Vacation Rentals & Homes in Safety Harbor Florida

Charming 3 bedroom 2 full bath home nestled in quaint Safety Harbor. You are walking distance to downtown shopping, restaurants and The Pier. Schedule a relaxing massage at The Spa.. Ride bikes to beautiful Philippe Park and have a picnic near the bay. Beaches and fishing are just a short bike ride away. Clearwater Beach and all the attractions in and around Tampa are a short drive. Quick 20-25 minute drive to Raymond James Stadium. Included are all the amenities to make you feel at home.......

3 Bedroom Vacation Home in Safety Harbor
Sleeps 6

Located in the secluded SAFETY and comfort of Safety Harbor, our property experienced NO DAMAGE FROM HURRICANE IAN. You're invited to come and enjoy your home away from home in this fully renovated condo. Savor fresh coffee or your favorite meal on the private Florida room. Take a short walk for a beautiful stroll along the bay. Conveniently located less than one mile from Main Street Safety Harbor, where you will find a beautiful palm lined streets with restaurants and shops. You'll enjoy stro.......

2 Bedroom Hotel-unknown in Safety Harbor
Sleeps 4
Pet Friendly

Welcome to our charming and newly renovated house in the heart of Safety Harbor, Florida's most beloved and trendy small town! Our home is perfectly situated within walking distance to the bustling downtown area, where you'll find an array of quaint restaurants, hair and nail salons, unique shops, bike trails, and a delightful local winery for wine tasting.
The space
Safety Harbor is renowned for its warm and welcoming atmosphere, offering a genuine mom-and-pop experience that visitors fro.......

1 Bedroom Vacation Home in Safety Harbor
Sleeps 2

Welcome to our charming and newly renovated house in the heart of Safety Harbor, Florida's most beloved and trendy small town! Our home is perfectly situated within walking distance to the bustling downtown area, where you'll find an array of quaint restaurants, hair and nail salons, unique shops, bike trails, and a delightful local winery for wine tasting.
The space
Safety Harbor is renowned for its warm and welcoming atmosphere, offering a genuine mom-and-pop experience that visitors fro.......

1 Bedroom Vacation Home in Safety Harbor
Sleeps 2

Welcome to our charming and newly renovated house in the heart of Safety Harbor, Florida's most beloved and trendy small town! Our home is perfectly situated within walking distance to the bustling downtown area, where you'll find an array of quaint restaurants, hair and nail salons, unique shops, bike trails, and a delightful local winery for wine tasting.
The space
Safety Harbor is renowned for its warm and welcoming atmosphere, offering a genuine mom-and-pop experience that visitors fro.......

1 Bedroom Vacation Home in Safety Harbor
Sleeps 2

Welcome to your cozy retreat in the heart of Safety Harbor, Florida! Nestled in the vibrant downtown area, this charming studio offers a perfect blend of comfort and convenience for your Sunshine State getaway. ✈️

As you step inside, you'll be greeted by a bright and airy space adorned with modern furnishings and tasteful decor. The studio features an open layout, creating a seamless flow between the living, sleeping, and dining areas. Large windows flood the space with natural light,.......

1 Bedroom Vacation Home in Safety Harbor
Sleeps 3
Pet Friendly

This cozy and inviting 2-bedroom, 1-bathroom apartment in the heart of downtown Safety Harbor feels like a home away from home. Nestled just steps from charming shops, delicious restaurants, beautiful parks, and scenic waterfront attractions, it offers the perfect blend of small-town warmth and urban convenience. 🏡

Please note, due to the home’s classic character, there are 3 steps leading to the entryway, making it not ADA accessible (check out the pictures for more details).

3 Bedroom Apartment in Safety Harbor
Sleeps 6
Pet Friendly

Experience the old Florida vibe in our King Suite featuring comfy King bed, full kitchenette, bistro table, and cozy lounge chairs. Just a few blocks from local dining, coffee sports, entertainment, and shopping, you’ll have plenty to explore. Take a stroll along Tampa Bay, visit the pier for a sunrise, or rent kayaks to enjoy the water. Clearwater Beach is a short drive away, and minutes from Ruth Eckerd Hall, Raymond James Stadium, Amalie Arena, and Tropicana Field. Perfect for your Florida .......

