Vacation rentals in Safety Harbor

4.91 out of 5 average rating, 270 reviews

A charming Florida bungalow features a turquoise exterior with natural stone accents. The front porch is accessed by a concrete pathway lined with greenery, including tropical plants. A small entry door and window allow for natural light, framed by neatly placed shutters and landscaping.

Home in Barrington Hills

Wonderful family friendly home in Dunedin FL

Comfy Kid & Pet friendly Florida home, 15 minutes to Honeymoon Island, Caledesi State park & Clearwater Beach and Clearwater Aquarium. Large kitchen, dining area, & nice screened in back porch. Shopping malls, grocery store and pharmacies two blocks away. Take a stroll in fun Downtown Dunedin, go for a bike ride on the Pinellas Trail or play foosball and table games with the family. Short drive to Busch Gardens, Lowry Park Zoo or the Florida Aquarium. The yard is fenced in and quite spacious.

Guesthouse in Palm Harbor

4.97 out of 5 average rating, 336 reviews

Private Suite, 1 bedroom, 1 bathroom, pool, patio

Private suite attached to Large house located in Palm Harbor with king-size bed, Split unit A/C Amenities include: Large Bathroom with Jacuzzi, Walk-in Shower. Access to shared pool and patio, backyard and Sundeck. Room includes refrigerator/freezer, Microwave, Coffee maker, Iron and kitchenette. Bistro set in room. Private entrances to room and patio/backyard. No shared space. Cable TV, Streaming and Wi-Fi . Centrally located to Restaurants and shopping. 10 mins. to the beach/Pinellas Trail.

4.99 out of 5 average rating, 139 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

4.98 out of 5 average rating, 116 reviews

The exterior of a newly constructed barn loft apartment is shown, featuring a wraparound deck accessed by wooden stairs. Beneath the deck, picnic tables and seating areas are visible among the surrounding greenery and trees. The property is set in a spacious outdoor environment.

Barn in Odessa

Cypress Lakes Barn Retreat

Rest & relax at this newly constructed barn loft apartment, located on a 4 acre hobby farm in Odessa, Florida on a private lake. This one bedroom, one bath and kitchen is clean, fun, and convenient. We have 2 daily feedings of farm animals at which you can participate including horses, cows, goats, & chickens; or you can choose to kayak on the lake. This memorable place is anything but ordinary, and is conveniently located 11 miles from the airport and is a quick drive to dining & shopping.

A screened-in pool area is featured, with a sparkling swimming pool shaped to enhance relaxation. Comfortable seating is arranged nearby, including lounge chairs and a shaded area. The inviting water reflects the blue sky above, with tropical plants adding a touch of greenery to the space.

4.9 out of 5 average rating, 104 reviews

Modern Paradise home near Clearwater Dunedin Beach

Welcome to Safety Harbor house Florida . Close to downtown main street,fun shops,restaurants ,fishing pier water front park and family friendly activities. the home sleeps 6 guests. Has a nice pool and it is great for couples ,solo adventures,business travelers,families with kids .Fully equipped brand new kitchen brand new bedrooms. Wifi TV Alexa. Tampa international airport 15 minutes Clearwater Beach 15 minutes Palm Harbor tarpon springs sunset beach 10 minutes Saint Petersburg 15 minutes.

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.

Guesthouse in Dunedin

4.84 out of 5 average rating, 126 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.

Guesthouse in Safety Harbor

A welcoming entrance is marked by a rustic wooden sign that reads 'Guest Entrance.' In the background, a charming guest house is visible, surrounded by lush palm trees and green foliage, creating a serene outdoor space.

4.73 out of 5 average rating, 204 reviews

Cozy Main Street Hideaway

Safety Harbor Main Street Hide Away. 3 blocks away from the beautiful Safety Harbor Main street and all its charm. Restaurants, boutiques, shops, bars, museums, the famous Safety Harbor Spa and pier, perfect place to spot manatees and have a gourmet coffee cup at the same time! Private Guest House with 900 sqft 1bed/1 bath .Ideal size for 1-2 couples or a family of 4 (Family with kids welcome). Private backyard patio with fire place. This is a non-smoking. Come enjoy! No pets allowed.

