Safety Harbor vacation rentals

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Top-rated vacation rentals in Safety Harbor

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

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Guest favorite

Bungalow in Safety Harbor

5.0 out of 5 average rating, 13 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!

Guest favorite

Tiny home in Oldsmar

4.95 out of 5 average rating, 244 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.

Guest favorite

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.

Guest favorite

Guest suite in Dunedin

4.94 out of 5 average rating, 202 reviews

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.

Guest favorite

Home in Clearwater

4.9 out of 5 average rating, 116 reviews

Coastal Cottage B - Bikes Beach Items

This lovely 2 bedroom 1 bath home is clean and modern! This home is a duplex but has no access between units -it was triple insulated on all walls. All bedrooms have brand new foam mattresses and new cold air/mini splits. This unit has many stairs-please see pictures. Access to the bathroom is through the downstairs bedroom. I just installed privacy curtains in both bedrooms (no actual bedroom solid doors. Sorry no animals/pets. Close to Dunedin, Honeymoon Island, and Clearwater beach! ❤️

Guest favorite

Home in Safety Harbor

4.88 out of 5 average rating, 26 reviews

Shamwowzey Vibrant & Artsy Downtown Bungalow

Located in the Safety Harbor Art & Music Center (SHAMc) complex, 1 block to downtown and a short walk to Safety Harbor Spa & Pier. This unique and artsy guest house is sure to put you in a fun mood! Relax lounging in the spacious backyard , be inspired to play a Baby Grand Piano indoors with AC or just view the gorgeous artwork. The house is on the second floor with driveway and street parking. Whether you are here to work or play there is plenty of room and lots of see and be inspired by!

Guest favorite

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.

Guest favorite

Condo in Safety Harbor

5.0 out of 5 average rating, 14 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.

Guest favorite

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.

Guest favorite

Guest suite in Safety Harbor

5.0 out of 5 average rating, 51 reviews

Welcome to beautiful and peaceful Blue Heaven.

Not only will you find a beautiful, spacious and functional place to stay, but so much to do in Safety Harbor and the surrounding areas. You will love the comfy bed (handmade) and the beverage area. I particularly love the hammock. There is a wonderful spa bathroom with a jetted tub and all the amenities you need. A table for 2 and a desk with a charging station are included. You also have your own yard with a deck, Adirondack chairs and umbrella and free parking too.

Guest favorite

Guesthouse in Clearwater

4.9 out of 5 average rating, 181 reviews

Cottage on Pinellas Bike Trail

This cottage on the trail is a gem. It is an easy one mile bicycle ride to downtown Dunedin and a quick stroll to waterfront Edgewater Park to watch sunsets or see the lights of Clearwater Beach across the intracoastal waterway. Circular driveway with a carport for off street parking. The cottage is equipped with a Keurig, microwave, mini fridge, as well as beach amenities and wifi. There's a fenced back patio for you to enjoy our beautiful weather!

Guest favorite

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.

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Popular amenities for Safety Harbor vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Safety Harbor's top sights

Mease Countryside Hospital6 locals recommend

Philippe Park60 locals recommend

Safety Harbor Resort and Spa48 locals recommend

Whimzeyland11 locals recommend

Bar fly41 locals recommend

Safety Harbor City Marina8 locals recommend