Holiday rentals in Safety Harbor

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, 24 reviews

Lazy Lizard Villa! With Heated Pool/Spa/ Waterfall

Welcome to charming Lazy Lizard Villa with Pool/Spa! Our beautiful home is perfect place to relax with the family and friends, nestled in quiet neighborhood only few blocks from downtown Safety Harbor,Florida! This perfect gateway offers a unique blend of relax, charm and comfort. Our guest will find plenty to do as well at the villa and out in family- friendly small historic town, with scenic waterfront parks, boardwalk, marina, fishing pier, restaurants, shops, museums, brewery, and more!

An open-concept living area is showcased, featuring a spacious kitchen with a large island and modern appliances. A dining table accommodates several chairs, while comfortable seating areas are arranged, providing a relaxing space. Natural light fills the room through expansive sliding glass doors leading to the outdoor area.

4.92 out of 5 average rating, 49 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 🌅.

4.99 out of 5 average rating, 151 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, 144 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.

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.

4.91 out of 5 average rating, 107 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.

Guest suite in Safety Harbor

5 out of 5 average rating, 15 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.

4.85 out of 5 average rating, 131 reviews

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

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.

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, 120 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).

4.93 out of 5 average rating, 58 reviews

A spacious bedroom is complemented by a king-sized bed with a light quilt. The room features a ceiling fan, air conditioning unit, and a well-equipped kitchen area with a refrigerator, stove, and sink. Natural light enters through the window, enhancing the bright decor.

Cottage in Safety Harbor

6B Newly Renovated Casita at Coastal Cottages!

This newly renovated Casita is light in decor with lots of natural light. *Ideally located one block from Main Street, Safety Harbor. Downtown has lots of shopping, dining and bar options all within a few minutes walk. *Shared outdoor heated pool. Safety Harbor is known as a quaint, friendly town centrally located within Tampa Bay. Clearwater Beach, St. Pete and Tampa airport are all within 20-25 minutes driving distance..

4.99 out of 5 average rating, 212 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

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, 53 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 area. Perfect for solo 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!

5 out of 5 average rating, 64 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

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!

Popular amenities for Safety Harbor holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Safety Harbor

Apartment in Safety Harbor

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.

4.85 out of 5 average rating, 75 reviews

Downtown Safety Harbor, steps from restaurants!

Home in Clearwater

5 out of 5 average rating, 3 reviews

Clearwater Cutie | 2BR + Game Room 7mi. to Beach!

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.

5 out of 5 average rating, 37 reviews

Safety Harbor Retreat off Main St! Pool & Privacy!

4.96 out of 5 average rating, 138 reviews

A light-colored cottage exterior is presented, featuring a welcoming front staircase with wooden steps. Decorative wreaths adorn the front door, complemented by potted plants hanging on either side. Lush greenery surrounds the property, enhancing the outdoor setting.

Cottage in Dunedin

BeachBunkies Cottage 2. Four miles to the beach!

A private swimming pool is enclosed by a screened patio, featuring clear water reflecting sunlight. Colorful floatation devices rest on the water's surface, while the surrounding deck is paved with stone, providing ample space for relaxation. Lush greenery is visible beyond the enclosure.

4.98 out of 5 average rating, 62 reviews

Bright 4 Bdr Safety Harbor Villa with Pool

5 out of 5 average rating, 3 reviews

New Remodel - 1 Block from Water

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.

Flat in Safety Harbor

4.85 out of 5 average rating, 27 reviews

Canopy Cove | Gorgeous Condo In The Heart Downtown

A dining area is depicted with a wooden table set for four. Vibrant tableware contrasts with woven placemats. The living space shows a light-filled lounge with a comfortable sofa and colorful artwork adorning the walls, creating a welcoming ambiance.