Holiday rentals with a patio in Dunedin

Serenity Loft Downtown

Experience the perfect blend of style and comfort at this centrally-located loft. This charming cottage features a loft bedroom, offering the ideal mix of warmth and coziness. Enjoy the convenience of walking distance to everything, allowing you to easily explore the vibrant local scene. After a delightful dinner, unwind witbreathtaking sunset views. Located in the heart of Dunedin, this space is just across the street from a lively restaurant and bar, ensuring you’re always close to the action!

3 BR/2B pool home WiFI and Brand new furnishings

Lots to Love about this centrally located Clearwater beauty. This pool home is 25 minutes from the Tampa airport and 15 minutes to famous Clearwater Beach and less than a half hour to downtown St. Pete, not to mention a 10 minute walk to Phillies spring training stadium and minutes by car to hundreds of Shoppes and Restaurants. Enjoy this spacious home with split bedroom plan and brand new furnishings. Sweet dreams on the Casper mattresses. Relax Poolside in the screened lania or by the firepit

Heated saltwater pool|Spacious 4BR/3BA|

Welcome to Cerulean Cottage, our coastal home centrally located in Dunedin, Florida. Whatever brings you to this area, you will find yourself right at home in our comfortable beds, cozy couch, and functionally designed spaces. Have a blast in the pool and game room and wind down in our new 4D massage chair. We are close to conveniences, including grocery stores and many favorite local restaurants and just a short drive from our quaint downtown and beaches. Happy holidays from our family to yours

Condor's Nest-Walk to Downtown, Heated Pool!

Condor Nest- 3 bdrm, 2.5 bath + loft w/ queen sleeper couch, 2300+ sq. ft. private home in downtown Dunedin! Less than a five-minute walk from downtown-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! Also, a short drive or trolley ride to Caladesi Island/ Clearwater Beach. Additional units available on property!

Zen Retreat | Beach & Trail Close By | $0 Cleaning

Casita del Sol is a unique freestanding guest cottage surrounded by majestic oaks laden in Spanish moss. Only 1 mile from lively downtown Palm Harbor - home to a variety of restaurants, bars, breweries and more. The Pinellas Trail (also only 1 mile away) offers miles of fresh air & exercise. A short drive south brings you to quaint coastal Dunedin, the famous beaches of Honeymoon/Caladisi Islands & Clearwater. Just north is Tarpon Springs - home to sponge docks, shops, dining & more.

Cozy Coastal Cottages of Dunedin #1

Under new ownership & personally hosted by locals — same 5⭐ experience! This 2BR/2BA retreat for 5 blends coastal style with modern comfort. ✨ Freshly remodeled & sparkling clean! Walk to downtown Dunedin’s breweries, boutique shops & marina 🚶 or drive to Honeymoon Island & Clearwater Beach 🏖️. Inside: stocked kitchen 🍳, king & queen bedrooms 🛏️, 2 full baths 🛁, laundry 🧺, patio seating 🌅 & free parking 🚗. Locally hosted ❤️. Bigger group? Add the 2nd unit for up to 10 👯

Pelican's Nest - Pet Friendly

The Pelican's Nest is a cozy tiny home that has been remodeled with you in mind. Enjoy the beachy vibes inside the home or relax outside where you can connect to nature with your private yard. Enjoy a fire or dinner on your outdoor dining table. Have your pet staying with you? No worries! They are welcome here. Located a mile from Gulfport's beach blvd. Where you can shop, dine, or stroll the beach. 6 miles away will take you to the famous St Pete Beach or the St Pete pier.

Private pool, steps to gulf, fishing, bike trails

Escape to your private Palm Harbor oasis! This updated studio features a cozy queen bed, sofa bed, and kitchenette, plus a sparkling in-ground pool reserved just for guests. Walk to the Gulf for fishing, boating, or paddleboarding, or hop on the nearby Pinellas Trail for biking and exploring. Enjoy beaches just minutes away, along with amazing dining, breweries, and live music in historic downtown. Pet-friendly, with keyless entry and free cleaning for 14+ night stays.

Luxury Tiny Home 2 Bed 1 Bath Unit A "Sunny"

Charming tiny home in Downtown Dunedin! 1 minute walk and you're in the heart the vibrant boutiques, breweries, sunsets, delicious restaurants & nightlife of Downtown Dunedin! Clean and modern retreat is 15 minutes from the stunning Clearwater Beach. Bike on the Pinellas Trail, go to a baseball game, rent a golf cart or Play Golf. Enjoy a fully equipped kitchen for all your culinary needs. Enjoy the FL sun on the property's private pool.

Heated pool, hot tub, game room, 10 min to beach

☀️ Welcome to Sunset Haven Retreat! Just 10 minutes from the soft sands of Honeymoon Island and vibrant Downtown Dunedin, this peaceful getaway lets you start your morning with coffee by the pool, fire up the grill for a backyard feast, unwind by the firepit, and soak in the hot tub under the stars — your perfect coastal escape awaits! 🌴✨ 🌞 Message us for local tips, from beach spots to sunset views — we love sharing our favorites!

Ocean Sunsets & Downtown Biking Trails

Bring the family to this unique property. Bikes rentals close by, free parking, outdoor grill, beach supplies, smart TVs, backyard lounge area, outdoor Jenga, hosts that go above and beyond to make sure you LOVE your stay. Walking distance to charming downtown Dunedin with plenty of shops/bars/breweries/restaurants/playgrounds. Walk two blocks to the ocean and watch the sunset over the gulf.

Mango Cottage, pet friendly, steps to gulf

Keep it simple and relaxing at this peaceful and centrally-located Mango Cottage. Mango Cottage is located a short walk (1 block) from the gulf. There you can enjoy fishing from the pier, swimming at the small, marked beach or a quiet read at the gazebo. Launch your kayak or paddle board from the coastline or just enjoy remarkable sunsets sure to set your heart a flutter.