colorful cushions. Natural light floods in through large windows, complemented by light-toned wooden flooring and a textured pink area rug that adds warmth to the space.
Cottage in Largo
4.98 out of 5 average rating, 57 reviews

Family FUN~Pool, GameRoom+Bikes, Near Beach/Trail

TanyaRating, 5 stars3 weeks ago
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

Guest favorite
A comfortable seating area features two light-colored sofas with throw pillows, arranged around a rustic wooden coffee table. A decorative screen provides partial division from other spaces, and a textured rug is laid beneath the furniture, enhancing the warm ambiance of the room.
Cottage in Bayshore Beautiful
4.76 out of 5 average rating, 162 reviews

Good Vibes Cozy Cottage on Million $ Row

KaylynRating, 5 stars4 weeks ago
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!
Superhost
A serene beach scene shows soft, white sand stretching along the shoreline, meeting gentle turquoise waves under a clear blue sky. A few people are visible enjoying the beach, with vibrant green vegetation and distant structures lining the coast.
Cottage in Pass-a-Grille Beach
4.81 out of 5 average rating, 277 reviews

Sunny PaG Island rental w/bikes-just steps2beach

ChristopherRating, 5 stars3 weeks ago
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.
Top guest favorite
A spacious backyard is featured, bordered by a wooden fence for privacy and lined with tropical plants and trees. A concrete patio area is included, which features a grill covered for protection. The lawn is open and well-maintained, providing a serene outdoor space.
Cottage in Gulfport
4.96 out of 5 average rating, 154 reviews

The Pelicans Roost / Gulfport

LindaRating, 5 stars1 month ago
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.
Top guest favorite
A cozy living room features a tan sofa positioned across from a purple armchair. A round coffee table is centered on a light-colored rug. Colorful artwork adorns the wall, while a floor lamp provides warm lighting. The space is brightened by natural light through a window.
Cottage in St. Petersburg
4.95 out of 5 average rating, 123 reviews

Artsy guest house; near downtown w/ private patio

PhoebeRating, 5 stars1 month ago
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.
Guest favorite
A serene sunset over the Little Manatee River is captured, with vibrant hues of orange and pink reflecting on the water surface. The dark outline of trees defines the horizon, creating a peaceful natural backdrop.
Cottage in Ruskin
4.91 out of 5 average rating, 117 reviews

Little Manatee River Cottage

CharlesRating, 5 stars4 weeks ago
Had a great stay ! Fishing was fun and right across the street Would stay again for sure !
Guest favorite
A single-story cottage features a pink exterior with large windows allowing natural light. A landscaped garden with decorative stones is visible in the front. White chairs are placed near the entrance, and ample parking spaces are provided in the driveway.
Cottage in Indian Rocks Beach
4.89 out of 5 average rating, 295 reviews

Vintage Florida Beach Cottage B

HeatherRating, 5 stars1 week ago
While staying in Indians Rock Beach, the apartment was just what we needed. It was a perfect size for the 3 of us. And so close to the beach. We took his recommendations and went to Cooky Coconut while the sun was setting. The neighborhood was quiet and peaceful. Great amenities for the beach we were grateful for. Overall great experience!! Hoping to visit again. Thank you Eric!
Superhost
A charming cottage exterior is highlighted by vibrant blue accents on the door and window frames. Lush palm trees surround the property, and a pathway of red bricks leads to the entrance. Gravel landscaping complements the home, enhancing its welcoming appearance.
Cottage in Indian Rocks Beach
4.7 out of 5 average rating, 214 reviews

Beachy Paradise

JoeyRating, 5 stars3 weeks ago
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!!
Top guest favorite
Cottage in Gulfport
4.99 out of 5 average rating, 267 reviews

Gulfport Art District - One Block From Beach!

RobbiRating, 5 starstoday
Absolutely perfect Airbnb in every way! The location could not be better. We laughed because we had dinner reservations at Pia’s Italian restaurant and realized it was right across the street. Talk about convenience! This was hands down the cleanest Airbnb we’ve ever stayed in. Uncle Finley left us a thoughtful welcome package with a bottle of wine, beer, water, orange juice, and more. It’s clear he’s put real care into every detail to make the stay extra comfortable. Phone chargers were exactly where you needed them (no hunting for outlets), there were doggie bowls and doggie bags for our pup, Uncle Finley was super responsive to questions and genuinely committed to taking care of both his guests and this beautiful home. We’d come back in a heartbeat. Don’t hesitate just book it! Tip: In addition to Pia’s homemade pasta with pesto sauce, I’d also highly recommend the restaurant Pearl by Chef Karim for an unforgettable meal! The Pearl is a testament to culinary excellence.

Quick stats about cottage rentals in Dunedin

  • Total rentals

    40 properties

  • Nightly prices starting at

    R898 ZAR 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

Destinations to explore

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  2. United States
  3. Florida
  4. Pinellas County
  5. Dunedin
  6. Cottage rentals