1 Bedroom Vacation Home in Safety Harbor
Sleeps 2
Pet Friendly

Escape to the Florida sunshine and make yourself at home in our charming one-bedroom cottage, perfect for both short getaways and extended stays. This cozy retreat welcomes you with a warm and inviting living room, a fully-equipped kitchen ready for your favorite recipes, and a separate bedroom featuring two plush queen beds to ensure a restful night’s sleep. 😴

Nestled just a block from downtown Safety Harbor, you’ll find yourself in the heart of a vibrant community filled with del.......

1 Bedroom Vacation Home in Safety Harbor
Sleeps 5
Pet Friendly

Welcome to your charming Old Florida-style bungalow, beautifully renovated to blend classic charm with modern comfort. This cozy 2-bedroom, 1-bath home is the perfect retreat, whether you’re here for a quick getaway or a longer stay. Inside, you’ll find a fully equipped kitchen ready for your favorite recipes, a comfy living room perfect for unwinding, and a modern bathroom. The main room has a King Bed and the second bedroom has a queen size bed. With a private entrance and secure keypad lo.......

3 Bedroom Vacation Home in Safety Harbor
Sleeps 5
Pet Friendly

Welcome to The Villa at Harbor House, a cozy and beautifully appointed retreat in the heart of Safety Harbor.Located just steps from Safety Harbor’s downtown recently ranked #5 in USA Today’s 2025 Readers’ Choice Awards for Best small downtown in America, Villa Key West offers unbeatable walkability. Park your car when you arrive and enjoy the vibrant downtown shops, restaurants, pubs, and cultural venues all within easy walking distance.This villa offers the perfect balance of quiet comfo.......

1 Bedroom Villa in Safety Harbor
Sleeps 2
Pet Friendly

This house is nestled in a wooded 3 Acre lot directly in front of Safety Harbor gulf. The home has two floors. Upstairs the massive Master Bedroom Suite has its own 2 private balconies facing the water as well as a spiral staircase leading to the look out point. The Master Bedroom also boasts its own kitchenette and sitting area. On the main floor the open plan all looks at the panoramic view of the Bay. The elegant nautical theme plays throughout the house. The Turtle Bedroom has 2 twin beds .......

4 Bedroom Vacation Home in Safety Harbor
Sleeps 8

Family Friendly | Resort-Style Amenities

Access beachside days filled with ocean air, boat tours, and entertainment in Safety Harbour from this cottage with a detached studio. Featuring an outdoor oasis with a dining area, along with indoor amenities like a full kitchen, Smart TVs, and space to relax, this vacation rental makes sure you effortlessly embrace ‘Vacation You.’ Ready to step out? Explore miles of beaches just minutes away, and visit the Safety Harbor Pier for fishing fun!<.......

2 Bedroom Cottage in Safety Harbor
Sleeps 4
Pet Friendly

Single story, large open plan design.
900 sq feet.

One bedroom, one bath, with full kitchen. Two block gentle walk to beautiful Main Street, Safety Harbor. There, you'll find a wide variety of dining experiences from Giggle Water's burgers to Southern Fresh's home cooking to parts of Paris French cuisine. Also loads of delightful specialty shops. Walk a few blocks to the marina on beautiful Tampa Bay and rent a kayak! Nearby Philippe Park is a gorgeous biking walking or fishing e.......

1 Bedroom Guest house in Safety Harbor
Sleeps 4

Our cozy home sits under shady Florida live oaks and is only four blocks to main street Safety Harbor.

A hidden gem within walking distance to all of Safety Harbor's shops, restaurants and beautiful Tampa Bay.

An inviting front patio deck entrance serves as a special spot to entertain or relax.

Rejuvenate with spa visits, golf, nature walks and sunsets.

Centrally located 30 minutes to the airports, beautiful gulf beaches and golf.

Our house sitter look.......

2 Bedroom Vacation Home in Safety Harbor
Sleeps 3
Pet Friendly

Upscale, near popular downtown Safety Harbor! Welcome to our delightful mixture of antiques and modern conveniences! This "Victorian Sweetheart" has a Victorian flavor along with a romantic fireplace, generous California King size bed and cozy chefs eat in kitchen. In this completely remodeled duplex you have the option of an intimate getaway - or along with the "Tropical Oasis" (also on Vrbo) join with family and/or friends to explore together this quaint little bay side town about two blocks a.......

2 Bedroom Vacation Home in Safety Harbor
Sleeps 4
Pet Friendly

Welcome to the "Tropical Oasis" -your personal retreat- within a few blocks of Safety Harbors west end. Super home base for enjoying the plethora of attractions this area has to offer! Explore on your own or meet up with family and friends staying at the "Victorian Sweetheart" right next door in this newly renovated duplex! (also on AirBnB) Swim in the mineral springs, bike the trails, or kayak the waters together in this quaint little bay side town!.......

