Pet-friendly holiday rentals in Safety Harbor

4.95 out of 5 average rating, 196 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

PetsOutdoor spacesView

5.0 out of 5 average rating, 113 reviews

Retro Dream Near Clearwater Beach & Pet Friendly

Step into 1960, skip the ordinary vacation rental and stay somewhere your family will actually remember. From the colorful retro diner and vintage décor to the fenced backyard and playful details throughout the home, every room was designed to make you smile, walk to Publix. Just minutes from Clearwater Beach, you'll enjoy modern comforts wrapped in a one-of-a-kind nostalgic Florida experience. This is Not just a place to stay it’s an experience you’ll talk about long after your vacation ends.

PetsOutdoor spacesNearby

5.0 out of 5 average rating, 156 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.

Outdoor spacesWalkabilityBackyard

4.99 out of 5 average rating, 387 reviews

A cozy living area showcases a modular blue sofa, adorned with soft pillows and a warm throw. A light wooden coffee table rests in the center, complemented by decorative items. Natural light enters through a window, creating a bright and welcoming atmosphere.

Cottage in Dunedin

Walk to Downtown and Waterfront - Private Yard

Steps to Main Street and minutes to beaches, yet tucked away on a quaint prime downtown street. Private yard with grill in terrific location. Walk to restaurants, breweries, shops, and live music. Walk to Dunedin's gorgeous sunsets or drive minutes to award-winning beaches such as Honeymoon & Caladesi Island & Clearwater Beach. Sleeps 6. Two king bed suites and a luxury leather couch that sleeps 2 more. Loaded for kids, pets and beach days. Treat yourself and book this Dunedin favorite today!

PetsOutdoor spacesAmenities

A modern living room features a comfortable sofa and an accent chair. A large wall-mounted television displays a serene beach scene. A decorative table holds a small plant, and a piece of abstract art adorns the wall, enhancing the space's inviting atmosphere.

4.9 out of 5 average rating, 110 reviews

Clearwater House!Near the beach!Newly renovated!

Enjoy your stay in this newly renovated home centrally located in the heart of Clearwater and the Tampa Bay Area! Family vacation, work conference, friends vacation, exploring Florida? Look no further! The home has everything you need for the perfect getaway including luxurious bedding to the max! Everything you need is within arms reach. #1 Beach in the country CLEARWATER BEACH only 20 min drive, TPA Airport 20 min away, charming Dunedin Downtown 15 min away and many more places to visit!

PetsOutdoor spacesBarbecue

A wooden dock extends over the calm waters of Lake Tarpon, surrounded by lush greenery. The expansive blue sky and gentle waves create a serene ambiance, ideal for enjoying nature. The space offers direct access to the lake, enhancing the outdoor experience.

4.93 out of 5 average rating, 128 reviews

Lakefront home near beaches w/ waterview, pets ok

Imagine yourself waking up to a million-dollar view on Tampa Bay's largest lake - lake Tarpon. Close your eyes, relax and lose yourself to the sound of wind chimes, the caws and squeals of the birds, lapping of waves against the dock and fresh lake breeze. Watch an Osprey catch fish and other wildlife as you sip your morning coffee sitting on the dock. This is a quintessential lake house that one always desires in their dreams. Well that dream is attainable when you make this home your abode!

WalkabilityOutdoor spacesFamily

4.94 out of 5 average rating, 239 reviews

Cottage in Dunedin

Walkable, fun, local Dunedin experience

Stay in this charming 1920s cottage, where you can walk to local restaurants, breweries, and shops, or take a short walk to the marina for a sunset. Perfectly located in the heart of Dunedin, this home makes it easy to explore the area on foot. Spend your days enjoying nearby beaches, biking the Pinellas Trail, or catching a game at TD Ballpark to watch the Toronto Blue Jays. After a day of beach fun, baseball, or exploring, then enjoy an easy walk for dinner, drinks, or live music downtown.

PetsOutdoor spacesBarbecue

A welcoming basket sits on a light-colored countertop, filled with snacks and bottled water. A decorative sign reads 'Welcome to Our Little Piece of Paradise.' A small potted plant is positioned nearby, and the kitchen's modern appliances are visible in the background.

4.98 out of 5 average rating, 103 reviews

Harbor Breeze Hideaway 4/2 King size bed!

