Vacation rentals in Safety Harbor

Bungalow in Safety Harbor

The cottage exterior is framed by lush greenery and palm trees, featuring a light blue facade with multiple large windows allowing natural light. The well-manicured lawn is complemented by a pathway leading to the welcoming entrance.

4.96 out of 5 average rating, 70 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!

4.93 out of 5 average rating, 60 reviews

Peaceful Hideaway

Welcome to Peaceful Hideaway Home 🏡 — your tranquil escape in a quiet Safety Harbor neighborhood 🌴. This fully furnished retreat blends cozy comfort, modern convenience, and classic Florida charm ☀️ with a touch of luxury ✨. Just minutes from downtown Safety Harbor 🛍️, enjoy boutique shops, local dining 🍽️, and scenic waterfront walks 🌊. With beaches 🏖️, parks 🌳, and outdoor adventures 🚴‍♀️ nearby, it’s the perfect getaway to relax, explore, and soak in the best of coastal Florida 🌅.

4.98 out of 5 average rating, 174 reviews

A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.

Bungalow in Oldsmar

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Superhost

5 out of 5 average rating, 4 reviews

Cozy Villa Close to Tampa Bay & Clearwater Beaches

Cozy updated villa 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 restaurants. This home 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 villa is the perfect starting point for your Safety Harbor adventure. Book today !

A charming bungalow is depicted, featuring a light blue front door that invites guests in. The home is framed by a white picket fence, with a pebbled walkway leading to the entrance. Lush greenery and clear skies enhance the welcoming exterior.

4.98 out of 5 average rating, 108 reviews

Downtown Gem with Guest House - Walk to Main St!

Experience the best of Safety Harbor in a home designed for connection. Whether you’re planning a multi-generational reunion or a getaway with friends, the Blue Gecko offers the rare combination of togetherness and privacy. The Main House features 3 bedrooms and 2 baths with a chef-ready kitchen. Just steps across the yard, the Guest House provides a private retreat with its own queen bed, bath, and kitchen—perfect for grandparents or those in the group who appreciate a little extra quiet.

4.99 out of 5 average rating, 100 reviews

The spacious living area features a dark leather sectional sofa with decorative cushions and a low coffee table at the center. Light hardwood flooring extends throughout. Sliding barn doors lead to an adjoining room with television and dining space, while soft lighting enhances the inviting ambiance.

Villa in Safety Harbor

Villa at Harbor House "Villas by Christine"

Welcome to The Villa at Harbor House, located just steps from Safety Harbor’s Main Street, ranked the #10 Main Street by USA Today in 2025. Enjoy convenient walkable access to charming shops, dining, and pubs. This villa is perfect for solo travelers or couples, offering a queen bedroom, fully stocked kitchen, spacious living room, smart TVs, full laundry, and more. Pet-friendly ($100 fee). Beach gear included. For larger groups, consider booking Villa Key West or Villa Italia, steps away.

A vibrant bedroom showcases a spacious bed adorned with a colorful quilt, surrounded by artistic wall decor and framed photographs. Light filters through the windows, illuminating the warm tones of the walls and playful textiles scattered across the floor.

4.89 out of 5 average rating, 47 reviews

Casa Loco - Fun & Whimsical

The search for the most unique and artsy downtown stay is over—you’ve found Casa Loco! Created by the founders of Whimzeyland and the Safety Harbor Art & Music Center (SHAMc), this colorful retreat is filled with eye-catching artwork and collectibles from around the world creating a playful environment unlike any typical stay.. Located in the heart of Safety Harbor, you’re steps from downtown shops, dining, and nightlife, and just 11 miles from the famous white sands of Clearwater Beach.

Guest suite in Safety Harbor

5 out of 5 average rating, 38 reviews

Suite Sunshine - An Artist's Delight

Suite Sunshine is a cozy 300-sq-ft private suite with everything you need to enjoy the artist’s life in Safety Harbor. On a quiet cul-de-sac with its own entrance, this inviting space includes: full kitchen, tiled bathroom, and queen-sized bed. You’ll be walking distance from Main Street’s shops, dining, sunrise views, and lively 3rd Friday markets. Perfect for a professional, student, or couple seeking comfort and convenience. Please note: two friendly goldendoodles share the property.

A scenic view of a freshwater lake reflects soft pastel colors of the sky during sunset. Lush greenery, including various plants and trees, frames the foreground while distant trees and homes outline the horizon, enhancing the tranquil atmosphere.

