Pet-friendly holiday rentals in Safety Harbor

4.92 out of 5 average rating, 272 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, Caladesi 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.

4.99 out of 5 average rating, 146 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

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, 102 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!

4.91 out of 5 average rating, 106 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.

4.99 out of 5 average rating, 143 reviews

A welcoming exterior view of the house, featuring a landscaped front yard with palm trees and decorative rocks. A large driveway leads to a garage, while outdoor seating is visible on a covered porch, framed by large windows and soft natural light.

Home in Palm Harbor

Tropical Oasis Retreat w/ Heated Pool

Welcome to a Private oasis located in your very own backyard. Spend the day lounging by the heated pool, grill pit cooking your own food together with privacy fence. Master bed has ensuite bath. When you venture out, this Palm Harbor house is ideally located by Crystal Beach and bike ride to Honeymoon Island for some sparkling Gulf Coast beaches. With multiple golf spots like Innisbrook right next door and Clearwater beach just down the road, you can stay busy year-round. We are pet friendly

4.99 out of 5 average rating, 356 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, yet tucked away ! Private yard with grill in a prime location. Short walk to Dunedin's waterfront and minutes to beaches. Stroll to Dunedin's restaurants, breweries, shops, and live music. Enjoy stunning sunsets or drive minutes to award-winning beaches such as Honeymoon Island and Clearwater Beach. Sleeps 6. Enjoy beautiful décor and two king suites. Loaded with beach & kids’ gear for easy escape. Treat yourself and book this Dunedin favorite by Lucky Guest today.

Guesthouse in St. Petersburg

4.97 out of 5 average rating, 191 reviews

Centrally Located Cozy 1-bed Private Cottage!

This adorable cottage is close to great views, art, culture, restaurants, dining, the beach, and family-friendly activities! You’ll love this private cottage because of the location, the ambiance, and the outdoor space. This cozy cottage is good for couples, solo adventurers, business travelers, and anyone needing a cozy place to stay! Parking is just steps away from the cottage with a private entrance. BBQ is available, new hot tub, and an outdoor gas fireplace for a relaxing evening!

4.97 out of 5 average rating, 229 reviews

Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.

Cottage in Tampa

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake.Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

4.88 out of 5 average rating, 224 reviews

A light green room features a queen-size bed with a white quilt and decorative pillows. A small dining area with a round table and two chairs is visible alongside a neutral-toned sofa. Large windows provide natural light, and indoor plants are seen through the glass doors.

Guesthouse in Clearwater

Cottage on Pinellas Bike Trail

This cottage on the trail is a gem. It is an easy one mile bicycle ride to downtown Dunedin and a quick stroll to waterfront Edgewater Park to watch sunsets or see the lights of Clearwater Beach across the intracoastal waterway. Circular driveway with a carport for off street parking. The cottage is equipped with a Keurig, microwave, mini fridge, as well as beach amenities and wifi. There's a fenced back patio for you to enjoy our beautiful weather!

Guesthouse in Town 'n' Country

4.98 out of 5 average rating, 264 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!

5 out of 5 average rating, 113 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.

4.96 out of 5 average rating, 190 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

This unit private vacation rental is privately located on the property, plenty of space for 4 quest, 2 bedroom, upper bedroom has a half bath, toilet and sink, lower bedroom has a walk in shower with stack washer and dryer. Spacious living area with a kitchenette. The property is an acre of lush tropical plants Conveniently located to the downtown & beach.All our units are non-smoking and vaping.

Popular amenities for Safety Harbor pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.93 out of 5 average rating, 132 reviews

A spacious living area features a large sectional sofa adorned with various decorative pillows. A light-colored coffee table is positioned in the center, complemented by a decorative basket. Natural light filters through two window blinds, creating a bright and inviting environment.

Home in Dunedin

Ocean Sunsets & Downtown Biking Trails

A cozy outdoor fire-pit area is surrounded by colorful seating. Decorative stones cover the ground, leading to a grill and the inviting glow of flames. A pool and shaded area can be seen in the background, set against a twilight sky.

4.97 out of 5 average rating, 160 reviews

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

4.92 out of 5 average rating, 116 reviews

A cozy living area showcases a dark sectional couch complemented by a decorative wall featuring framed artwork. A round mirror reflects light, while a nearby table with a geometric lamp adds warm illumination. Soft textures are provided by the area rug beneath.

Home in Seminole

Suite w/ Private Entrance

4.98 out of 5 average rating, 143 reviews

A spacious living area features a sectional couch and a decorative area rug, enhancing the inviting ambiance. A dining table with modern chairs is positioned against a striking patterned accent wall, while natural light filters through the nearby windows, casting a warm glow over the space.

Home in Pinellas Park

Insta Worthy Retreat -Arcade Games- Htd Pool- Golf

A view of a heated saltwater pool is framed by two lounge chairs, positioned on a grassy area. Red umbrellas provide shade for seating areas, and a spacious patio can be seen in the background, featuring modern outdoor furniture and a neutral-colored house.

