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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.

Guesthouse · Dunedin
Heart of Dunedin - Bay Suite: walk&ride everywhere
Comfortable new construction apartment. Great for a quick getaway, or a longer vacation rental hideaway. Located in downtown Dunedin and surrounded by beautiful grand oak trees, you will feel right at home the moment you arrive. Gorgeous and stylish contemporary design. Main Street is only a few blocks away, and the Pinellas Trail is a 5-minute walk. Walk or ride bikes to many restaurants, breweries and shops, and watch sunsets each night at the marina on Gulf of Mexico water.
Dec 4 – 11
$115 per night
Apartment · Dunedin
In the Heart of Downtown Dunedin One Bedroom Apt
Historic Home in the heart of Downtown Dunedin, known by locals as the Yellow House. First floor 1 bedroom apartment is totally renovated. Walk just a few steps to restaurants, bars, shops, and the Pinellas Trail. Home overlooks Pioneer Park where you can enjoy the local farmers market on weekends, concerts, movies, art festivals and much more.
Oct 23 – 30
$84 per night
Hotel room · Dunedin
Seaside Artisan Apartment 6
This Airbnb offers a unique experience to stay at a mom and pop style retro motel. The property has total of 10 airbnb’s. There is no lobby for the guests, however we do list for rent the owner suit with front desk on airbnb as well. You can find it under “Seaside Artisan Motel Owner Suit”. This Airbnb is walking distance from the restaurants, shops and bars in Dunedin. It’s about 4 miles away from Honeymoon Island and about 6 miles from Clearwater Beach.
Aug 7 – 14
$118 per night

Vacation rentals for every style

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Stay near Dunedin's top sights

Photo of Honeymoon Island State Park
Honeymoon Island State Park141 locals recommend
Photo of Edgewater Park
Edgewater Park16 locals recommend
Photo of Dunedin Downtown Market
Dunedin Downtown Market34 locals recommend
Photo of Hammock Park
Hammock Park23 locals recommend
Photo of Josiah Cephas Weaver Park
Josiah Cephas Weaver Park16 locals recommend
Photo of Caladesi Island State Park
Caladesi Island State Park54 locals recommend

Dunedin villa rentals

Villa · Dunedin
Cozy villa on trail, walk to downtown and water
Jun 2 – 9
$125 per night
Villa · Clearwater
Dec 18 – 25
$109 per night
Villa · Safety Harbor
Villa Italia "Villas by Christine"
Aug 23 – 30
$162 per night
Villa · Tampa
Aug 23 – 30
$58 per night
Private room · Tampa
Spotless Private bedroom in Villa in Carrollwood.
Nov 13 – 20
$41 per night
Private room · Port Richey
Relaxing 1 bedroom villa with pool
Oct 5 – 12
$55 per night
Villa · Tampa
Busch Gardens Charming Villa
Nov 23 – 30
$92 per night
Villa · New Port Richey
Newly updated 3-bed, 2-bath w/pool. Beaches close
Sep 11 – 18
$158 per night
Villa · St. Petersburg
4-Bedroom Villa With Pool ~4 Miles From The Beach!
Oct 9 – 16
$111 per night
Villa · Palm Harbor
Feb 11 – 18
$829 per night
Villa · Clearwater Beach
V3- 1 BR, waterfront villa, 2 min walk 2 beach
Nov 27 – Dec 4
$99 per night
Villa · Largo
Quiet 3BD Huge Tropical Garden & Patio. 5min Beach
Dec 9 – 16
$157 per night

Dunedin winter vacation rentals

Guest suite · Dunedin
Beautiful Queen Suite 15min from Honeymoon Beach
Dec 12 – 19
$98 per night
Guesthouse · Dunedin
Timeless Escape
Nov 21 – 28
$104 per night
Home · Dunedin
Cozy Dunedin Get Away. GOLF CART RENTAL ON SITE!
Jan 22 – 29
$128 per night
Cottage · Dunedin
BeachBunkies Cottage 2. Four miles to the beach!
Jun 5 – 12
$75 per night
Apartment · Dunedin
The Coastal Retreat
Jul 17 – 24
$75 per night
Apartment · Dunedin
Heart of Dunedin - Apartment: 2 block walk downtwn
Dec 1 – 8
$121 per night
Guest suite · Dunedin
Enjoy Dunedin in Comfort and Style!
Oct 22 – 29
$81 per night
Home · Dunedin
Downtown Dunedin (Funedin) Key Lime Cottages 1
Apr 7 – 14
$116 per night
Apartment · Dunedin
Penny Lane Studio Downtown Dunedin
Nov 13 – 20
$98 per night
Guesthouse · Clearwater
Secondary Unit at family Home
Dec 15 – 22
$68 per night
Private room · Pinellas Park
Queen Bedroom w/ TV, Coffee, & Breakfast
Dec 2 – 9
$35 per night
Cottage · Dunedin
BeachBunkies Cottage 1. Four miles to the beach!
Oct 17 – 24
$86 per night

Dunedin beach vacation rentals

Cottage · Dunedin
Walk to Waterfront & Downtown ~Barefoot Parrot 3
Jun 23 – 30
$225 per night
Apartment · Dunedin
My Favorite Place 🍊downtown & city approved
Jun 21 – 28
$155 per night
Apartment · Crystal Beach
Relax and Rewind #4 (Rear duplex)
Nov 11 – 18
$80 per night
Private room · Clearwater
Private Room In House/ Queen Bed/Free Parking/WiFi
Dec 3 – 10
$45 per night
Condo · Dunedin
The Port Bow at Nautical Landings (Waterfront)
Apr 21 – 28
$160 per night
Apartment · Crystal Beach
Crystal Beach King Bed 1 Bedroom Kitchen Apt.
Nov 13 – 20
$78 per night
Apartment · Clearwater Beach
Surf n Sand Studio Apartment by the Water 12
Sep 9 – 16
$86 per night
Hotel room · Dunedin
Sea Side Artisan Apartment 10
Jun 10 – 17
$177 per night
Cottage · Dunedin
Endless Summer Cottage 2
Aug 12 – 19
$111 per night
Guest suite · Tarpon Springs
Private suite in heart of Tarpon Springs!
Mar 13 – 20
$70 per night
Condo · Clearwater
New Listing! Welcome to your vacation home
Aug 15 – 22
$105 per night
Hotel room · Clearwater Beach
Tropical Breeze
Nov 24 – Dec 1
$93 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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