2 Bedroom Vacation Home in Safety Harbor
Sleeps 4
Pet Friendly

Newly updated living room **
28 day minimum - long term discount available**
This single-level 2bd/1ba villa is ready to be your home away from home. The villa is fully furnished with everything you might need for an extended stay in sunny Florida. You will enjoy spacious rooms, modern furniture, and a screened-in porch for outdoor dining. The fenced-in backyard is just the right amount of space for dogs to get some outdoor time. The unit includes a full-sized washer/dryer and wifi........

2 Bedroom Villa in Safety Harbor
Sleeps 5
Pet Friendly

Bring the whole family to this great place with lots of room for fun. There is a space for everyone! Chill and grill by your pool or cuddle up with a good book in the spacious living rooms. This 4 bed 2 bath house has a space for everyone! This home is located just over a mile from the famous Safety Harbor Spa. Enjoy the small town life and all it has to offer!

Please note this is a residential neighborhood and parties are strictly prohibited. .......

4 Bedroom Vacation Home in Safety Harbor
Sleeps 8
Pet Friendly

The Space:
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, our property offers the rare combination of togetherness and privacy.
The Main House features 3 spacious 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.......

4 Bedroom Vacation Home in Safety Harbor
Sleeps 10

The Anchor House is located two blocks from the heart of Safety Harbor just minutes from the Pier, the Marina, Starbucks, the famous Safety Harbor Spa, as well as many boutiques and antique stores. A variety of locally owned restaurants line Main Street and all are just steps from the Anchor House.

The Anchor House is 20 minutes from Tampa International Airport and some of the area's most famous beaches. Walking and biking trails, plus various water activities are all within walking dist.......

2 Bedroom Vacation Home in Safety Harbor
Sleeps 5
Pet Friendly

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........

3 Bedroom Vacation Home in Safety Harbor
Sleeps 6

Welcome to your Safety Harbor oasis — a spacious 2,457 sq ft, 4-bedroom, 2.5-bath luxury home blending resort-style living with modern comfort. Located just minutes from downtown Safety Harbor’s restaurants, boutiques, and waterfront, this upgraded retreat is ideal for families, couples, and long-term snowbirds.

What You’ll Love:

Heated private pool (In Winter Months Nov-Apr).

Chef’s kitchen with premium appliances and island seating.

Spacious open-concept.......

3 Bedroom Vacation Home in Safety Harbor
Sleeps 6

Welcome to “Safety Harbor Paradise!” A Luxurious & Tastefully Updated 3Bd/3Ba/2Cg Single Story, 2,000sf Ranch Home w/ Spacious (350sf) Screened, Covered Lanai w/Propane Grill for Outdoor Living / Dining! Safety Harbor is a Well Known, Highly Sought Out Delightful Community Known for Spanish Moss-Covered Trees & Small-Town Vibes! Located in Central Pinellas County, 10 Mins to Dunedin and/or Safety Harbor Downtown Districts; Conveniently Located just 20 Mins to Clearwater Beach or Dunedin Caus.......

3 Bedroom Vacation Home in Safety Harbor
Sleeps 13

Located in a boutique 79-year-old Motel steps away from famous Philippe park, in the lap of the city of safety harbor, this gorgeous 1 Bedroom/ Living room /Bathrooms with Dining space and Full kitchen is available for a family of 4 people. Rooms are equipped with Ultra High-speed Wifi & Roku. Walking distance to Philippe Park, the Safety harbor marina, and downtown. 1 Bunk bed and 1 Sofa Bed for young kids. 1 Queen size bed in a separate bedroom. Enough for a family of four with all outdoors fu.......

2 Bedroom Apart-hotel in Safety Harbor
Sleeps 4
Pet Friendly

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 skies. 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.

We call it.......

3 Bedroom Vacation Home in Safety Harbor
Sleeps 6

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........

2 Bedroom Apartment in Safety Harbor
Sleeps 4

Perfectly located in quaint Safety Harbor with access to several of the BEST beaches in the US as well as the wonderful Safety Harbor downtown charm. This quaint cottage with old Florida charm has been renovated recently for modern luxury and comfort.

Your hosts, Mike, Sarah and Emma are excited for you to experience and love our town as much as we do! Looking for the local experience? Just ask, we are happy to help!

