Dunedin Vacation Rentals, Houses, Cottages for Rent

Dunedin Vacation Rental

This is your own personal retreat in paradise. As soon as you walk in, you are greeted with bamboo pillars and grass wallpaper that make you feel all calm and relaxed. The kitchen has all new top of the line appliances.
The living room has a gas fireplace, TV/internet, and a pull out sectional couch. (the coffee table will be replaced)

The Dining room overlooks the amazing backyard. A s.......

2 Bedrooms - Sleeps 5
Vacation Rental Home in Dunedin

Dunedin Cottage 4.5 Star Review

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-p.......

1 Bedrooms - Sleeps 2
Cottage in Dunedin

Dunedin Cottage 5.0 Star Review

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-p.......

1 Bedrooms - Sleeps 2
Cottage in Dunedin

Dunedin Apartment 5.0 Star Review

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.......

1 Bedrooms - Sleeps 2
Apartment in Dunedin

Dunedin Apartment

Keep it simple at this peaceful and centrally-located beach vibe condo, located in a waterfront community only 5 mins from the famous Honeymoon Island! Recently remodeled an updated. Enjoy your morning coffee on the patio watching dolphins and birds. Take your furry friends to the dog beach. You are only minutes to shopping, dining, entertainment, golfing, and parks. Dogs are welcome! Every eff.......

2 Bedrooms - Sleeps 4
Apartment in Dunedin

Dunedin Condo 5.0 Star Review

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 people.

 NO CLEANING FEE when you book 5 or more nights. 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.......

2 Bedrooms - Sleeps 4
Condo in Dunedin

Dunedin Apartment

Our beautiful 52-acre community is only minutes from the Gulf beaches and the quaint downtown area of Dunedin, which hosts excellent dining and shopping. We offer several unique floor plans of one, two and three-bedroom apartment homes and two bedroom townhomes. Select homes even have large lofts included in the floor plans! Within your home, you'll find an open island kitchens outfitted with desi.......

Studio - Sleeps 2
Apartment in Dunedin

Dunedin Vacation Rental

Note: MINIMUM RENTAL IS 3 MONTHS. This lovely two-bedroom home is located in a quiet residential neighborhood two miles away from Honeymoon Island State Park, historic downtown Dunedin and a short walk to the Pinellas bike trail. Best suited for 2-3 mature adults........

2 Bedrooms - Sleeps 4
Vacation Rental Home in Dunedin

Dunedin Apartment 4.9 Star Review

Room 3 or now being referred to as The Honey Suite named after the 3rd owner of our home. One of four Master bedrooms in our historic home one block from picturesque downtown Dunedin.

Come experience the casual life of a gulf coast Scottish community just minutes from the number one rated beach in the United States. Whether you like fishing, dancing, boating, or just plain shell collectin.......

1 Bedrooms - Sleeps 2
Apartment in Dunedin

Dunedin Apartment 4.7 Star Review

Room 1 or now being referred to as The Zimmerman Suite named after the original owner from 1915. One of four Master bedrooms in our historic home one block from picturesque downtown Dunedin.

Come experience the casual life of a gulf coast Scottish community just minutes from the number one rated beach in the United States. Whether you like fishing, dancing, boating, or just plain shell co.......

1 Bedrooms - Sleeps 2
Apartment in Dunedin

Dunedin Apartment 4.8 Star Review

The complete third story of this home is called The Houston Master Suite named after the current owners. The largest of the four total bedrooms in our historic home. The home is one block from picturesque downtown Dunedin. You have an ensuite master bedroom with a king bed and kitchenette, a sitting room with sleeper sofa as a second sleeping space/ office area.

Come experience the casual .......

2 Bedrooms - Sleeps 3
Apartment in Dunedin

Dunedin Cottage 5.0 Star Review

Private Cottage behind the house called the Cook Cottage named after Ms Cook who restored the property to its beauty that you see today. This 1 bedroom spacious cottage has a ensuite bedroom with a King size bed and a private patio. Your private patio comes with a grill, lounge area, a dining table and your own washer and dryer. There are also bikes to use during your stay on a first come first se.......

1 Bedrooms - Sleeps 4
Cottage in Dunedin

Dunedin Vacation Rental 5.0 Star Review

One step inside this beautifully restored 1915 home you will be taken back in time. Surviving the changes of the 20th century, the house has kept its integrity and remains unchanged to its original form with a hit of modern touches to keep you comfortable.

The downtown district is one block from the house and is notable for its absence of large commercial signage, corporate franchise resta.......

5 Bedrooms - Sleeps 14
Vacation Rental Home in Dunedin

Dunedin Apartment 5.0 Star Review

Room 2, or now being referred to as the Boyd Room, named after the 2nd owner of our house. One of four Master bedrooms in our historic home one block from picturesque downtown Dunedin.

Come experience the casual life of a gulf coast Scottish community just minutes from the number one rated beach in the United States. Whether you like fishing, dancing, boating, or just plain shell collec.......

1 Bedrooms - Sleeps 2
Apartment in Dunedin

Dunedin Cottage

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-.......

1 Bedrooms - Sleeps 2
Cottage in Dunedin

Dunedin Cottage

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-p.......