5 out of 5 average rating, 82 reviews

Safety Harbor Bird House with Lake View

Imagine dropping back in time to old Florida at its best - oak trees draped in Spanish Moss, Alligator Lake in view, and sunrises & sunsets filling the sky with beautiful pastel colors. Welcome to the Safety Harbor Bird House. With a view of a scenic, fresh water lake located on the edge of Tampa Bay, the Bird House is perfect for guests who enjoy a natural setting while also being very close to the conveniences and small town amenities that Safety Harbor has to offer.

The living room features an open layout with a light-colored sectional sofa and a round coffee table. A 65-inch Smart TV is mounted on the wall opposite the seating area. Natural light enters through a window, illuminating plants and decorative elements in the space.

4.98 out of 5 average rating, 88 reviews

Entire Home Walking Distance to Downtown

Newly renovated home in the quaint town of Safety Harbor. • Less than 1/2 mile to Main Street (Downtown) • 1 mile to Safety Harbor Spa • 1.5 miles to Ruth Eckerd Hall • 3 miles to Philippe Park • 10 miles to Clearwater Beach • 15 miles to Tampa Airport Amenities • Outdoor Shower • Private fenced in backyard • Fully equipped Kitchen • King-size Bed in Master • Fast Wi-Fi w/ desk in 2nd Bedroom • Beach Towels

5 out of 5 average rating, 71 reviews

The kitchen area is designed with modern appliances and light cabinetry. A skylight overhead brings natural light into the space. Adjacent, a dining table is visible, and a cozy seating area is featured with a gray sofa and decorative pillows in soft hues.

Cottage in Safety Harbor

"Sweet Harbor Cottage" Walk to Downtown

Welcome to our coastal inspired cottage in the heart of Safety Harbor! Just a 3 block walk to downtown! Enjoy the open floor plan with beautiful decor and furnishings! Plan your day while sipping coffee on the back deck or begin your day watching the sunrise while kayaking, biking or walking the picturesque Bayshore! Enjoy an evening downtown, then wind down in the lighted backyard OASIS!

Guesthouse in Safety Harbor

A modern living space features a comfortable blue sofa adorned with decorative cushions. A sleek coffee table with a candle sits in front. The open kitchen showcases contemporary cabinetry and a kitchen island with bar seating. Light fixtures illuminate the area, enhancing the inviting ambiance.

4.97 out of 5 average rating, 117 reviews

Luxe Apartment | Water Views | Covered Balcony

Upscale, comfortable suite located within central Safety Harbor. This beautiful apartment is great for a quick getaway or a longer vacation rental. Located steps away from Bayshore Blvd which borders Tampa Bay and a 10-minute walk to Main Street Safety Harbor. Beautifully professionally designed contemporary and comfy décor. Easily walk to many restaurants, breweries, and shops!

Popular amenities for Safety Harbor vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Safety Harbor

A serene view from the enclosed patio showcases a lake at sunset, with warm colors reflected on the water. Lush green grass borders the patio, and several tall trees provide shade. Decorative string lights can be seen overhead, enhancing the tranquil atmosphere.

5 out of 5 average rating, 17 reviews

Beach house

4.85 out of 5 average rating, 86 reviews

The inviting living area features a modern fireplace and a decorative mirror on the wall. Bar stools are positioned at a counter with hanging lights above. A butterfly mural adds a pop of color, creating a stylish and cheerful atmosphere.

Condo in Safety Harbor

Downtown Safety Harbor, steps from restaurants!

5 out of 5 average rating, 3 reviews

Poolside Paradise

A private yard features four colorful Adirondack chairs arranged around a fire pit, set on a pebble surface. The fenced area is adorned with plants and illuminated by soft lighting, creating a cozy outdoor space for relaxation.

Cottage in Safety Harbor

4.71 out of 5 average rating, 24 reviews

Tampa Bay Area Cottage w/ Gas Grill and Fire Pit!

5 out of 5 average rating, 6 reviews

Harbor Cottage near Main

An outdoor area showcases a screened-in lanai with a cozy seating arrangement. A wooden table holds decorative items, positioned next to a heated in-ground pool, surrounded by lush greenery and a privacy fence. Sunlight filters through palm leaves, creating a serene atmosphere.

4.98 out of 5 average rating, 49 reviews

Safety Harbor Retreat off Main St! Pool & Privacy!

Apartment in Safety Harbor

A spacious living area features a light grey sofa adorned with decorative cushions. A round coffee table sits on a wood-style floor, while a dining table with black chairs is positioned nearby. Natural light streams through the front door's glass panels, illuminating the modern kitchen with stainless steel appliances.

4.87 out of 5 average rating, 31 reviews

Canopy Cove | Gorgeous Condo In The Heart Downtown

Superhost