Dunedin Vacation Rentals, Homes and Condos for Rent

This apartment features a king bed, free wifi, a private bathroom, a mini fridge as well as a freezer.

Unwind in the beautiful city of Dunedin. From the property, it is a 5 minute walk to some of the best restaurants, bars and other activities. We're a 15 minute drive away from one of the most beautiful beaches: Clearwater Beach. We welcome you to enjoy the pool and hot-tub. We offer free-parking on site. We also invite you to use the shared lounge area........

Cottage in Dunedin
1 Bedroom Sleeps 2

This apartment features a king bed, free wifi, a private bathroom, a mini fridge as well as a freezer.

Unwind in the beautiful city of Dunedin. From the property, it is a 5 minute walk to some of the best restaurants, bars and other activities. We're a 15 minute drive away from one of the most beautiful beaches: Clearwater Beach. We welcome you to enjoy the pool and hot-tub. We offer free-parking on site. We also invite you to use the shared lounge area........

Cottage in Dunedin
1 Bedroom Sleeps 2

Welcome to Mai Tai Suites Dunedin this beautiful furnished rental located in the quaint city of Dunedin, Florida has two bedrooms, one bath and is the perfect getaway for up to 4 adults. Children must be 13 or older.







The stunning space has a spacious living room with plenty of seating to accommodate 4 guests. With 2 Smart TV's and WiFi, you can keep everyone entertained for hours. The fully equipped kitchen includes a refrigerator, microwave, 4 burner cook to.......

Condo in Dunedin
2 Bedroom Sleeps 4
Pet Friendly

Stay in a little piece of Dunedin history!

Tucked privately behind the main house and just one block from historic downtown Dunedin, The Cook Cottage is a spacious, beautifully updated one-bedroom cottage with everything you need for a relaxing Gulf Coast getaway.

🏡 Your Private Cottage
The Cook Cottage is completely private and features:
Private ensuite bedroom with a king-size bed
Desk/workspace for those who need to work while away
Comfortable living room with a q.......

Cottage in Dunedin
1 Bedroom Sleeps 4
Pet Friendly

This apartment features a King bed, free wifi, a private bathroom, a mini fridge as well as a freezer.

Unwind in the beautiful city of Dunedin. From the property, it is a 5 minute walk to some of the best restaurants, bars and other activities. We're a 15 minute drive away from one of the most beautiful beaches: Clearwater Beach. We welcome you to enjoy the pool and hot-tub. We offer free-parking on site. We also invite you to use the shared lounge area........

Cottage in Dunedin
1 Bedroom Sleeps 2

This apartment features a king bed, free wifi, a private bathroom, a mini fridge as well as a freezer.

Unwind in the beautiful city of Dunedin. From the property, it is a 5 minute walk to some of the best restaurants, bars and other activities. We're a 15 minute drive away from one of the most beautiful beaches: Clearwater Beach. We welcome you to enjoy the pool and hot-tub. We offer free-parking on site. We also invite you to use the shared lounge area........

Cottage in Dunedin
1 Bedroom Sleeps 2

The Tiki Hut unit is privately located on the property, plenty of space for 5 guest, 2 bedroom, upper bedroom has a half bath , queen bed and a full bed , toilet and sink and is accessible by spiral staircase, lower bedroom bathroom has a King bed bathroom has a walk in shower with stack washer and dryer. Spacious living area with a fully functional kitchen. The property is an acre of lush tropical plants. Conveniently located to the downtown and beach, we allow a dog 35 lbs or less Pets ove.......

Cottage in Dunedin
2 Bedroom Sleeps 4
Pet Friendly

Historic Home in the heart of Downtown Dunedin, known by locals as the Yellow House. Third floor fully renovated 2 bedroom apartment is tastefully decorated, clean and ready for your stay! Walk just a few steps to restaurants, bars, shops, and the Pinellas Trail. Home overlooks Pioneer Park and everything in the heart of Downtown where you can enjoy the local farmers market on weekends, concerts, movies, art festivals and much more.

The Nest is located on the 3rd floor of the Historic Ye.......

Apartment in Dunedin
2 Bedroom Sleeps 3

PLEASE NOTE: MINIMUM RENTAL IS 3 MONTHS: At present our home is available June 13 through Dec. 31, 2024. Our beautiful home is located on a quiet side street, blocks from the Gulf of Mexico, and has many special features. Parquet flooring in main living area, tile throughout rest of home, lovely Florida room overlooking pool area, garden windows (bathroom and kitchen), 2 remodeled bathrooms (one with Jacuzzi tub), new kitchen with all new Whirlpool appliances, dishwasher, microwave, tiled counte.......