Top 5 Reasons we know you will LOVE Casa Blue:

1. Loc.......

2 Bedroom Vacation Home in Safety Harbor
Sleeps 4
Pet Friendly

Newly remodeled ATTACHED guest house just 5 minute drive to all Safety Harbor Attractions like its Downtown and all the amazing restaurants and stores. Only a few miles from top US beaches. The Jewel of safety Harbor guest house has a private entrance , open modern concept, comfy bedding , beach towels, fully equipped Kitchen, AC, Spacious living Room, Smart tv and everything you need to feel at home. This home it’s great for couples and their furry friends........

1 Bedroom Vacation Home in Safety Harbor
Sleeps 4
Pet Friendly

This is property was renovated after the hurricanes Helene and Milton and the photos are updated as of 11/7/2024. Enjoy Our Deluxe Amenities: Please Note that Charges Apply for Heated Pool Usage at $9.00 Per Gallon of Gas

Welcome to our exquisite property nestled along Bayshore Blvd in charming Safety Harbor, boasting stunning bay views. This unique residence spans over 2400 square feet, featuring three spacious bedrooms alongside an enclosed Florida ro.......

3 Bedroom Vacation Home in Safety Harbor
Sleeps 6

Welcome to Casa del Tren — a vibrant turquoise, sun-filled home tucked at the end of a quiet dead-end street, two blocks from the heart of Safety Harbor and steps from 30+ restaurants, bars, and shops on Main Street.

TOP 3 REASONS GUESTS LEAVE 5-STAR REVIEWS

----- 1. Steps from the Best of Safety Harbor -----

Walk out your front door, and in three minutes, you're on Main Street. Stroll 4 minutes to Gigglewaters — Safety Harbor's beloved restaurant and screening room — .......

3 Bedroom Vacation Home in Safety Harbor
Sleeps 4
Pet Friendly

Entire cottage. Private, secluded cottage in quaint city of Safety Harbor. Blocks away from Tampa Bay, convenient to airports and minutes away from the beautiful white sand beaches of Clearwater. Conveniently located less than one mile from Main Street Safety Harbor, where you will find a beautiful palm lined streets with restaurants and shops. You'll enjoy strolling down the Safety Harbor pier and watching for manatees. On the third Friday of each month Safety Harbor Maine Street is closed to v.......

1 Bedroom Vacation Home in Safety Harbor
Sleeps 2
Pet Friendly

Located, Location, Fantastic Location!!
The Safety Harbor Lake House is located in the heart of Safety Harbor. This Key West Style Home is One of a Kind. Every room features stunning water views. The open floor plan leads out to a beautiful screen-in pool and a freshwater lake. Wake up every morning on the lake, or relax in the evening on your own private dock. Enjoy family barbecues next to your own private pool. This home features wood floors throughout - new kitchen appliances - southern .......

4 Bedroom Vacation Home in Safety Harbor
Sleeps 8
Pet Friendly

Relax, Stroll the Town and Enjoy"

In the literal HEART of Safety Harbor, Florida, "JD's Hideaway by the Sea" is a charming 1 bedroom / 1 bath cottage, located on the grounds of a 1926 historical bungalow in the redevelopment district of downtown. It is decorated in romantic elegance and just 2 blocks from Main Street! It's a perfect get-a-way to enjoy some quiet time- away from the world. The Private Heated Pool & Spa is only for the guests! No sharing a pool like you do in an hotel! All.......

1 Bedroom Cottage in Safety Harbor
Sleeps 2

The Carriage House is nestled in Old Town Safety Harbor. In 3 minutes you walk to the Pier on Tamps Bay, the Safety Harbor Resort and Spa, the Post Office and Starbucks. There are seven Restaurants within a 10 minute walk including the 'Almost Famous' Whistle Stop Grill where you will find outdoor seating , a laid back atmosphere and live music at least 3 nights per week..
The Carriage House' unique architecture and fenced back yard will make you feel like you stepped back in time..to a .......

1 Bedroom Cottage in Safety Harbor
Sleeps 4

Welcome to Casa Artista — a vibrant, turquoise home tucked on a quiet brick-paved street, a five-minute walk from downtown Safety Harbor, with four award-winning local restaurants along the way, and many more on Main Street. Inside, art and comfort are woven together: stained glass at the door, original paintings from local artists, hand-crafted touches from the kitchen to the patio — a home where you unwind completely and find beauty in the details.

TOP 3 REASONS GUESTS LEAVE 5-STAR .......

2 Bedroom Vacation Home in Safety Harbor
Sleeps 4
Pet Friendly