Pet-friendly holiday rentals in Safety Harbor

4.98 out of 5 average rating, 365 reviews

The exterior of a coastal cottage is shown, featuring a gravel driveway and tropical landscaping with palm trees. Two wicker chairs are positioned under a covered porch, inviting relaxation. Large windows allow natural light to brighten the welcoming facade.

Cottage in Dunedin

Walk Downtown and to Waterfront, Mins to Beaches

Steps to Main Street ! Experience modern coastal luxury in this stylish, spacious upstairs 2-bedroom cottage. Professionally designed and fully stocked. Walk to Main Street Dunedin or take the short stroll to stunning sunsets at the waterfront. Quick drive to award winning beaches--Honeymoon Island & Clearwater Beach. Walk to restaurants, shops, & breweries. Pet-friendly w/ 2 king beds, a sleeper sectional, & lovely treetop views. Treat yourself today and escape to the Barefoot Parrot Cottages.

4.93 out of 5 average rating, 56 reviews

Home in Safety Harbor

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 🌅.

4.98 out of 5 average rating, 162 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.

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, 122 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!

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.

4.91 out of 5 average rating, 106 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!

4.9 out of 5 average rating, 111 reviews

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.

Home in Safety Harbor

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, 31 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.

4.96 out of 5 average rating, 80 reviews

Cottage in Clearwater

Wow! Coastal Home+ 10 Mins to Dunedin & Beach

Experience the best of the area in this beautifully remodeled 3BR/2BA designer cottage. Enjoy the open concept design, fully equipped gourmet kitchen, and brand new screened-in lanai. Just 5 minutes from downtown Dunedin, with its plethora of restaurants, shops, the Pinellas Trail, and waterfront sunsets. Our favorite beach, Honeymoon Island, is close by, and world-famous Clearwater Beach is just 5 miles away. Tampa is also within easy reach. Don't miss this perfect vacation spot!

4.97 out of 5 average rating, 265 reviews

An open-concept living area is displayed, featuring a cozy seating arrangement and a stylish electric fireplace. A modern kitchen with white cabinetry and granite countertops is visible in the background, alongside a dining area with a round table and upholstered chairs.

Condo in Seminole

UPDATEDVacation condo! HEATEDpool3 miles to beach

Wow!! Super value !! 2 bed 1 bath condo 1st floor - Welcome to Beachway Condos a GATED SAFE private full amenity community featuring a gym, tennis courts, HEATED POOL, grills, located 3 miles to the beautiful gulf beaches. You are close to everything - the Pinellas trail biking/walking is 1/4 mile away, Indian shores beach is the closest beach at 3 miles away. Clearwater/st Pete beaches are 7 miles away. Across the street are grocery stores malls, restaurants

4.89 out of 5 average rating, 110 reviews

Apartment in Dunedin

Eagle Nest Apartment-Walk downtown, new POOL!

Our brand-new construction apartments offer everything you’ll need for an enjoyable and comfortable stay in Delightful Dunedin! Steps from the heart of downtown Dunedin, our quaint costal town offers amazing restaurants, shops, parks, breweries, festivals, night life, marina and Blue Jays baseball! Close to Honeymoon and Caladesi Islands and Clearwater Beach-award winning beaches! New heated pool!

Guesthouse in Safety Harbor

A modern living space features a comfortable blue sofa adorned with decorative cushions. A sleek coffee table with a candle sits in front. The open kitchen showcases contemporary cabinetry and a kitchen island with bar seating. Light fixtures illuminate the area, enhancing the inviting ambiance.

4.97 out of 5 average rating, 114 reviews

Luxe Apartment | Water Views | Covered Balcony

Upscale, comfortable suite located within central Safety Harbor. This beautiful apartment is great for a quick getaway or a longer vacation rental. Located steps away from Bayshore Blvd which borders Tampa Bay and a 10-minute walk to Main Street Safety Harbor. Beautifully professionally designed contemporary and comfy décor. Easily walk to many restaurants, breweries, and shops!

Popular amenities for Safety Harbor pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.99 out of 5 average rating, 198 reviews

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

Home in St. Petersburg

Beautiful Tampa Bay Pool Home Near Gulf Beaches

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, 150 reviews

Peaceful Pet friendly 2 BR cottage with hot tub.

4.91 out of 5 average rating, 129 reviews

A private swimming pool is surrounded by a screened patio, with colorful floatation devices resting on the clear water. Lounge chairs are positioned nearby against a bright yellow wall. Natural light floods the area through glass doors, creating a refreshing atmosphere.