Vacation Home in Dunedin
2 Bedroom Sleeps 4
Pet Friendly

Five generation family home! Superb location-two to three blocks to the water, downtown restaurants and shopping, baseball stadium, parks, marina, playground, the Pinellas bike trail, and .6 miles from the Fenway.
Stay in a beautifully preserved 1922 Dunedin home passed down through 6 generations. Walk to downtown, restaurants, breweries, the marina, and the Trail. With 3 full bathrooms, and a prime location, this home offers character, and convenience
What sets this home apart is its ra.......

Vacation Home in Dunedin
3 Bedroom Sleeps 10

The Waterside Cottage House is part of a private estate. It is located on prestigious and historic Victoria Drive in delightful Dunedin, Florida.

The A/C was replaced in 2023. The house faces west and overlooks Saint Joseph’s Sound and Dr. Beach's 2008 pick for the most beautiful beach in the country, Caladesi Island State Park. With 108 feet of private waterfront the views are completely unobstructed. You will see breathtaking sunsets as well as abundant bird and sea life on a daily b.......

Vacation Home in Dunedin
2 Bedroom Sleeps 5
Pet Friendly

This carriage house-style unit provides a bird’s eye view of St. Joseph’s Sound and Caladesi Island from a second story, 350 sq. ft. brick terrace. Great for morning breakfast, a BBQ or catching some rays.

The interior design was inspired by the charming views of the rose garden. Fine details include the original heart of pine wood floors, charming built-ins in the living room, tasteful furnishings, two TVs with VCR and DVD players, and a stereo system with surround sound.

If.......

Vacation Home in Dunedin
1 Bedroom Sleeps 4
Pet Friendly

Summary:

Welcome to our Bayshore Cottage located on the Pinellas Trail and within walking distance to downtown Dunedin! Everything in the Cottage is new, fresh & clean! Located less than a mile from the heart of Downtown Dunedin & easy walking distance to many restaurants, breweries, shopping & everything Dunedin has to offer! Dunedin Stadium, home of Spring Training for the Toronto Blue Jays is just 1.6 miles away.



** For larger groups, ask us about renting multiple units .......

Apartment in Dunedin
1 Bedroom Sleeps 4

Location is everything. The Waterside Cottage Too is across the street from the Pinellas Trail, walking distance from the quaint downtown district, 2.34 miles from Dunedin Causeway and Honeymoon Island, 5.91 miles from Clearwater Beach, 3.99 miles from Countryside Mall, and 20.33 miles from Tampa Airport.

If you are not familiar with Dunedin, it is well known for its award winning beaches, Friday morning fresh markets, unique gift shops, award winning restaurants, and fun filled merchant .......

Vacation Home in Dunedin
1 Bedroom Sleeps 2

The Sweetheart Cottage is part of a private estate. It is located between Broadway Street and historic Victoria Drive in delightful Dunedin, Florida. This location provides 108 feet of waterfront as part of the estate along with a private dock on St. Joseph Sound. You will see breathtaking sunsets as well as abundant bird and sea life on a daily basis.

The A/C was replaced in 2023. The kitchen is fully equipped with a refrigerator, microwave, stove, garbage disposal, coffee pot, blender, .......

Vacation Home in Dunedin
2 Bedroom Sleeps 4
Pet Friendly

Located on the Dunedin Causeway, a.k.a. Curlew Rd on the mainland, this newly renovated villa is uniquely situated. From here, you can walk, bike, or drive to stores, restaurants and beautiful sandy beaches. The Causeway and Islands areas have long been a favorite for all kinds of water activities and is generally a more local/low key alternative to the more well-known Clearwater beach, which is also nearby.

On across the Causeway, Caladesi and Honeymoon Islands offer swimming, birdi.......

Villa in Dunedin
1 Bedroom Sleeps 3

This apartment features a queen bed, free wifi, a private bathroom, a mini fridge as well as a freezer.

Unwind in the beautiful city of Dunedin. From the property, it is a 5 minute walk to some of the best restaurants, bars and other activities. We're a 15 minute drive away from one of the most beautiful beaches: Clearwater Beach. We welcome you to enjoy the pool and hot-tub. We offer free-parking on site. We also invite you to use the shared lounge area........

Apartment in Dunedin
1 Bedroom Sleeps 2

This apartment features a King bed, free wifi, a private bathroom, a mini fridge as well as a freezer.

