Holiday houses in Pinellas County

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Top-rated holiday rentals in Pinellas County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

The exterior of the vacation home features a well-maintained front yard with vibrant landscaping, including small shrubs and decorative stones. A spacious walkway leads to the entrance, where a small table and chairs are positioned for outdoor seating.

Home in Seminole

4.94 out of 5 average rating, 257 reviews

Magnificent home full of Love

Beautiful vacation home located in a quiet neighborhood with lots of outside space in the front and back. The property is located in Seminole Florida. It is 5 minutes away from the beach, 7 minutes away from johns pass, 2 minutes away from grocery store and amazing restaurants. It is 15 minutes away from Downtown Clearwater. This lovely home includes 4 bedrooms with 3 queens and 2 XL twin beds. All bedding and linen are brand new. 2 bathrooms. Also with spacious kitchen and living room. Amazing!

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Top Guest favourite

Home in Belleair Bluffs

4.95 out of 5 average rating, 61 reviews

House in Largo, Tampa Bay near Gulf coast Beaches.

Cozy and freshly painted, house in Largo, Florida, in zip code 33770, 2 bedrooms, 2 bathrooms and patio room. Short drive to Indian Rock Beach 3.7miles (7 min) and 5.9 ml (17min) to Clearwater Beach, 9.4 Miles (15 min) to Madeira Beach, 15 Miles (24 min) to St. Petersburg Beach, 13.6 Miles (27 min) to Honeymoon Island, 70 Miles (1hr 13 min) Siesta Key Beach/Sarasota. 17ml (29 min) to the Tampa International Airport. 7.4 Miles (20min) to the St. Petersburg/ Clearwater International Airport.

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Superhost

A bedroom features a spacious bed adorned with a light-colored throw. Two bedside tables, each with a lamp, flank the bed. Natural light enters through the window, which is dressed with sheer curtains. A ceiling fan is positioned above, and a closet is visible in the corner.

Apartment in Largo

4.89 out of 5 average rating, 225 reviews

WestBay Villa A - 4 miles to the beaches

We would love to welcome everybody to our newly renovated little spot near Florida's beautiful beaches. Enjoy a relaxing experience at this centrally-located home. It's a private, pet-friendly apartment that has been outfitted with a beach/coastal theme to inspire your stay. We hope that you'll enjoy our little slice of the Sunshine State. We are minutes from Largo Central Park. Only 3.5 miles from Belleair Beach, 4.8 miles from Indian Rocks Beach, and less than 6 miles from Clearwater Beach.

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Guest favourite

A bright living room is accentuated by an orange wall featuring three pineapple-themed art pieces. A wall-mounted television is mounted above a white media console. Two woven chairs and a round woven coffee table complement the teal sectional sofa, creating a relaxed atmosphere.

Home in Largo

4.93 out of 5 average rating, 136 reviews

Tropical Pineapples

Your family will be close to everything when you stay at this centrally-located place. 7 minutes from St Pete Clearwater International airport. 12 minutes to the beaches. TVs on every bedroom and living room. All major stores: shopping, groceries, restaurants and beaches. There’s a coffee shop literally right behind the backyard, the best Pizza place across the street and a convenience store as well. *Due to sever allergies, we cannot accommodate pets/service animals at this time. *No parties

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Guest favourite

Home in Largo

5.0 out of 5 average rating, 40 reviews

Lovely 2 bedroom/2 B Villa 15 minutes near beach.

Experience the ultimate in relaxation at this newly renovated 2 bedroom, 2 bathroom villa, perfectly situated just a short drive from the shoreline. Complimentary coffee, high-speed Wi-Fi, and a dedicated workspace. Property includes, community pool tennis and basketball court. 7 miles to Madeira Beach 7.8 miles from St Petersburg/Clearwater (PIE) Airport 10 miles to St Petersburg Beach 12 miles to Clearwater Beach 16 miles to downtown St Pete 18 miles from Tampa International Airport(TPA)

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Top Guest favourite

The exterior of the home is surrounded by lush tropical foliage, including palm trees and native plants. A covered patio area can be seen, leading to a pathway of gravel that weaves through the vibrant garden. The inviting entrance is framed by greenery, creating a serene atmosphere.

Villa in Largo

4.98 out of 5 average rating, 173 reviews

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach

Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

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Superhost

A modern, single-story home is showcased with a well-maintained lawn and a paved driveway. The exterior features a light grey siding, large windows, and a welcoming front door. Surrounding trees provide a natural backdrop, enhancing the home's appeal.