Apartment in Safety Harbor

A spacious sleeping area features a large bed adorned with decorative pillows. Natural light enters through nearby windows, with sheer drapes allowing for a soft glow. A mirror reflects the room, highlighting the warm wood flooring and simple furnishings, including a comfortable chair and side tables.

4.9 out of 5 average rating, 220 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.

A ranch-style home is featured, showcasing a beige exterior with a dark sloped roof. Framed by lush green grass, the front yard includes scattered shrubs and small plants. Several windows allow natural light, and a simple walkway leads up to the entrance. A single-car garage is visible.

4.84 out of 5 average rating, 117 reviews

4/2 Ranch, Walk to Downtown!

Welcome to this warm and cozy updated 4 bedroom, 2 bathroom ranch style home located in beautiful Safety Harbor, FL! This home is a perfect vacation home for your family whether you're looking for a weekend retreat or an extended stay in the area. Sleeps 8 + 1 infant (crib/high chair available). Just a 20-30 minute drive from Tampa and Clearwater, FL - easily accessible from Tampa International Airport (TIA) and St. Pete/Clearwater International Airport (PIE).

Guesthouse in Town 'n' Country

4.98 out of 5 average rating, 257 reviews

Entire Guest House near Tampa airport

Welcome to our charming guest house! Located just 12 minutes away from Tampa Airport, 20 minutes from Raymond James Stadium, and a quick 35-minute drive from Clearwater, our entire guest house offers you convenience and comfort. With a private entrance, you'll have all the privacy you need. Whether you're here for a game, a beach getaway, or to explore the city, our cozy space is your perfect home base. Book now for an unforgettable stay!

4.99 out of 5 average rating, 204 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.

Apartment 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

5 out of 5 average rating, 110 reviews

A modern living area features a large black leather sectional sofa adorned with decorative pillows, complemented by a polished coffee table. Above, a flat-screen TV is mounted on a light-colored wall. Art pieces showcase scenic landscapes, and natural light filters in through white-shuttered windows.

Villa in Safety Harbor

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.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Safety Harbor vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Safety Harbor

A charming outdoor space features stone pavers leading up to a cozy bungalow. Lush greenery and flowering plants surround the entrance, while two comfortable chairs with bright yellow cushions invite relaxation. Soft lighting accents the stone walls, enhancing the serene environment.

5 out of 5 average rating, 7 reviews

"Blue Heron" Charming walkable downtown bungalow

5 out of 5 average rating, 23 reviews

Paradise by the Park

A private heated pool features a connected spa area, both surrounded by a paved patio with comfortable seating. A waterfall element adds a tranquil touch, while the screened enclosure allows for sun and fresh air in the inviting outdoor space.

5 out of 5 average rating, 22 reviews

Lazy Lizard Villa! With Heated Pool/Spa/ Waterfall

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.

4.88 out of 5 average rating, 40 reviews

Casa Loco - Fun & Whimsical

5 out of 5 average rating, 62 reviews

An open plan living area features a comfortable sectional sofa adorned with decorative pillows. A well-equipped kitchen showcases modern appliances and sleek cabinetry. Light floods in from a window, highlighting the serene coastal decor, including a framed palm tree photograph.

Cottage in Safety Harbor

"Sweet Harbor Cottage" Walk to Downtown

5 out of 5 average rating, 57 reviews

A contemporary cottage is illuminated at night, showcasing large glass panels that reveal a warm interior. Surrounding the cottage, a manicured lawn features stone pathways and lush greenery, creating a serene outdoor environment.

Cottage in Safety Harbor

Safety Harbor Cottage

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.

4.95 out of 5 average rating, 58 reviews

Harbor Hideaway

A well-appointed bedroom features a large bed adorned with white linens and decorative pillows. A mirror and dresser are positioned nearby, complemented by soft lighting. Blue walls provide a calming backdrop for the artwork depicting trees. A nightstand with a lamp adds to the ambiance.