Vacation rentals in Safety Harbor

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Top-rated vacation rentals in Safety Harbor

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Guest favourite

Bungalow in Safety Harbor

5.0 out of 5 average rating, 14 reviews

Harbor Hideaway

Come stay in this cozy coastal cottage & enjoy charming Downtown Safety Harbor. Just a short walk away from the bay where you can enjoy a great walking/biking path, our marina, fishing, a mangrove boardwalk, manatee & dolphin watching, & much more. Downtown has many restaurants, shops & live entertainment to check out! Harbor Hideaway has a back deck with a fenced in back yard for privacy & an outdoor shower. Enjoy a good book & morning coffee in the sunroom. Award winning beaches close by!

Jul. 7 – 14

$299 CAD per night

Guest favourite

Tiny homes in Oldsmar

4.96 out of 5 average rating, 246 reviews

Louisa's Cottage

This Cottage is located in the heart of Oldsmar. Walking distance to many of Oldsmar’s main attractions, beaches and parks 3 blocks away &Amazing variety of restaurants ,This Private1BD/1BA Cottage is split down the middle you have your own entrance And private space to yourself. Don’s place is on your left and Louisa’s cottage is on your right side.This charming cottage was built in 1925 with great craftsmanship, from the wainscoting to crown mouldings .Relax and enjoy a key west Atmosphere.

Aug. 16 – 23

$158 CAD per night

Guest favourite

Home in Safety Harbor

4.92 out of 5 average rating, 13 reviews

Safety Harbor Retreat

Cozy townhome nestled in the heart of Safety Harbor. Located just a mile from the vibrant Main Street, you'll have easy access to an array of shops, boutiques, and delectable restaurants. This townhome boasts a warm and inviting ambiance, perfect for families, couples, or a group of friends seeking a tranquil retreat. Whether you're here for the scenic beauty, the rich cultural experiences, or the warm Florida sun, our townhome is the perfect starting point for your Safety Harbor adventure.

Sep. 20 – 27

$295 CAD per night

Guest favourite

Villa in Safety Harbor

5.0 out of 5 average rating, 110 reviews

Villa Key West "Villas by Christine"

Perfect location, Charming Villa Guests are loving the newly renovated Villa Key West. Christine's goal was to make guests to feel the charm of a Key West Villa while experiencing the amenities of a 5 star hotel The Living room and bedrooms have large smart TV’s with complementary Roku, Netflix, Prime and Hulu. Enjoy the view out back of one of Safety Harbors 150 year old Oak & nature pond. We are per friendly. Please let us know you will be bringing pet. Pet fee of $100.00 due upon arrival.

Sep. 10 – 17

$315 CAD per night

Guest favourite

Guest suite in Dunedin

4.94 out of 5 average rating, 202 reviews

Downtown Coastal Studio, 10 min. to the beach!

The studio has a bright and airy atmosphere, clean and cozy, it is the perfect place to rest and relax. Located in the heart of downtown Dunedin in walking distance to the Pinellas Trail and Main St. Simply park your car and enjoy town on foot or rent a bike and cruise around. We are close to Honeymoon Island and Clearwater Beach (ranked in the top 15 white sand beaches in the world), the marina, a park just across the street with a nice path to stroll along the water or take in the sunset.

Jul. 22 – 29

$164 CAD per night

Guest favourite

Guesthouse in Safety Harbor

5.0 out of 5 average rating, 22 reviews

Bayside Suite

Beautiful guest suite located in the heart of Safety Harbor, just one block off the bay! Walk to parks, pier, restaurants, spa, breweries, coffee shops, boutiques, and more. Safety Harbor is known for hosting fun and eclectic festivals and street fairs throughout the year. Close in proximity to downtown, yet tucked back on a peaceful residential street. Also located ~ ~20mins to TPA ~20mins to Clearwater Beach ~25mins to downtown St Pete ~25mins to downtown Tampa ~30mins to Busch Gardens