Unwind in the beautiful city of Dunedin. From the property, it is a 5 minute walk to some of the best restaurants, bars and other activities. We're a 15 minute drive away from one of the most beautiful beaches: Clearwater Beach. We welcome you to enjoy the pool and hot-tub. We offer free-parking on site. We also invite you to use the shared lounge area........

Apartment in Dunedin
1 Bedroom Sleeps 2

This apartment features a queen bed, free wifi, a private bathroom, a mini fridge as well as a freezer.

Unwind in the beautiful city of Dunedin. From the property, it is a 5 minute walk to some of the best restaurants, bars and other activities. We're a 15 minute drive away from one of the most beautiful beaches: Clearwater Beach. We welcome you to enjoy the pool and hot-tub. We offer free-parking on site. We also invite you to use the shared lounge area........

Apartment in Dunedin
1 Bedroom Sleeps 2

2 Bedroom, 2 Bathroom Condo. Ground floor end unit near the entrance. Gated community, pool (open April-October), fitness, cable, wifi and more. Located a short walking distance to the Florida Auto Exchange Stadium (Toronto Blue Jays). A short walk to downtown Dunedin, the Pinellas Trail or to view a bay sunset. 10 minutes drive to Honeymoon Island and Caladesi Island Ferry, 15 minutes to Clearwater Beach.
This condo is fully stocked with all the comforts of home. Come back from your adventu.......

Condo in Dunedin
2 Bedroom Sleeps 4
Pet Friendly

A short walk to the heart of downtown Dunedin, our quaint costal town offers amazing restaurants, shops, parks, breweries, festivals, night life, marina and Blue Jays baseball! Close to Honeymoon and Caladesi Islands and Clearwater Beach-award winning beaches!

The space
Our 2nd story, Eagle’s Nest Apartment, features include:
-Two bedrooms with closets. (master bedroom-king and additional bedroom-queen)
-Living room/sitting area with flat screen TV
-Full kitchen and dining a.......

Apartment in Dunedin
2 Bedroom Sleeps 4

A short walk to the heart of downtown Dunedin, Our quaint coastal town offers amazing restaurants, shops, parks, breweries, festivals, night life, marina and Blue Jays baseball! Close to Honeymoon and Caladesi Islands and Clearwater Beach-award winning beaches!

The space
Our 3rd story, Hawk’s Nest Apartment, features include:
-One bedroom with closet
-Living room/sitting area with flat screen TV
-Kitchenette area and dining area
-Full bathroom
-Covered private balcony.......

Vacation Home in Dunedin
1 Bedroom Sleeps 2

A short walk to the heart of downtown Dunedin, our quaint costal town offers amazing restaurants, shops, parks, breweries, festivals, night life, marina and Blue Jays baseball! Close to Honeymoon and Caladesi Islands and Clearwater Beach-award winning beaches!

The space
Owl’s Nest Condo (2-story) features include:

-Three bedrooms with closets
King master bedroom w/TV (2nd floor)
Queen bedroom (2nd floor) <.......

Vacation Home in Dunedin
3 Bedroom Sleeps 8
Pet Friendly

Spacious and Cosy Cottage (4 bedrooms, 3 baths) with every piece of furniture and decor up-cycled by the Artist/Designer/Host in Charming and Artsy Dunedin.It is located 1 block away from the Pinellas Trail, 2 blocks from Blue Jays Stadium, 3 mns from Downtown Dunedin (boutiques, festivals, restaurants), 10 mns from Clearwater Beach and Honeymoon/Caladesi Island: It is in the heart of everything! The Perfect Place to be either relaxing or crazy active.
This house comes with a completely indep.......

Vacation Home in Dunedin
4 Bedroom Sleeps 17
Pet Friendly

Summary:

A beautiful house located in Downtown Dunedin



The Space:

Come back to comfort at Pink Flamingo after a day exploring Dunedin! This inviting cottage puts you in the heart of downtown, with a relaxing outdoor hot tub and convenient amenities for your stay.

The home accommodates four guests in two bedrooms, each furnished with a queen bed. A shared bathroom is located in the hallway.



Enjoy the bright living room, comfortable seating, and f.......

Vacation Home in Dunedin
2 Bedroom Sleeps 4
Pet Friendly

Updated 1 bedroom 705 sq ft. condo with private Lanai. There is new floors. paint, furniture, granite counter tops in the kitchen, appliances, bathroom vanity and more. Dolphin Point condos have a heated pool with a beautiful view of St Joseph Sound. There is a club house with tables for cards and games, Ping Pong Table and another beautiful view of the bay. There is a fishing pier, gazebo over looking the water with gas grill and picnic table. There are bike racks to store your bike. T.......