1 Bedrooms - Sleeps 2
Cottage in Dunedin

Dunedin Cottage 5.0 Star Review

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 trop.......

2 Bedrooms - Sleeps 4
Cottage in Dunedin

Dunedin Condo 3.0 Star Review

Dunedin's Seaview Vacation Rentals located just a few blocks away from the Dunedin Causeway, and walking/biking distance to Honeymoon & Calades Islands. This 2-bedroom 1 full bath Calades rental is on the water featuring a king bedroom, a queen bedroom, Full Kitchen, living room with a pull out sleeper sofa, Wi-Fi, Hulu with Live TV. This rental has everything you need for a short- or long-term st.......

2 Bedrooms - Sleeps 6
Condo in Dunedin

Dunedin Apartment 5.0 Star Review

Completely renovated 3rd floor apartment in the historic Yellow House in the heart of Downtown Dunedin overlooking Pioneer Park. It's called the Nest because it's on the third floor overlooking all Downtown has to offer, making you feel as if you're up in the trees looking down. No need for a car, everything you need is within walking distance. It's a truly special space........

2 Bedrooms - Sleeps 3
Apartment in Dunedin

Dunedin Vacation Rental 4.7 Star Review

PLEASE NOTE: MINIMUM RENTAL IS 3 MONTHS: 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,.......

2 Bedrooms - Sleeps 4
Vacation Rental Home in Dunedin

Dunedin Vacation Rental 5.0 Star Review

Summary:
Welcome to our Bayshore Bungalow 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! 


Ask us about renting multiple units on the property fo.......

3 Bedrooms - Sleeps 6
Vacation Rental Home in Dunedin

Dunedin Apartment 4.8 Star Review

Do you love downtown Dunedin? If so, then you will love the location just behind off Main Street! Recently repainted exterior (it's light green now). Quaint and charming, this apartment includes a great room upon entry, small kitchen and a master suite (king bed) with adjoining bath. Large bonus room is attached to master and is setup an office but can be used for extra storage (laundry machines .......

1 Bedrooms - Sleeps 2
Apartment in Dunedin

Dunedin Condo

Fully renovated Florida style condominium is ready and waiting for you to enjoy! We've remodeled and restyled this unit to be comfortable and modern. With views to the open water of St. Joseph's sound and the Gulf of Mexico, you'll enjoy a well-equipped kitchen, generous living area, private balcony, master bedroom with king size bed, walk-in closet and a tub/shower combo bathroom. Dunedin, Florid.......

1 Bedrooms - Sleeps 3
Condo in Dunedin

Dunedin Vacation Rental 4.9 Star Review

Five generation family home now available for short-term rentals. Superb location-two or three blocks to the water, downtown restaurants and shopping, baseball stadium, parks, marina, playground, the Pinellas bike trail, and .6 miles from the Fenway. The house faces south to bask in the sun on the prettiest street in Dunedin, quiet and green with huge old trees dripping with Spanish moss. Upstairs.......

3 Bedrooms - Sleeps 6
Vacation Rental Home in Dunedin

Dunedin Vacation Rental 4.9 Star Review

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 completel.......

2 Bedrooms - Sleeps 5
Vacation Rental Home in Dunedin

Dunedin Vacation Rental 5.0 Star Review

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, tastefu.......

1 Bedrooms - Sleeps 4
Vacation Rental Home in Dunedin

Dunedin Apartment 4.9 Star Review

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 i.......

1 Bedrooms - Sleeps 4
Apartment in Dunedin

Dunedin Vacation Rental 5.0 Star Review

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, .......

1 Bedrooms - Sleeps 2
Vacation Rental Home in Dunedin

Dunedin Vacation Rental 4.8 Star Review

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 kitc.......

2 Bedrooms - Sleeps 4
Vacation Rental Home in Dunedin

Dunedin Villa 4.8 Star Review

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.......

1 Bedrooms - Sleeps 3
Villa in Dunedin

Dunedin Vacation Rental

Welcome to the beatiful city of Dunedin. Just 3 miles away from Honeymoon Island (highest ranked beach in the U.S.), this stunning 3 bedroom home is the perfect getaway for you and the fam!

You are only:
5 minutes from Honeymoon Island
10 minutes from Downtown Dunedin
20 minutes from Clearwater Beach
30 minutes from Tampa

Special Amenities:
Four bikes and two kayaks; w.......

3 Bedrooms - Sleeps 6
Vacation Rental Home in Dunedin

Dunedin Villa 5.0 Star Review

This one bedroom one bathroom efficiency villa has been built for the water-loving work-from-home professional. A professional that wants to be in the heart of everything Dunedin has to offer, yet still, keep a business life going while soaking up Florida's warm sun. The "office" side of the unit is a fully functioning executive space with large granite desk, super high-speed internet, and tons of.......

Studio - Sleeps 2
Villa in Dunedin

Dunedin Vacation Rental 5.0 Star Review

Pickets Cottage is a quaint and comfortable 2 bed, 1 bath located just 2 blocks from the heart of Downtown Dunedin. If you enjoy beaches, baseball, biking, breweries and boutiques then you'll LOVE Dunedin! Here's a guest review that really says it all....