Home in Forest Hills

Heated Pool • Near Tarpon & Gulf Beaches 5 mi

4.98 out of 5 average rating, 111 reviews

A serene waterfront view captures a canal lined with homes and docks. The still water reflects the soft hues of the sunset, while palm trees and boats add to the tranquil atmosphere.

Home in Bay Crest Park

Canal views, weekly and monthly Discounts

4.78 out of 5 average rating, 140 reviews

A covered swimming pool area features a clear and inviting pool, surrounded by a spacious patio with tiled flooring. Large glass doors allow natural light to flood the space, while lounge chairs are positioned nearby, offering a comfortable spot to relax.

Home in Dunedin

The House of Relaxation

5 out of 5 average rating, 3 reviews

Home in Dunedin

Serenity Charmer - Walk to Downtown & Marina

The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.

4.93 out of 5 average rating, 176 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

4.71 out of 5 average rating, 110 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

Pet-friendly home rentals with a pool

4.72 out of 5 average rating, 58 reviews

Paradise Vacation 10 Minute to Beach and Downtown!

4.95 out of 5 average rating, 189 reviews

Heated Pool 4 bed 6.9 miles to Honeymoon Island.

4.94 out of 5 average rating, 35 reviews

The living area features an open floor plan with a spacious sofa and a large TV for entertainment. Soft lighting enhances the atmosphere, while art pieces adorn the walls. Large windows provide natural light and views of the connected outdoor deck.

Home in Safety Harbor

Safety Harbor Retreat

4.96 out of 5 average rating, 192 reviews

An outdoor tiki hut porch is illuminated by soft string lights. Comfortable seating creates a cozy gathering area, surrounded by lush greenery. A wooden dining table sits in the center, offering a relaxed space for meals or conversation.

Guesthouse in Dunedin

Tiki Hut Cottage

4.76 out of 5 average rating, 182 reviews

A spacious saltwater pool stretches across the backyard, bordered by a paved area featuring lounge chairs. Lush greenery, including palm trees and a nearby canal, enhances the serene outdoor setting under a clear blue sky.

Villa in St. Petersburg

Dolphin Cove Waterfront St. Pete Beach w/ Pool

4.84 out of 5 average rating, 109 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!

A comfortable living area features a light-colored sofa, two accent chairs in teal, and a coffee table atop a textured rug. A modern television is placed on a stylish console, while a decorative plant adds a touch of greenery to the space.

4.99 out of 5 average rating, 75 reviews

Entire home near the beaches & downtown Dunedin

Villa in Indian Rocks Beach

4.93 out of 5 average rating, 143 reviews

Heated Hybrid Pool~Modern Beach House~Walk 2 beach

Private, pet-friendly home rentals

5 out of 5 average rating, 41 reviews

An open-concept kitchen and living area showcases modern design elements. A large island with a sink and sleek countertop is highlighted, accompanied by elegant pendant lighting. Expansive windows bring in natural light, while a comfortable seating area and dining space are visible in the background.

Townhouse in Dunedin

Rooftop+Balcony- Luxury Stay in Downtown Dunedin

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, 91 reviews

Harbor Breeze Hideaway 4/2 King size bed!

4.82 out of 5 average rating, 11 reviews

Clearwater Lake House

4.88 out of 5 average rating, 16 reviews

Cozy Hen House Retreat

5 out of 5 average rating, 13 reviews

Apartment in Clearwater

Relaxing waterfront retreat

The retro-style home is set back in a spacious driveway, framed by palm trees and lovely landscaping. A classic red pickup truck is parked in front, with a fenced yard visible to the side. A clear blue sky complements the inviting atmosphere of the property.

5 out of 5 average rating, 87 reviews

Florida Retro AIRBnB

A combined dining and living area is depicted, featuring a modern table with eight chairs and a decorative centerpiece. A comfortable sofa is positioned nearby, with a flat-screen TV mounted on the wall. Natural light enters through sliding glass doors, enhancing the inviting space.

4.95 out of 5 average rating, 86 reviews

Delightful 3 Bdrm Home, Mins to Clearwater Beach.

The spacious living room is furnished with a light grey sofa and a pullout couch, accompanied by a modern coffee table. Natural light is welcomed through multiple windows, while a ceiling fan adds comfort. Artwork adorns the walls, creating an inviting ambiance.