4.9 out of 5 average rating, 113 reviews

Beach or Golf Getaway • Heated Pool/Spa • Pets OK

4.79 out of 5 average rating, 135 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

House of Relaxation

A fenced backyard features a circular fire pit surrounded by two colorful Adirondack chairs. A patio umbrella, secured on a pole, stands nearby, providing shade. The lawn is well-maintained, and additional seating is visible, creating a cozy outdoor gathering space.

4.9 out of 5 average rating, 166 reviews

Beautiful renovated 2br home near Clearwater Beach

4.95 out of 5 average rating, 119 reviews

An inviting outdoor space features a heated pool and a shaded area adorned with cafe lights. Two hanging egg chairs and comfortable seating arrangements complement the modern wooden furniture. The stylish striped rug enhances the atmosphere, while the pool's tranquil blue water is visible in the background.

Home in Largo

Palm Paradise - Family Amenities+Central Location

Pet-friendly home rentals with a pool

4.96 out of 5 average rating, 162 reviews

A private in-ground pool is surrounded by lush landscaping, featuring a unique unicorn float. A shaded umbrella stands nearby, offering a cozy spot to relax while enjoying the tranquil outdoor setting.

Home in Largo

Cozy Stylish Home w/ Heated Pool & Big Parking

Superhost

A spacious efficiency unit features a comfortable king-sized bed covered with crisp white linens. A plush couch is positioned nearby, complemented by a light fixture with multiple globes. Large windows allow natural light to fill the room, showcasing the warm, inviting color of the walls.

Apartment in Clearwater Beach

4.81 out of 5 average rating, 124 reviews

Fresh for 2025: Retro Beach Oasis with Color Pop

4.91 out of 5 average rating, 401 reviews

A spacious outdoor entertainment area features a tropical saltwater pool surrounded by a screened enclosure. Colorful loungers in vibrant pink and green are positioned near the pool, complemented by a dining table. A shaded area offers comfort for relaxing in the sun.

Home in St. Petersburg

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

Superhost

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

4.85 out of 5 average rating, 101 reviews

Modern & Spacious Retreat with Private Pool!

Bungalow in Indian Shores

A vibrant pink bungalow is framed by lush tropical plants and trees, with a welcoming yellow door situated at the center. White lounge chairs are positioned nearby on a gravel pathway, inviting relaxation amidst the greenery.

4.91 out of 5 average rating, 223 reviews

Private Beach Bungalow 1BR *Heated POOL**PETS ok

Condo in Clearwater Beach

A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.

4.9 out of 5 average rating, 397 reviews

Amazing views on beachfront

4.92 out of 5 average rating, 224 reviews

A heated pool is enclosed by a screened lanai, featuring a unique shape with a brick border. Lounge seating is present around the pool, while a hammock is visible in the background. The tranquil area is surrounded by high wooden fencing for privacy.

Home in Tampa

Rooms with a Pool

4.98 out of 5 average rating, 242 reviews

An open living area features a modern kitchen with white cabinetry and a large island with bar seating. A comfortable couch is positioned in front of an electric fireplace, accompanied by a coffee table displaying books and a decorative plant. A wall-mounted TV displays a vibrant underwater scene.

Condo in Seminole

SHEEK and Glam- heated pool Updated! 3 mi to beach

Private, pet-friendly home rentals

5 out of 5 average rating, 37 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, 85 reviews

Harbor Breeze Hideaway 4/2 King size bed!

Bungalow in Safety Harbor

A cozy bedroom is furnished with a queen bed, dressed in white bedding and accented by a vibrant throw. A small decorative pillow adds color. Light from the window enhances the warm tones of the room, complemented by a ceiling fan and a vintage mirror.

5 out of 5 average rating, 5 reviews

2BR HOUSE Safety Harbor DT-free parking fast WIFI

Superhost

A spacious living area is highlighted by a large wall-mounted television displaying vibrant underwater scenes. Two tall planters with decorative branches frame the television. A modern entertainment unit holds an electric fireplace, while a round coffee table sits at the center of the cozy seating arrangement.

Home in Palm Harbor

5 out of 5 average rating, 4 reviews

2 Bed 2 Bath Remodeled House Palm Harbor

4.94 out of 5 average rating, 79 reviews

A covered patio features four comfortable wicker chairs surrounding a glass-top table. Large windows provide views of palm trees and the sunset over the water, creating a serene outdoor space for relaxation.

Apartment in Clearwater

Gorgeous and Updated Waterfront Condo 2 Bed/2 Bath

4.97 out of 5 average rating, 88 reviews

A bright living area features light yellow walls and a cozy beige sofa with colorful cushions. A vibrant striped rug lies beneath a small round table, accompanied by a green accent chair and a wooden chair. Natural light enters through a window and double doors leading outside.

Home in Dunedin

Dunedin 1BR: KingBed/walkable/bike trail/NewBuild

5 out of 5 average rating, 18 reviews

Botanical Bliss