Looking for a charming coastal retreat? Our monthly rentals in Dunedin, Florida, provide a perfect long-term escape filled with small-town charm and beautiful Gulf Coast beaches. Whether you're planning a winter getaway or a longer stay, Dunedin offers stunning waterfront views, rich history, and easy access to nearby attractions.
Distance to beach: 5 miles to Clearwater Beach
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Welcome to our charming, brand-new home, ideally suited for up to 7 guests! Nestled in a peaceful neighborhood, this newly constructed single-family residence offers a perfect blend of comfort and modernity. The front door opens to a library or sitting area, leading down a hallway past the laundry closet ...
We absolutely loved this rental! First, it was incredibly clean, decorated beautifully, and the host was extremely accommodating and had excellent communication with us. Second, the rental was in a great ...
Distance to beach: 1 miles to Honeymoon Island State Park
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2 Bedroom 2 Bath fully furnished, "Pet Friendly" home with large fenced backyard. Large living room, full kitchen, and a laundry room with washer/dryer. Covered carport for a single car plus a covered patio with grille. All utilities, Internet & streaming services included.
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Charming Mediterranean style home just south of downtown Dunedin. One home away from the 37 mile Pinellas trail. Walk into downtown Dunedin on the trail. Toronto BlueJays Stadium just 4 blocks away off the trail. About 4 blocks to the water for great sunsets.Our home is about 850 square feet with 2 bedrooms ...
We stayed 1 month and were impressed with the home, landscaping, pool and location. The home is older but is very well maintained and clean with all the accessories you'd need. The landscaping includes ...
Distance to beach: 3 miles to Honeymoon Island
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Stunning Top-Floor Oceanfront Condo with Breathtaking Sunset Views This beautifully furnished 2-bedroom, 2-bath condo is one of the best units in the complex, offering sweeping sunset and waterfront views from your private West-facing balcony and both bedrooms. Located on the top (3rd) floor, this spacious ...
Charming and friendly condo with outstanding sunset views. Relax on the balcony and watch the dolphins and other marine wildlife. This charming condo is spacious with everything you need for a wonderful ...
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Welcome to 1000 Oaks Cottage, your perfect vacation house in the beautiful town of Dunedin, Florida! Upon arrival you will feel immediately at home within this newly renovated cottage with a boho beach vibe. WHAT'S TO LOVE about the 1000 Oaks Cottage:* With 3 beds and 2 baths, this cozy ...
We had a wonderful time staying in this cottage. The amenities were perfect and we felt right at home. There were endless options for great food and activities. We loved trying a new coffee shop every morning. ...
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Minimum Stay 30 days (If property is booked please consider our other property in the same building #18195) LOCATION! This beautiful waterfront condo community is in the prime location for you to enjoy your stay! Located on the Dunedin Causeway/Beach & just before Honeymoon Island Beach and Caladesi ...
We stayed in Dolphin Point Condos we had a beautiful well stocked condo , nicely decorated, and the owners couldn’t have been more accommodating. Our pool was facing the St Joseph Sound it doesn’t ...
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Available Aug 1 - Oct 31st. Minimum Stay 30 daysLOCATION!! This beautiful waterfront condominium community is the prime location of Dunedin. Dolphin Pointe is located on the Dunedin Causeway/Beach & a bike ride to Honeymoon Island/Caladesi Island (voted one of the best beaches in the U.S.). ...
I recently stayed at Kristin Savages condo at Dolphin Point in Dunedin Florida. Everything was above and beyond what we expected. Kristin was very accessible to us. The location was great. The condo was ...
Distance to beach: 2 miles to Honeymoon Island
Key Amenities
About this property
Updated 705 sq.ft condo with a view of the water with private Lanai unit 212 updated in 2021. Our unit 205 that we updated in 2018 has a private Lani that faces the south. There are new floors. paint, furniture, granite counter tops in the kitchen, appliances, bathroom vanity and more. Dolphin Point condos ...
This condo is a quiet, clean place to stay that is convenient to Clearwater, Dunedin, Palm Harbor and Tarpon Springs. Access to Honeymoon Island State Park is minutes away and a pass to the park is included ...
Explore a variety of monthly rentals in Dunedin, from cozy cottages near downtown to waterfront homes with beautiful sunset views. Whether you're looking for a quiet retreat or easy access to restaurants, shops, and beaches, Dunedin has a rental that meets your needs. Enjoy the convenience and comfort of an extended stay in this quaint coastal town.
Don’t miss out on securing your ideal long-term rental in Dunedin. Browse our listings and find the perfect property for your extended stay. Whether you're visiting for the season or planning a longer escape, Dunedin offers a warm, welcoming atmosphere with plenty of activities to enjoy.
Planning your next visit to Dunedin? Book in advance to lock in the best rental options for your desired dates, whether for a winter escape or a summer vacation.
Group-Friendly Rentals
Planning a trip with family or friends? Dunedin offers rentals designed for larger groups. These spacious homes feature multiple bedrooms and ample living space, perfect for reunions, family vacations, or trips with friends.
Family-Friendly Monthly Rentals
Dunedin is a family-friendly destination with easy access to parks, beaches, and nature trails. Our family-friendly rentals provide large living areas, outdoor spaces, and proximity to popular attractions like Honeymoon Island and Caladesi Island State Park.
Romantic Getaways for Couples
Dunedin’s charm and quiet beaches make it an ideal destination for couples. Enjoy monthly rentals that offer cozy spaces, private outdoor patios, and sunset views over the Gulf of Mexico, perfect for a romantic escape.
Winter Retreats for Snowbirds
Dunedin is a popular winter destination for snowbirds looking to escape the cold. Monthly rentals provide a warm, welcoming home base where you can enjoy mild weather and easy access to local golf courses, nature trails, and the lively downtown area.
Secure your winter retreat in Dunedin by booking one of our monthly rentals today. From charming cottages to spacious homes, Dunedin offers the perfect setting for a relaxing and enjoyable winter getaway
Dunedin is known for its outdoor adventures and natural beauty. Staying in one of our monthly rentals allows easy access to:
💰 Highest rates
February and March
🎉 Busiest month
March
🏠 Popular home types
Beachfront condos and cottages
🔥 Hottest months
July and August
❄️ Coldest months
January and December
☔ Rainiest months
June through September
🌺 Best months for flowers
April and May
🌴 Peak tourist season
December through March
🍂 Quietest months
September and October
🌊 Best beach months
March through May
🏌️ Best golfing months
November through April
🎨 Top cultural events
Dunedin Highland Games (April), Dunedin Art Harvest (November)
🍽️ Best dining months
January through March
🦋 Best months for nature activities
March through May
🛶 Best water sports season
June through September
🏖️ Best months for shelling
May and June
📅 Local festivals peak
January through March
