Vacation rentals in Safety Harbor

Safety Harbor Retreat off Main St! Pool & Privacy!

As one of Florida’s hidden gems, Safety Harbor has so much to offer! Our Safety Harbor retreat offers both relaxation and the option of a downtown feel. Our home is perfectly designed with a HEATED POOL covered by a lanai but is also WALKING DISTANCE to the downtown area of Safety Harbor. You'll be able to enjoy all of the nearby bars and restaurants while still having a private oasis to retreat back to! With enough space to fit up to 8 guests, we hope you'll plan your next vacation with us.

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.

Nice Sparkling Clean Home with Pool.

Spacious family-friendly retreat. Three comfortable bedrooms and a cozy sitting room within the Master Bedroom, our home offers ample space for the entire family. With two full bathrooms, everyone can enjoy their own privacy and convenience. Step outside to the inviting pool area with a spacious enclosed patio. A Fully stocked kitchen is equipped with everything for preparing and enjoying delicious meals together. Plate settings for six to a comprehensive array of utensils and pots/pans.

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.

Newly Renovated Apt in Stunning Safety Harbor!

Tranquility awaits in this beautifully updated 2 bedroom 1 full bath apartment. Tampa Bay's hidden gem is in the heart of Safety Harbor and the perfect place to wind down and relax or explore all the area has to offer. Centrally located just minutes from the beaches, parks, museums, and airports. Just a short walk to downtown to enjoy fantastic dining, festivals, art shows, live entertainment, the pier, the renowned Safety Harbor Resort & Spa, and much more in this quaint little town.

Heated Pool • 4BR • Near Clearwater Beach

Welcome to your private Safety Harbor getaway—perfect for families and groups of up to 8. Enjoy 4 comfortable bedrooms, 2 baths, a private heated pool maintained around 86°F, fast Wi-Fi, a fully equipped kitchen, spacious living areas, and free driveway parking. About 15–20 minutes from St. Pete–Clearwater Airport, 20–25 minutes from Tampa International Airport, and convenient to Clearwater Beach, shopping, dining, and local attractions. Easy self check-in with a smart lock.

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.

Canopy Cove | Gorgeous Condo In The Heart Downtown

Discover the perfect vacation retreat with "Canopy Cove," a stunning 2-bed, 2-bath apartment nestled in the heart of downtown Safety Harbor. This luxury rental offers all new furniture and top-of-the-line amenities, ensuring the utmost comfort for the duration of your stay. Immerse yourself in the vibrant local scene, as you'll be within walking distance to an array of fantastic restaurants, shops, a rejuvenating spa, and serene waterfront nature trails.

Peaceful Hideaway

Welcome to Peaceful Hideaway Home 🏡 in Safety Harbor 🌴—a relaxing retreat blending comfort, modern convenience, Florida charm ☀️, and luxury ✨. Enjoy a fun game area with arcade 🎮, pool table 🎱, foosball ⚽, tic-tac-toe 🧩, Jumbo Jenga 🧱, Jumbo Connect 4 🔴, ping pong 🏓, cornhole, mini golf ⛳, and darts 🎯. Unwind in the hot tub 🛁 or gather around the big fire pit 🔥 for cozy nights. Perfect for families, friends, and memorable stays. Florida 🌅.

Modern Home right off Main Street + Privacy!

Enjoy a stylish stay in Safety Harbor! This remodeled 1BR/1BA features a full kitchen, in-unit washer/dryer, and cozy living space. Walk to shops and dining while enjoying a peaceful retreat. If you need more space, this duplex has an optional 2BR/1BA extension. Check availability of attached unit to expand into a 3BR/2BA with 2 kitchens and 2 living rooms, sleeping up to 10. Ask about bike rentals during your stay, if interested!

Villa Italia "Villas by Christine"

Perfect location, Charming Villa!! Guests are loving the newly renovated Villa Italia. Two luxury Masters with separate bathrooms - one upstairs & one down. Within the upstairs bedroom you have a queen size bed along with a full size couch for lounging during the day. We are pet friendly. Please let us know you will be bringing your pet. Pet fee of $100. can be paid beforehand or is due upon arrival.

"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!