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Dunedin vacation rentals

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Top-rated vacation rentals in Dunedin

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest suite in Dunedin
Downtown Coastal Studio
Our Downtown Coastal Studio was recently renovated. The studio has a bright and airy atmosphere. Both clean and cozy, it is the perfect place to rest and relax. Located in the heart of downtown Dunedin and two blocks to the Pinellas Trail. Simply park your car and enjoy downtown on foot or rent a bike and cruise around. We are close to two major beaches, the marina, and John G. Hubbard Park, which is just across the street with a nice path to stroll along the water or take in the sunset.
$133 per night
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Tiny home in Dunedin
Cozy 1 bedroom tiny home with pool "Shelly"
Gorgeous newly built luxury tiny home in the heart of downtown Dunedin. This charming 1 bedroom 1 bath home is has everything you need for a perfect stay in our perfect little town. Only steps away from all the best restaurants, breweries, shops and activities in Dunedin. Dunedin was voted one of the best walking towns in America. Just a short drive to beaches including Honeymoon Island and Clearwater Beach. If you don’t feel like driving you can just relax in the pool.
$204 per night
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Condo in Dunedin
Resort Condo Close To Beach/Free Bikes
A Self check-in private condo in a resort. High Speed WiFi. Rear balcony has partial waterfront view for your morning cup of coffee. *A 10 minute to honeymoon Island and the ferry to Caladesi Island voted consistently as one of the top 10 beaches in the US. *A 15 minute to Clearwater Beach (the exact time may vary on weekends and holidays). Clearwater Beach dazzles with impeccable beaches and inviting waters. Trip Advisor named it the nation's #1 beach in 2018.
$188 per night
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Stay near Dunedin's top sights

Photo of Honeymoon Island State Park
Honeymoon Island State Park459 locals recommend
Photo of Caladesi Island State Park
Caladesi Island State Park192 locals recommend
Photo of Dunedin Downtown Market
Dunedin Downtown Market82 locals recommend
Photo of Dunedin Causeway
Dunedin Causeway47 locals recommend
Photo of The Lucky Dill
The Lucky Dill29 locals recommend
Photo of Frenchy's Outpost Bar and Grill
Frenchy's Outpost Bar and Grill67 locals recommend

Dunedin winter vacation rentals

Guest suite in Dunedin
Dunedin Suite West
$113 per night
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Cottage in Dunedin
Cozy Cottage in the Heart of Dunedin
$133 per night
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Rental unit in Dunedin
In the Heart of Downtown Dunedin One Bedroom Apt
$179 per night
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Home in Dunedin
Downtown Dunedin (Funedin) Key Lime Cottages 1
$161 per night
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Rental unit in Dunedin
Light & Bright! Quaint Downtown Dunedin Bungalow!
$131 per night
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Rental unit in Dunedin
Penny Lane Studio Downtown Dunedin
$124 per night
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Home in Dunedin
Modern Loft Downtown
$151 per night
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Villa in Dunedin
Cozy villa on trail, walk to downtown and water
$142 per night
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Condo in Dunedin
Oceanview~Pool ~Walk to Downtown Dunedin ~Marker 8
$99 per night
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Condo in Dunedin
Waterfront and Walk to Downtown - Rates Reduced
$80 per night
Condo in Dunedin
Dunedin Causeway |Beach Pass |King Beds| Smart TV
$190 per night
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Private room in Dunedin
Private Updated Suite in heart of Downtown Dunedin
$138 per night
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Dunedin beach vacation rentals

Condo in Dunedin
Condo w/ free bikes , Pool, Hot tub & Restaurant !
$136 per night
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Cottage in Dunedin
Walk to Waterfront & Downtown ~ Barefoot Parrot 2
$236 per night
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Hotel room in Dunedin
Sea Side Artisan Apartment 10
$139 per night
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Private room in Dunedin
Best of Beso ADA Deluxe 1BR/2BA Water View Suite
$255 per night
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Condo in Dunedin
Charlie's Paradise Condo on the Causeway
$95 per night
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Rental unit in Clearwater Beach
Surf n Sand Studio Apartment by the Water 14
$136 per night
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Condo in Dunedin
One BR on the water! Spectacular location!
$65 per night
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Hotel room in Clearwater Beach
Bay Apartment 12
$120 per night
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Hotel room in Clearwater Beach
Bay Apartment 16
$120 per night
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Rental unit in Clearwater Beach
Surf n Sand 1 Bedroom Apartment by the Water 18
$120 per night
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Hotel room in Clearwater Beach
Bay Apartment with Water View 6b
$120 per night
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Condo in Dunedin
2 bedroom condo with a water view and pool.
$308 per night