Condo in Dunedin
1 Bedroom Sleeps 3

Discover a charming 1920's cottage nestled in the heart of Dunedin, just 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 and your dog. 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!.......

Cottage in Dunedin
2 Bedroom Sleeps 4
Pet Friendly

The Condor Nest is a 3 bedroom, 2.5 bath, plus loft with a queen sleeper couch. Over 2300 sq. ft. private home in delightful downtown Dunedin! Front and back porches. Less than a five-minute walk from downtown’s-breweries, shops, parks, restaurants and marina. We also have the waterfront at the end of our street and incredible sunsets along historical Victoria Drive. Jump on the Pinellas biking trail (45 miles) across the street and explore our great little town! Also, a short drive or trolley.......

Vacation Home in Dunedin
3 Bedroom Sleeps 8
Pet Friendly

Beautiful, renovated home that is perfect for your family getaway! House is situated in a nice, quiet neighborhood. House includes a beautiful backyard oasis with a newly updated, screened-in pool, outdoor dining and living area along with a lush garden. The home has 3 bedrooms & 2 newly renovated bathrooms. Private circle driveway allows for plenty of off-street parking availability.

The house is conveniently located—a quick drive to shops, restaurants, downtown Dunedin and Honeymoon .......

Vacation Home in Dunedin
3 Bedroom Sleeps 6

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 a.......

Cottage in Dunedin
2 Bedroom Sleeps 6
Pet Friendly

Treat yourself to modern coastal luxury in this spacious and beautiful first floor cottage. Steps to Main Street, a short stroll 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, & stunning sunsets then take the short walk back to the quiet of your own private space. Fully equipped kitchen. Pet friendly.

KEY FEATURES
­- Steps to Main Street, sh.......

Cottage in Dunedin
2 Bedroom Sleeps 6
Pet Friendly

Treat yourself to modern coastal luxury in this spacious & beautiful 950 sq ft cottage with private tropical yard & grill. Steps to Main Street, a short walk to waterfront & close to award-winning beaches. Skip the car & walk, bike or cart to stunning sunsets, restaurants, shops, breweries, & Pinellas exercise trail. Make the easy drive to Honeymoon/Caladesi Island & Clearwater Beach. Fully equipped kitchen. Ideal for families, friends, or couples. Pet friendly w/approval.

Thirty-year Du.......

Cottage in Dunedin
2 Bedroom Sleeps 6
Pet Friendly

This vacation home provides a private heated pool, 2 bedrooms, and 1 bath. Everything is included, all you need to bring is your toothbrush. The house has a queen bed in the master bedroom. The guest room has a full bed and a bunk bed. The great room has a pull out bed in the couch. The kitchen is supplied with all you need including new stainless steel appliances, toaster, coffee pot, and more. The bathroom is stocked with all that you need which includes towels, wash cloths, hair dyer, soap, s.......

Vacation Home in Dunedin
2 Bedroom Sleeps 6

Stay in this charming 1920's cottage, where everything is just a stroll away. Walk to the local restaurants, breweries, and shops on Main St, or take a leisurely walk to the marina for sunsets. With its prime location, it is perfect for exploring the heart of Dunedin on foot. Let’s walk and discover all that this vibrant area has! Your beautifully appointed cottage is a great retreat after beach fun, baseball or biking, and is an easy stroll home after an evening enjoying the local music scene.......

Vacation Home in Dunedin
2 Bedroom Sleeps 4
Pet Friendly

There's nothing like a Gulf Coast vacation and our newly renovated place is perfectly located to enjoy it all! Dunedin has dining, wine bars & microbreweries, nightly entertainment, a farmer's market, an art scene, endless shops, and spring training baseball. There are also nearby beaches, parks and trails, tennis and golf, truly an outdoor lover's paradise.
Our town is right on the water and has a fabulous vibe that is reminiscent of old Florida. We love it here and hope that you will too!

Condo in Dunedin
1 Bedroom Sleeps 2

Escape to our 5-star Mai Tai Suites in Dunedin, FL, perfect for 4 guests. This 2-bedroom getaway features luxurious king beds and is just moments from the water. Blazing-fast Wi-Fi, and a prime location near Honeymoon Island, Downtown Dunedin and Clearwater Beach. Your perfect coastal retreat awaits!



Please note there is a restaurant across the street that can sometimes be loud in the evenings.





.......

Condo in Dunedin
2 Bedroom Sleeps 4
Pet Friendly