Welcome to our beautiful city of Clearwater and to our unique Mid-Century modern style home. Centrally located within 20 minutes driving to the famous and award-winning Clearwater beach and 20 min driving to Tampa international airport. Easy access to local restaurants, bars, stores, super markets and mall. This comfortable home features unique design and layout with Mid-century modern furniture and decor, free Wi-Fi, smart TV’s, tile flooring; sleeps up to 10 people and has free parking.

Outdoor spacesWalkabilityTV

A charming farmhouse exterior is showcased under large trees, with a welcoming front porch featuring red seating and decorative plants. A spacious gravel parking area is visible, complemented by a green landscape in the background, enhancing the tranquil setting.

4.91 out of 5 average rating, 169 reviews

Peaceful Pet friendly 2 BR cottage with hot tub.

Wellcome to our tranquil 2-bedroom, 1-bathroom farmhouse, nestled in the peaceful countryside of Palm Harbor. Whether you're seeking relaxation or adventure, this fully remodeled country cottage provides a serene and comfortable retreat. Whether you're relaxing with a movie, soaking in the hot tub, or exploring the nearby attractions, our farmhouse offers a serene and comfortable home away from home. Book your stay today! Please note that the minimum age requirement to book is 23.

Outdoor spacesPetsCleanliness

4.88 out of 5 average rating, 114 reviews

Home in Dunedin

Serenity Bungalow Downtown

Kick back and relax in this stylish bungalow, perfectly situated at the gateway to downtown Dunedin’s vibrant corridor. Explore a variety of shops, microbreweries, pubs, and restaurants, all just steps away. Enjoy the scenic marina and catch fabulous sunsets at the west end of downtown. Located right across the street from a lively restaurant and bar, this bungalow places you in the heart of the action, making it the ideal spot for your Dunedin getaway. Pet fee is per pet.

PetsWalkabilityCheck-in

4.83 out of 5 average rating, 274 reviews

Apartment in Largo

Upper Old Oaks Bungalow 15 min to Clearwater Beach

NOTE: We lost two big trees in the backyard so the paving walkway is a little out of sorts & the train track in the back is visible. Please check post-hurricane photos of the backyard. We priced it accordingly. If any of these concern you, we encourage you to book elsewhere. Apartment is newly remodeled. New kitchen & bathroom w/ standing shower (no tub). New photos soon! You're renting half of a duplex. You will be staying upstairs.

Outdoor spacesPetsParking

A heated pool is surrounded by lush palm trees, providing a sense of seclusion. A stone statue and decorative elements are featured along the pool's edge. Sunlight reflects off the water, creating a serene atmosphere in this private outdoor oasis.

4.99 out of 5 average rating, 168 reviews

Tropical Oasis Retreat w/ Heated Pool

Welcome to your private backyard oasis. Relax by the heated pool, grill and dine outdoors, all within a fenced-in space. This home is ideally located—just a short drive to Crystal Beach, minutes from downtown Palm harbor, Dunedin and Tarpon Springs, and bike ride away to Pinellas Trail, golf courses, Honeymoon Island, and Clearwater Beach. Pets are welcome

Outdoor spacesPetsBiking

Popular amenities for Safety Harbor pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.82 out of 5 average rating, 124 reviews

The outdoor space features a heated pool surrounded by a smooth concrete deck. Several lounge chairs are positioned nearby for relaxation. Lush landscaping includes palm trees, and soft lighting adds ambiance to the area, creating an inviting environment for leisure.

Home in Oldsmar

Modern & Spacious Retreat with Private Pool!

Outdoor spacesWalkabilityValue

A comfortable living area is showcased with a beige sofa adorned with colorful pillows and two green accent chairs. A ceiling fan provides airflow, and natural light filters through large windows. The open layout connects to the kitchen area, creating a bright and inviting atmosphere.

4.93 out of 5 average rating, 156 reviews

Cozy Retreat! Walk to Crystal Beach/Park

WalkabilityPetsComfort

4.95 out of 5 average rating, 142 reviews

Artsy oasis in Clearwater

PetsOutdoor spacesValue

4.77 out of 5 average rating, 105 reviews

Chic|Pool|PuttingGreen|Beaches

Outdoor spacesWalkabilityBathroom

4.9 out of 5 average rating, 72 reviews

Peaceful Hideaway

PetsWalkabilityCleanliness

5.0 out of 5 average rating, 8 reviews

2/1 Modern City Stay | Best Downtown Location

WalkabilityPetsAccuracy

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.