Dunedin villa rentals

Villa in Dunedin
Seaside Retreat; Sunsets, Gulf, Marina, Downtown
$171 per night
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Villa in Clearwater Beach
V3- 1 BR, waterfront villa, 2 min walk 2 beach
$168 per night
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Villa in Clearwater
PRIVATE VILLA WITH COURTYARD IN CLEARWATER
$127 per night
Villa in Safety Harbor
Villa at Harbor House "Villas by Christine"
$157 per night
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Villa in Dunedin
Dunedin/Honeymoon family house
$351 per night
Villa in Dunedin
Seaside Paradise
$99 per night
Villa in Safety Harbor
Villa Italia "Villas by Christine"
$190 per night
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Villa in Clearwater Beach
V1-2 BR, direct waterfront, 2 min walk to beach
$225 per night
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Villa in Indian Shores
Gulf-Front suite On the beach with Pool
$409 per night
Villa in Largo
The Hammock - 3 BR gem, 5 mins to beach!
$352 per night
Villa in Palm Harbor
Comfortable, Cozy & Peaceful Home Close to Beach
$176 per night
Villa in Largo
Close to Beaches! Basil House in Largo
$151 per night

Stays in Crystal Beach

Home in Crystal Beach
Crystal Beach Bungalow
$135 per night
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Cottage in Crystal Beach
Quiet Crystal Beach Hideaway - Steps to the Sand!
$144 per night
Cottage in Crystal Beach
Elegant Crystal Beach cottage within sea glimpse
$150 per night
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Bungalow in Crystal Beach
Relax & Rewind #1 by the Gulf & Trail
$158 per night

Stays in Ozona

Rental unit in Ozona
Bright and Airy Ozona on the Gulf
$150 per night
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Rental unit in Ozona
Airy Ozona East on the Gulf!
$141 per night
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Guesthouse in Ozona
Ozona Guesthouse*2 Blks frm Restaurants & Brewery
$157 per night
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Loft in Ozona
NEW! Tropical Palm Harbor Studio: Walk to Gulf!
$106 per night

Stays in On Top Of The World

Private room in Clearwater
Beautiful, spacious studio apartment.
$102 per night
Home in Clearwater
beautiful 1br house, close to beach, free parking.
$131 per night
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Private room in Clearwater
Private Master Room and Bath with Private Entrance
$61 per night
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Vacation home in On Top of the World
Beautiful 3 Bedroom Vacation Home with Heated Pool
$212 per night

Your guide to Dunedin

All About Dunedin

More than 200 acres of park space cover Dunedin, a small town on Florida’s west coast with plenty of natural landscapes to explore. If you visit the lakefront Josiah Cephas Weaver Park in the evening, you’ll find locals sitting on the docks waiting for the colorful sunset, looking out for dolphins and manatees in the water. The 2.5-mile Dunedin Causeway, hovering over the Saint Joseph Sound’s bright blue waters, leads you from Dunedin over to pristine, white-sand beaches at Honeymoon Island State Park. You can find one of the last remaining slash pine forests here, where unspoiled beaches meet Florida swamp grounds. To the east of the Dunedin area is the Mobbly Bayou Wilderness, where pedestrian-friendly trails extend across miles of lush mangrove forests and salty coastal waters filled with the twisted trunks of mangrove trees are home to some of South Florida’s colorful bird population, including the brown pelican and blue heron. Over at Dunedin Marina, fishers cast their lines for snook, head out dolphin-spotting, and hop on ferries to Clearwater Beach.


When is the best time to stay in a vacation rental in Dunedin?

Dunedin is warm and humid from the latter half of spring through summer and mid-fall. Outside of these months, the humidity goes down and the weather becomes cool and pleasant. Winter’s comfortable weather is a great time to explore part of the 38-mile Fred Marquis Pinellas Trail on foot or via rental bike. The path is a former railroad turned pedestrian trail, which runs from Dunedin to small towns further south. Summer is the hottest and rainiest time of year. Dunedin’s namesake beach on Honeymoon Island State Park is only a 15-minute drive away, offering a sweeping expanse of white sand and swim-friendly turquoise waters to cool off in. Spring and fall are cooler than summer but still warm. If you’re visiting between November and June, the open-air Dunedin Downtown Market takes place at Pioneer Park every Friday and Saturday, where vendors sell handmade crafts, jewelry, and food accompanied by live music.


What are the top things to do in Dunedin?

Caladesi Island State Park

A short car ride over Clearwater Bay will lead you across palm tree-lined Highway 60 from Dunedin to Caladesi Island State Park. The park is one of the few protected barrier islands in the state, with preserved beaches and rich mangrove forests whose undulating tree roots rise above the waterline. You can head out on the water and follow the one-mile, tree-shaded kayak trail, which begins at the Caladesi Island Marina.

Hammock Park

Five miles of trails wind through mangrove and oak trees at Dunedin’s 90-acre Hammock Park. From the butterfly garden, you can follow the quarter-mile Fern Trail wooden boardwalk, surrounded by Florida’s native sword ferns and leather ferns. As you wander through sections of the trail that pass through dense woods, owls, vultures, and colorful birds like the cardinal and blue jay often make appearances.

Dunedin History Museum

A few streets back from waterfront Edgewater Park, Dunedin History Museum is housed in a former railroad station from the late 1800s. It showcases nearly 5,000 historical photographs and artifacts from the town’s past. The exhibits take visitors on a journey of how Dunedin’s former railroad — and its role as a hub in the citrus industry — helped build Florida’s success throughout the 1900s.

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