May 2 – 9

$250 CAD per night

Guest favourite

Cottage in Safety Harbor

5.0 out of 5 average rating, 68 reviews

The Sunshine Cottage - Like Grandma's with WIFI

Walk through the front door of my restored 1948 Sunshine Cottage and you will feel transported back to your grandma's house only with WIFI! Just 3 blocks from Main Street. Enjoy the Sunday market, live music, pier, and 400 year old oak trees! Visit the historical mound in Philippe Park. Ride your bike along the bay. Come experience a magical place. I <3 furbabies. Let me know you are bringing your pet. I have a limit of two dogs and I do have a cleaning fee associated. Sorry, no cats.

May 8 – 13

$193 CAD per night

Guest favourite

Condo in Safety Harbor

5.0 out of 5 average rating, 15 reviews

Downtown Parisian Pad. Pet Friendly

Pet friendly Fun & festivities await you in downtown Safety Harbor. Walk across the street to 5 star restaurants & eclectic shops. Have a spa day at world famous Safety Harbor Spa. Come for Safety Harbors festivals, 3rd Fridays or farmers markets. Enjoy biking trails & waterfront parks. 2 bed, 1 bath with full kitchen. Smart TVs in rooms. 2nd bedroom has day bed with twin or king bed. Living room with futon couch & recliner. Cozy fireplace with or without heat. Washer/dryer in unit.

Oct. 15 – 22

$308 CAD per night

Guest favourite

Guest suite in Safety Harbor

5.0 out of 5 average rating, 43 reviews

Happy Hidden Downtown Safety Harbor

Private 2 Bed/1 Bath apartment with mini kitchen. 5 minute walk to Main street with quaint shops and restaurants. This Quiet atmosphere and neighborhood still adds a punch with world renown Safety Harbor spa, marina, pier and kayak/canoe/SUP rentals for playing on the water within 10 minute walk away. Very clean, sanitized, nicely decorated, new queen sized bed and Futon couch folds down to a full size bed. Dining table, small refrigerator, toaster oven, and Keurig Coffee Maker.

Jun. 19 – 26

$141 CAD per night

Guest favourite

Guesthouse in Clearwater

5.0 out of 5 average rating, 23 reviews

Cozy In-Law Suite Near Beach

Cozy, newly renovated space to kick back and relax. 400sqft w/ a queen bed, large walk-in shower, kitchenette and comfy living room with fast internet and smart TV. Perfect if looking for a short/mid term stay while planning your next move Conveniently located near 2 major roads (3 min), Grocery (4 min), Meade Hospital (5min), and beaches (14 min) Located on a quiet street minutes from Honeymoon Island and Clearwater beach, downtown Dunedin, amazing dining, and unique breweries

Aug. 6 – 13

$132 CAD per night

Guest favourite

Apartment in Safety Harbor

4.92 out of 5 average rating, 166 reviews

The Downtown Studio

Featured in the Hallmark movie "Love in the Sun", The Downtown Studio apartment is on the second floor of the original Safety Harbor Hotel on Main Street, built in 1914. The flat features all the comforts of home. The Inn is right in the center of downtown Safety Harbor, 15 minutes from both Clearwater (PIE) and Tampa International Airport (TPA) , 10 miles to the white sandy beaches of Clearwater, 17 miles to St.Petersburg. This is a perfect home base for your Gulf adventures.

Jun. 7 – 14

$218 CAD per night

Guest favourite

Home in Safety Harbor

5.0 out of 5 average rating, 12 reviews

Private Oasis in Safety Harbor!

You will find our home is newly renovated and fully furnished. The fenced backyard is your private oasis complete with astro turf, deck, hammock, couches and a bbq with lots of shade from big beautiful oaks. The home is located in downtown Safety Harbor just a block off of Main Street. Walking distance to several parks, lots of dining options in a quaint town with plenty to do. Brand new appliances including washer and dryer.

Mar. 28 – Apr. 4

$271 CAD per night