Holiday rentals with a patio in Dunedin

4.98 out of 5 average rating, 82 reviews

A light-filled living area is displayed, featuring a comfortable beige sofa paired with a striped ottoman. A wall-mounted television is positioned opposite the seating. Natural light pours in through a window dressed with soft curtains, creating a relaxed ambiance.

Guest house in Dunedin

Downtown Dunedin Getaway 1BD/1BA

Experience the best of Dunedin, FL in our charming 1BD/1BA upstairs unit, just 1.5 blocks from downtown! Bright and cozy, it features a fully stocked kitchenette, a comfortable queen bed, in-unit laundry, and a dedicated office space with Wi-Fi. Enjoy your morning coffee or evening relaxation on your quaint outdoor deck. Perfect for those who want to explore our picturesque beach town, spend the day at Honeymoon Island, or need a peaceful place to work. Ready to make your Dunedin stay memorable?

A serene outdoor space features a heated pool, reflecting the colorful sky during sunset. Strands of lights are draped above, enhancing the inviting atmosphere. Comfortable loungers are placed beside the pool, with dining areas visible in the background, surrounded by lush greenery.

4.96 out of 5 average rating, 126 reviews

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

A bright living area features light yellow walls and a cozy beige sofa with colorful cushions. A vibrant striped rug lies beneath a small round table, accompanied by a green accent chair and a wooden chair. Natural light enters through a window and double doors leading outside.

4.97 out of 5 average rating, 114 reviews

Dunedin 1BR: KingBed/walkable/bike trail/NewBuild

We are within walking distance of the public library, Toronto Blue Jays spring training camp, and one block from the famous Pinellas Bike Trail. The town center is one mile away on the bike/walking trail. Honeymoon Island is 7 miles north, and Clearwater Beach is 5 miles south. The Community Center is 3 miles away with a splash park for kids, pickle and tennis courts, classes, and a workout facility. We welcome dogs with a non-refundable $125 pet fee that you can pay on arrival on airbnb.

5 out of 5 average rating, 104 reviews

An aerial view showcases a modern two-story house surrounded by water and greenery. A private boat dock is positioned in the foreground, along with a manicured lawn featuring a putting green and colorful kayaks. Solar panels are visible on the rooftop.

Flat in Tarpon Springs

Waterfront studio great for Pasco scallop season!

Studio Apartment on ground level. Direct access to Gulf of Mexico w/short boat/kayak ride. Queen-size bed and pullout sofa. Microwave, coffee maker, stove top, refrigerator/freezer, 62" Smart TV, gas BBQ. Hot tub (only available from Oct 1st-May 31st) Enjoy the sun, beautiful nature of Anclote River with 3 kayaks and 3 paddle boards. Daily sightings of dolphins, manatees and many species of birds passing by. Fish right off the sea wall. Beach is a short 2-miles away. Overnight boat docking.

5 out of 5 average rating, 18 reviews

WOW! Dunedin Coastal POOL Home-beaches-eateries

Escape to this newly remodeled 3-bedroom Dunedin vacation home, perfectly located just minutes from downtown Dunedin & some of the Gulf Coast’s best beaches. Enjoy a refreshing dip in the heated pool or relax on the spacious screened-in lanai. The open-concept design offers a bright, comfortable space with all the amenities. Close to great dining, shopping, the Blue Jays stadium, & the waterfront. Great for families and friends to relax, connect, and make unforgettable memories together.

4.9 out of 5 average rating, 168 reviews

A charming farmhouse exterior is showcased under large trees, with a welcoming front porch featuring red seating and decorative plants. A spacious gravel parking area is visible, complemented by a green landscape in the background, enhancing the tranquil setting.

Home in Palm Harbor

Peaceful Pet friendly 2 BR cottage with hot tub.

Wellcome to our tranquil 2-bedroom, 1-bathroom farmhouse, nestled in the peaceful countryside of Palm Harbor. Whether you're seeking relaxation or adventure, this fully remodeled country cottage provides a serene and comfortable retreat. Whether you're relaxing with a movie, soaking in the hot tub, or exploring the nearby attractions, our farmhouse offers a serene and comfortable home away from home. Book your stay today! Please note that the minimum age requirement to book is 23.

4.93 out of 5 average rating, 103 reviews

A covered patio features four comfortable wicker chairs surrounding a glass-top table. Large windows provide views of palm trees and the sunset over the water, creating a serene outdoor space for relaxation.

Flat in Clearwater

Gorgeous and Updated Waterfront Condo 2 Bed/2 Bath

Relax in this renovated waterfront apartment. Unwind after your day at the beach on the patio overlooking the sun setting over the water. This fresh space has everything you need for your stay; a full kitchen stocked with cooking supplies, two full bedrooms & bathrooms, a large living area with ocean views to name a few highlights. Only 5 miles to the #1 rated Clearwater Beach, 1.3 miles to the fun Downtown Dunedin, a block to the Pinellas Trail, & 1 mile to the Blue Jay’s stadium!

A screened-in outdoor area features a heated pool and spa accompanied by a spacious dining table set for eight. Vibrant glassware and dining plates are arranged, capturing bright colors against the backdrop of lush greenery and a clear sky.

4.93 out of 5 average rating, 127 reviews

Luxury home ~ Heated pool, hot tub, TWO kitchens

Welcome to this stunning 5-bedroom home, located in a quiet, family-friendly neighborhood, just minutes from quaint Downtown Dunedin and a short drive to both Clearwater Beach and Honeymoon Island Beach! 5 bedrooms, 3 bathrooms - including a full "in-law" suite downstairs with it's own full kitchen and living room! It's everything you need and more ♡ Enjoy a heated pool (84°), hot tub, BBQ grill... need we go on? Feel free to ask any questions. We look forward to hosting you!

4.87 out of 5 average rating, 111 reviews

Serenity Bungalow Downtown

Kick back and relax in this stylish bungalow, perfectly situated at the gateway to downtown Dunedin’s vibrant corridor. Explore a variety of shops, microbreweries, pubs, and restaurants, all just steps away. Enjoy the scenic marina and catch fabulous sunsets at the west end of downtown. Located right across the street from a lively restaurant and bar, this bungalow places you in the heart of the action, making it the ideal spot for your Dunedin getaway. Pet fee is per pet.

Guest suite in Clearwater

A peaceful outdoor area is surrounded by lush greenery, featuring palm trees and vibrant plants. A simple table and chairs are positioned beneath a canopy, providing a shaded space for relaxation. A whimsical flamingo decoration adds a playful touch to the serene environment.

5 out of 5 average rating, 124 reviews

Clearwater Studio Getaway

Welcome to Clearwater Studio Getaway! Enjoy a peaceful and centrally-located space just 15 minutes from Clearwater Beach, Downtown Clearwater, and the Tampa Bay área .Just 7 minutes from Safety Harbor and 14 minutes from Dunedin . Perfect for travelers or couples, this cozy studio features a private bathroom, comfy bed, and essential amenities. Relax after a day of sun and fun, with shops, dining, and attractions all within easy reach. Your perfect Florida stay!

4.94 out of 5 average rating, 32 reviews

Tiny home in Dunedin

Boutique Tiny House Escape with Pool | Sunny

Relax and unwind at Sunny, a boutique tiny house escape at Little Blue Hideaway in Downtown Dunedin. Start your morning with coffee on the private upper balcony, spend the afternoon by the pool, and end the day relaxing on the porch swing beneath the Florida sky. Just steps from restaurants, breweries, shops, waterfront parks, and the Pinellas Trail, Sunny offers the perfect blend of outdoor living, walkability, and coastal charm.