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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Top Guest favourite

A spacious living area is presented with a comfortable sectional couch adorned with patterned cushions. A 65-inch Smart TV mounted on the wall displays a beach scene, while natural light filters through two windows. A modern coffee table complements the design.

Home in Seminole

4.99 out of 5 average rating, 144 reviews

Newly Renovated • 10 mins to Beach • Firepit

This spotless newly renovated 3BR/2BA home features a large private fenced in backyard/patio, firepit, propane grill & two chaise lounge chairs all with a tropical vibe! Centrally located & just minutes to several of Florida top beaches: Madeira, Indian Shores, Redington, Indian Rocks, St. Pete Beach & Clearwater Beach. Popular destinations like Tampa, St. Pete, Clearwater, Dunedin, & Gulfport are all a short drive—making it easy to explore, relax, & experience the charm of Florida’s Gulf Coast.

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Top Guest favourite

Home in Belleair Bluffs

4.95 out of 5 average rating, 60 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, 134 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, 39 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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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

Home in Clearwater

4.94 out of 5 average rating, 116 reviews

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

Welcome to Clearwater Tranquility- Our unique space offers endless amenities and fun! With over 5000sq ft there's room for the whole family to enjoy. Most rooms have a view of the yard &pool! Inside includes a movie theatre, 3 dining spaces, 2 living rooms, 2 primary bedrooms, game room, yoga studio,arcade games, home gym/sauna and a wet bar to make your favorite cocktails or juices. Outside presents an Olympic sized swimming pool, pickle ball, mini golf, outside dining, fire pit &more

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Top Guest favourite

Home in Clearwater

4.98 out of 5 average rating, 234 reviews

Specious home W/ Heated Pool ! ! ! Great Location.

Cozy, spacious home 🏡 w/ heated swimming 🏊‍♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's. The big back patio has a swimming 🏊‍♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

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Top Guest favourite

A well-maintained bungalow is set back from a paved driveway, surrounded by greenery. Large trees provide shade, and palm trees add a tropical feel. The exterior features a light-colored facade with a single garage door, complemented by bright blue skies and a hint of clouds.

Home in Largo

4.95 out of 5 average rating, 218 reviews

The Seafoam Bungalow - close to beaches!

Welcome to The Seafoam Bungalow! You will enjoy easy access to everything from this centrally-located home: - Beaches such as Indian Rocks & Bellair are about a 3mi drive over either causeway along w/ Clearwater beach being only 8mi - Nearest grocery store; 1mi (Publix) - Largo mall/shops; 3mi The house is also very close to the main road that will take you across the bridge into Tampa - airport being only 20 miles away, along downtown Saint Petersburg being only 20 miles away.

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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

4.9 out of 5 average rating, 73 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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