5.0 out of 5 average rating, 15 reviews

Casa Blue - Renovated Cottage!

WalkabilityPetsCondition

4.96 out of 5 average rating, 45 reviews

Casa Artista | 5 Min Walk Downtown | Art & Nature

WalkabilityPetsParks

Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 227 reviews

The spacious studio cabin features wooden accents and high ceilings with exposed beams. Large windows allow natural light to fill the room. A comfortable sofa, a flat-screen TV, and a queen bed are present, alongside a small side table and two chairs.

Apartment in Dunedin

Downtown Dunedin B&B - Rustic Cabin Studio with He

PetsOutdoor spacesParking

4.93 out of 5 average rating, 100 reviews

An inviting living room showcases ample seating with a gray sectional couch and plush ottoman. A cozy dining area is visible outdoors, furnished with a table and chairs under a shaded canopy. The sparkling pool, surrounded by lounge chairs, is highlighted by vibrant tropical landscaping.

Home in Dunedin

3BR Oasis | Sleeps 11 | Heated Pool | Ping Pong!

Outdoor spacesPetsBackyard

4.72 out of 5 average rating, 115 reviews

A serene backyard is featured, highlighting a sparkling pool surrounded by a spacious deck. Several lounge chairs are positioned nearby for relaxation. Lush artificial grass complements the outdoor space, while wooden fencing provides privacy.

Home in Oldsmar

Private Pool Home Near Clearwater & Tampa

WalkabilityOutdoor spacesFamily

4.94 out of 5 average rating, 196 reviews

A serene pond is surrounded by tropical plants and lush greenery. Water lilies float on the surface, while a few decorative rocks enhance the natural ambiance. In the background, a private porch area is visible, complementing the tranquil outdoor setting.

Apartment in Dunedin

Mermaid cottage

WalkabilityOutdoor spacesBackyard

4.98 out of 5 average rating, 180 reviews

A modern kitchen features white cabinetry and sleek stainless steel appliances. A central island with two wooden stools invites gatherings. Natural light spills through a nearby doorway, illuminating decorative greenery and tasteful textures along the walls.

Condo in Clearwater

Ocean Breeze • Easy - Heated Pool Access

Outdoor spacesWalkabilityTV

Apartment in Tampa Downtown

4.95 out of 5 average rating, 115 reviews

Mint House by Kasa | Studio in Tampa Downtown

WalkabilityCheckoutGetting around

The outdoor area presents a heated swimming pool surrounded by a patio made of stone. Lush greenery and tropical plants frame the pool, while a nearby gazebo offers shaded seating. Bright blue lounge chairs are positioned by the water, creating a relaxing environment.

4.97 out of 5 average rating, 119 reviews

Paradise palms oasis Clearwater

PetsOutdoor spacesFamily

4.94 out of 5 average rating, 200 reviews

Heated Pool 4 bed 7 miles to Honeymoon Island.

WalkabilityOutdoor spacesHeating

Private, pet-friendly home rentals

Guesthouse in St. Petersburg

4.97 out of 5 average rating, 248 reviews

Centrally Located Cozy 1-bed Private Cottage!

Outdoor spacesPetsGetting around

5.0 out of 5 average rating, 75 reviews

A charming cottage exterior is framed by a white picket fence. The house features light yellow siding and large windows allowing natural light to fill the interior. Front flower boxes hold plants, while a brick pathway leads to the door, with green trees casting dappled sunlight.

Cottage in Safety Harbor

The Sunshine Cottage - Like Grandma's with WIFI

PetsWalkabilityNearby

4.94 out of 5 average rating, 64 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!

PetsWalkabilityBiking

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.

5.0 out of 5 average rating, 7 reviews

"Blue Heron" Charming walkable downtown bungalow

WalkabilityHospitalityNearby

Guesthouse in Safety Harbor

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.

4.75 out of 5 average rating, 16 reviews

Cozy guesthouse walk to parks, downtown waterfront

WalkabilityCheck-inCheckout

4.94 out of 5 average rating, 17 reviews

Coastal 2BR Safety Harbor House #1

WalkabilityPetsHospitality

5.0 out of 5 average rating, 13 reviews

Sunlit Escape • Pool • Perfect for Big Groups

Outdoor spacesPetsBathroom