"Even though the photos on the web site adequately reflect the cottage, it becomes more amazing once you step inside. The cozy, homey atm.......

2 Bedrooms - Sleeps 4
Vacation Rental Home in Dunedin

Dunedin Condo

Dolphin Pointe Condos is a gorgeous waterfront community on the Northside of the Dunedin Causeway 2 miles from Honeymoon Island Beaches.
It has stunning views of the water that allows daily views of the dolphins and other marine wildlife. Must be 25 to rent and there is a 30 day minimum stay.

There is a heated pool, BBQ grill, social calendar, clubhouse that includes TV, ping-pong table,.......

1 Bedrooms - Sleeps 3
Condo in Dunedin

Dunedin Apartment

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-.......

1 Bedrooms - Sleeps 2
Apartment in Dunedin

Dunedin Apartment

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-.......

1 Bedrooms - Sleeps 2
Apartment in Dunedin

Dunedin Apartment

This apartment features two double beds, 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 f.......

1 Bedrooms - Sleeps 4
Apartment in Dunedin

Dunedin Apartment

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-.......

1 Bedrooms - Sleeps 2
Apartment in Dunedin

Dunedin Vacation Rental 4.7 Star Review

Gorgeously furnished, covered pool, with additional family room that opens to the pool area....

Sitting minutes from the beach and downtown Dunedin, this home features a covered pool, heated to your comfort zone. Bedroom furniture is all brand new. Master with king bed, walk in closet, and master bath. First bedroom has queen bed. Second bedroom has queen bed and a futon with a walk out .......

3 Bedrooms - Sleeps 8
Vacation Rental Home in Dunedin

Dunedin Condo 4.9 Star Review

If you’re looking for a relaxing tropical getaway with less traffic, fewer people and an all-around slower pace of life, look no further than the Captain’s Quarters!
Located just 30 minutes from Tampa International Airport in sunny Dunedin, Florida, this Gulf Coast area of the Sunshine State is popular thanks to its warm waters, powdery white sandy beaches, and family-friendly appeal. Only .......

2 Bedrooms - Sleeps 5
Condo in Dunedin

Dunedin Mobile home 5.0 Star Review

We like to call it our "tindominium". This cozy space offers all of the touches to make you feel right at home! The one-bedroom park style RV, (permanently located) with heat/ac, fully equipped kitchen and bathroom is roomy enough to accommodate 4 adults with the additional two single beds in the Florida room and queen size bed in the bedroom. Fully furnished with all the amenities needed for our .......

2 Bedrooms - Sleeps 4
Mobile home in Dunedin

Dunedin Condo 4.9 Star Review

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 Clearwat.......

2 Bedrooms - Sleeps 4
Condo in Dunedin

Dunedin Cottage

Key West Cottage is a light airy one bedroom in the heart of Dunedin, only three or four blocks to the water and to Main Street's restaurants. The cozy cottage, one very private side of a duplex, is surrounded by tropical greenery. The décor is tropical, with furnishings and paintings from when we lived in Madagascar and Tanzania. It's a great little base for enjoying Dunedin, Clearwater and Tarp.......

1 Bedrooms - Sleeps 3
Cottage in Dunedin

Dunedin Cottage

Key Lime Cottage is a cozy one-bedroom duplex on a quiet brick street only 4 blocks to downtown Dunedin and the water. You’ll love our fresh and pretty nest just a 5 to 10 minute walk from shops, restaurants, farmers' market, bike trail and waterfront sunsets. Beachy decor, well-equipped kitchen, and nice linens make it a delightful stay. The comfy queen bed and a pullout sofa bed provide plenty.......

1 Bedrooms - Sleeps 2
Cottage in Dunedin

Dunedin Vacation Rental 4.9 Star Review

A stunning, updated bungalow in Delightful Dunedin! This is the perfect place to stay while enjoying our top-rated gulf beaches, bustling Main Street, Major League games, Pinellas Trail, and greater Tampa Bay. Centrally located, only 6 miles to Clearwater Beach, Honeymoon Island and Caladesi Island State Parks, one block from the Pinellas Trail, and only STEPS (400ft) to Main Street! The main hous.......

3 Bedrooms - Sleeps 6
Vacation Rental Home in Dunedin

Dunedin Apartment 4.8 Star Review

Our brand-new construction apartments offer everything you’ll need for an enjoyable and comfortable stay in Delightful Dunedin! Steps from 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! New heated poo.......

2 Bedrooms - Sleeps 4
Apartment in Dunedin

Dunedin Vacation Rental 4.8 Star Review

Our brand-new construction apartments offer everything you’ll need for an enjoyable and comfortable stay in Delightful Dunedin! Steps from 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! New heated poo.......

1 Bedrooms - Sleeps 2
Vacation Rental Home in Dunedin

Dunedin Vacation Rental 5.0 Star Review

Our brand-new construction apartments offer everything you’ll need for an enjoyable and comfortable stay in Delightful Dunedin! Steps from 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! New heated poo.......

1 Bedrooms - Sleeps 2
Vacation Rental Home in Dunedin