Home in Pinellas Park

4.79 out of 5 average rating, 107 reviews

Sunshine Stay 3Bed 2Bath Oasis Near Beaches

Have fun with the whole family at this stylish place, newly renovated, and well equipped modern home. The home includes 2 full bedrooms, and one master bedroom; As well as a Florida room with patio furniture, gas powered fire pit, tv, and a home office space to work from home; it's fully furnished. This house is the perfect space to have get togethers to enjoy quality time together. The house is within 15-20 minutes to the beach, and is 10-15 minutes to beautiful down town St Petersburg!

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Top Guest favourite

The exterior of the guest house showcases a charming single-story structure with a light-colored façade. Lush greenery, including palm and decorative plants, borders the neatly manicured lawn. A spacious driveway leads to a two-car garage, framed by tall trees under a clear blue sky.

Home in Pinellas Park

4.98 out of 5 average rating, 121 reviews

The Guest House

The Guest House is a coastal themed 2100 sq ft house, split floor plan, 3 bedrooms & 2-1/2 baths for sleeping 6 comfortably. The Guest House is nestled in a quiet neighborhood in Pinellas Park, FL & is a favorite family vacation get-a-way close to beaches & attractions. Enjoy the Master Suite with an adjustable Sleep Number king bed & Master Bath with garden tub, shower & walk-in closet. After a day of enjoying the beaches or attractions, relax, & unwind on the private screened lanai.

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Guest favourite

A light-filled living area is furnished with a comfortable grey sofa and two wooden chairs. A round coffee table sits in the center on a natural fiber rug. A wall-mounted TV displays a scenic view, while large windows with blinds allow natural light to enter.

Home in Largo

4.93 out of 5 average rating, 159 reviews

12 Mins to Beach | Patio&Grill | Fenced Yard

Relax in Style at This Centrally Located 2-Bedroom Home. Nestled in a quiet residential neighborhood in Largo, this charming home is just minutes from local shops and restaurants. Whether you're here for a beach getaway, a business or family trip, it's the ideal spot to call home during your visit. After a day spent soaking up the sun at the beach or exploring the nearby parks and charming towns, return to your cozy retreat, perfect for unwinding and recharging for your next adventure.

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Guest favourite

A modern living area features a large sectional sofa adorned with decorative pillows. A round coffee table sits at the center, displaying a small plant and snacks. Bright red chairs are positioned near a window, complemented by a light and airy ambiance from natural light.

Home in Seminole

4.9 out of 5 average rating, 314 reviews

Beachy Home Minutes from sugary sand beaches

Sunny Florida Beach Home! 4 minutes drive to the #1 best beach in America nominated by Trip Advisor, where you will find beautiful white sand and extremely warm and clear water! Enjoy tons of top local restaurants and entertainment all minutes from your door in this relaxing, low key beach neighborhood. Super kid friendly! Games, BBQ, swing set, Apple TV, and bikes for the whole family! Enjoy the entire house that has been completely remodeled and is sparkling CLEAN!

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Guest favourite

Home in Safety Harbor

4.91 out of 5 average rating, 74 reviews

Peaceful Hideaway

Welcome to Peaceful Hideaway Home 🏡 in Safety Harbor 🌴—a relaxing retreat blending comfort, modern convenience, Florida charm ☀️, and luxury ✨. Enjoy a fun game area with arcade 🎮, pool table 🎱, foosball ⚽, tic-tac-toe 🧩, Jumbo Jenga 🧱, Jumbo Connect 4 🔴, ping pong 🏓, cornhole, mini golf ⛳, and darts 🎯. Unwind in the hot tub 🛁 or gather around the big fire pit 🔥 for cozy nights. Perfect for families, friends, and memorable stays. Florida 🌅.

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Superhost

Home in Pinellas Park

5.0 out of 5 average rating, 4 reviews

Fully Renovated Cozy Home Away from Home

Experience a beautifully renovated, centrally located retreat that blends comfort, style, and convenience. Set within a fully fenced private oasis, this cozy home offers peaceful relaxation with a charming gazebo and outdoor entertainment—your own serene escape in the heart of the city. You'll be just minutes from Tampa International Airport, Gulf beaches, scenic parks, and a shopping center and restaurants only a 5‑minute walk away.

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