Holiday 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, 69 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!

4.96 out of 5 average rating, 263 reviews

Guest suite in Tampa

"Chic/cozy Petite Studio •"Spa-Inspired Shower. 1”

Welcome to your serene hideaway in Citrus Park, where modern comfort meets thoughtful design. Just 11 minutes from Tampa International Airport, and free parking on premises this stylish and private studio is the perfect spot for couples, solo travelers, or business guests seeking a peaceful and rejuvenating stay. Located in a quiet, safe, and central neighborhood, you’ll enjoy a private entrance, free on-site parking, and easy access to restaurants, grocery stores, and major Tampa attractions.

4.98 out of 5 average rating, 161 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

5 out of 5 average rating, 150 reviews

A spacious living room features a large sectional sofa adorned with green pillows and a coffee table placed on a vibrant area rug with palm leaf designs. A flat-screen TV is mounted on the wall, complemented by decorative accents and artwork throughout.

Villa in Safety Harbor

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 suite in Safety Harbor

5 out of 5 average rating, 28 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.

Superhost

An outdoor seating area is sheltered by a wooden pergola adorned with string lights. A cozy couch is positioned on a decorative area rug, complemented by a small table. Lush greenery surrounds the space, providing a tranquil environment for relaxation.

Guest house in Dunedin

4.83 out of 5 average rating, 145 reviews

Guest House in prime location!

This special place is close to everything, making it easy to plan your visit. Less than 30 minutes to TPA Airport, 13 miles to Clearwater Beach, 2.2 Miles to Honeymoon Island, 1.0 miles to US-19 to easily get to surrounding areas, and 3.5 miles to downtown Dunedin. Guest house located on property with friendly host. There is one parking space provided for guests onsite. Happy to provide recommendations for a local experience during your stay! Beach necessities available upon request.

Guest suite in Clearwater

A peaceful outdoor area is surrounded by lush greenery, featuring palm trees and vibrant plants. A simple table and chairs are positioned beneath a canopy, providing a shaded space for relaxation. A whimsical flamingo decoration adds a playful touch to the serene environment.

5 out of 5 average rating, 80 reviews

Clearwater Studio Getaway

Welcome to Clearwater Studio Getaway! Enjoy a peaceful and centrally-located space just 15 minutes from Clearwater Beach, Downtown Clearwater, and the Tampa Bay área .Just 7 minutes from Safety Harbor and 14 minutes from Dunedin . Perfect for travelers or couples, this cozy studio features a private bathroom, comfy bed, and essential amenities. Relax after a day of sun and fun, with shops, dining, and attractions all within easy reach. Your perfect Florida stay!

4.99 out of 5 average rating, 221 reviews

The modern kitchenette features sleek cabinetry, a stainless-steel refrigerator, and a countertop with three black bar stools. A flat-screen television is positioned nearby, and natural light is observed reflecting off the tiled floor, enhancing the open layout.

Flat in Clearwater

Welcome to your cozy studio!

This charming furnished studio apartment is the perfect blend of comfort and convenience, offering everything you need for a delightful living experience: *Fully Furnished *Comfortable Sleeping Area *Equipped Kitchenette *On-Site Laundry Room *Private Parking Space *Private Patio Prime Location: Conveniently located close to shops, restaurants, parks and just 10 minutes away from the breathtaking Clearwater Beach

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, 84 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, 65 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!

Guest house in Safety Harbor

A cozy interior space is highlighted by light wood paneling and textured wall decor. A comfortable bed with dark bedding is positioned near a wooden accent wall, featuring a mounted television. Natural light fills the room through a nearby window, enhancing the inviting atmosphere.

4.94 out of 5 average rating, 298 reviews

Tiny House Oasis | Best Location | Outdoor Shower

Despite its size, this tiny home has all you need! This ideal and quiet space is located in downtown Safety Harbor literally around the corner from Main Street. This light, private and airy gem comes completely equipped to hang out for a while. See what all the tiny home excitement is about! Now with new AC mini split for quieter and more comfortable air.

4.96 out of 5 average rating, 308 reviews

The charming cottage features a bright yellow front door, flanked by potted plants. A welcoming porch is screened with white framing. The well-maintained yard is adorned with manicured grass and a path leading to the entrance, with a white picket fence visible in the background.

Cottage in Oldsmar

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 charming cottage was built in 1925 with great craftsmanship, from the wainscoting to crown mouldings .Relax and enjoy a key west Atmosphere.

Popular amenities for Safety Harbor holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Safety Harbor

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, 80 reviews

Safety Harbor Bird House with Lake View

An inviting pool area is softly illuminated in the evening light, featuring a heated saltwater pool beside a jacuzzi. A white picket fence outlines the space, with outdoor seating and dining visible in the background, creating a harmonious outdoor retreat.

5 out of 5 average rating, 29 reviews

Paradise by the Park

A well-appointed room showcases a spacious bed with soft linens against a light-colored wall. Natural light streams through multiple windows, enhancing the comfortable seating area featuring a gray sofa and small white dining table. A touch of greenery is added with a potted plant.

Hotel room in Dunedin

4.74 out of 5 average rating, 256 reviews

Seaside Artisan *Dog Friendly* 5

Private room in Clearwater

4.98 out of 5 average rating, 102 reviews

Private Bedroom/Bath Near Gulf Beaches & Airports

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, 16 reviews

Casa de praia

Two brown Adirondack chairs are positioned beside a small round table, which holds a variety of fresh fruits and a glass of wine. A large window with white trim allows natural light to enhance the outdoor seating area, which is paved with stones.

Guest house in Safety Harbor

4.73 out of 5 average rating, 11 reviews

Cozy guesthouse walk to parks, downtown waterfront

5 out of 5 average rating, 10 reviews

West Shore Oasis 1b/1b Unit B