Dunedin Homes with 1-7 Days Minimum lease

Welcome to Dunedin, a charming city located in Pinellas County, Florida! Known for its Scottish heritage and vibrant arts community, Dunedin offers a unique blend of history, culture, and natural beauty.

If you're looking to make Dunedin your home, you'll be pleased to know that there are plenty of options available, including homes with a minimum lease of 1-7 days. Whether you're looking for a cozy cottage for a short getaway or a spacious villa for an extended stay, you'll find the perfect rental property to suit your needs in Dunedin.

With its picturesque downtown area, beautiful beaches, and a wide range of outdoor activities, Dunedin has something to offer everyone. Take a stroll along the Pinellas Trail, explore the local art galleries and boutiques, or simply relax on the sandy shores of Honeymoon Island State Park.

In Dunedin, you'll also find a thriving real estate market, with a variety of homes available for sale or rent. From historic bungalows to modern waterfront properties, there's something for every taste and budget in this vibrant city.

So whether you're looking to enjoy a short-term stay or put down roots in Dunedin, you'll find a warm welcome and a true sense of community in this lovely Florida city. Come and discover all that Dunedin has to offer – you may just find your perfect home away from home!

Newest Dunedin Homes with 1-7 Days Minimum lease

$550,000

4 Beds ⋅ 2 Baths ⋅ Ravenwood Manor SubDv. ⋅ 34698 Zip Code ⋅ TB8529502 MLS ⋅ Active Status

Enjoy the best of Florida living in this 4 bedroom/ 2 bath split plan pool home with no HOA, ideally located just minutes from vibrant Downtown Dunedin, Honeymoon Island State Park, and TD Ballpark, home of the Toronto Blue Jays Spring Training. The open-concept floor plan is perfect for everyday living and entertaining, featuring a beautifully remodeled kitchen with white cabinetry, stone countertops, stainless steel appliances, a large island, and a convenient built-in under-counter microwave. Updated luxury vinyl flooring runs throughout the main living areas, with carpet in the bedrooms for added comfort. Step outside to your private pool and enjoy a low-maintenance backyard designed for relaxing weekends in the Florida sunshine. One secondary bedroom features a fun clubhouse-style loft bed that can stay for the next adventure or be removed to create a traditional bedroom. A new water heater adds extra peace of mind. Move-in ready and close to shopping, dining, parks, and everything that makes Dunedin such a sought-after place to call home!

1901 Briarwood Street, Dunedin

$199,999

1 Beds ⋅ 1 Baths ⋅ Royal Yacht Club North Condo SubDv. ⋅ 34698 Zip Code ⋅ TB8526454 MLS ⋅ Active Status ⋅ Beso Del Sol Resort BLDG.

Looking for a turnkey short-term rental with built-in income potential, or your own slice of the Dunedin waterfront lifestyle? This condo-hotel unit at Beso Del Sol is exactly the ticket. Tucked right next to the elevators — meaning you're steps from the pool deck and amenities every single time — this is a resort condo designed from the ground up to work for you. Here's the part investors love: this unit is a legally recognized resort condominium, which means it's built to rent. There's no minimum stay restriction beyond a single night, so you can capture nightly, weekly, or seasonal guests without the caps that slow down a lot of other condo-hotel investments. Prefer a hands-off approach? The community has an established Rental Company and on-site rental program office ready to manage bookings for you. Want more control? Self-manage and keep more of the upside. Either way, you're not choosing between "investment" and "vacation home" — you get both. Boat slips for rent. The resort itself is set up to keep guests around and coming back: an indoor pool, poolside and beachside concession areas, indoor and outdoor bars, an on-site restaurant, a gameroom, and dock/marina access. There's also a free on-site laundry facility — a small detail that guests and owners both appreciate. Your HOA dues already cover water, sewer, bulk cable TV, and common-area electric — one less thing for you or your property manager to juggle month to month. Then there's Dunedin itself — the real reason renters keep coming back year after year. This is one of the most walkable, golf-cart-friendly towns on Florida's Gulf Coast, with a downtown built for wandering: craft breweries, waterfront restaurants, boutique shopping, and a packed calendar of festivals and live music almost every weekend. Hop on the Pinellas Trail right from town for 28+ miles of biking and walking, or take a short ride to Honeymoon Island State Park and the ferry over to Caladesi Island — regularly ranked among the top beaches in the country. Add in easy access to the marina and waterfront, and you've got a location that pulls tourists, snowbirds, and weekend visitors consistently, all year long — exactly the kind of steady demand that keeps a short-term rental calendar full. Whether you're chasing strong occupancy numbers, want a low-maintenance beach getaway you can rent out when you're not using it, or you're simply ready to own a piece of one of the Gulf Coast's most in-demand small towns, this Beso Del Sol unit checks every box. Properties like this in Dunedin don't sit long — schedule your showing today before someone else claims this one.

1420 Bayshore Boulevard Unit 206, Dunedin

$1,499,000

3 Beds ⋅ 3 Baths ⋅ Highland Park Hellers SubDv. ⋅ 34698 Zip Code ⋅ TB8463513 MLS ⋅ Active Status

Tucked along the charming red-brick streets of Dunedin, this beautifully updated cottage & tiny home offers an inviting retreat in one of the area’s most desirable locations. Just one block from TD Ballpark and the Pinellas Trail, and a short stroll to iconic Edgewater Drive, you’ll have endless opportunities for recreation, dining, and exploration right at your doorstep. This property is truly a place to dream—complete with a VACANT, buildable lot (approved for up to 2,900 sq ft) attached to the already renovated and fully furnished structures which all together would equal 4373 Sq. Ft. (1473 Sq. Ft. already built + additional 2900 Sq Ft for the buildable structure on the vacant lot. Current owners have prepared the plot of land, cleared trees, completed construction, furnished and equipped them with everything needed for a turn-key rentals of both units. Whether you’re looking to expand, invest, or create a multi-home retreat, the possibilities are wide open. Last photo is a proposed and approved plan that the current owner was going to move forward with. Plans can be provided upon request. Also, you can apply for a bed and breakfast permit with the city and have nightly rentals out of the vacant units as long as you live in one of them. So many possibilities and potential here! Downtown Dunedin’s boutiques, restaurants, breweries, and waterfront parks are nearby, giving you the perfect blend of peaceful privacy and unbeatable convenience. The front cottage features: 2 bedrooms 2 bathrooms The rear cottage includes: 1 bedroom 1 bathroom A rare opportunity in the heart of Dunedin! Contact the listing agent for more details.

448 Locklie Street, Dunedin

$249,000

2 Beds ⋅ 1 Baths ⋅ Sea View At Honeymoon Island SubDv. ⋅ 34698 Zip Code ⋅ TB8422357 MLS ⋅ Active Status ⋅ Sea View/01 BLDG.

LOCATION, LOCATION, LOCATION! Great coastal neighborhood with many local restaurants, shopping, and groceries. Enjoy easy access to Honeymoon Island State Park, Downtown Dunedin, the Pinellas Trail, and more! This second-floor condo offers 2 bedrooms, and 1 full bathroom, with canal views from the bedroom and the living room. The Dining Room and Living Room are open concepts. The building offers two laundry rooms with access to machines. This is a turnkey condo, already furnished and equipped for short term vacation rentals or your very own beach condo. Recent updates include new flooring and fresh paint.

439 S Paula Drive Unit 202, Dunedin

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