Holiday houses in Pinellas County

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Top-rated holiday rentals in Pinellas County

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Top Guest favourite
A covered patio area is visible, featuring comfortable wooden chairs with blue cushions and a wooden table. The scene is framed by a screened enclosure, providing an unobstructed view of a private pool surrounded by lush tropical plants.
Home in Largo

Quiet 3 BD Large Heated Pool & Terrasse-5 mn Beach

Unwind and relax while staying at our freshly renovated Floridian nest! Pretend you are lost in our tropical garden while diving in the pool, take some time for yourself on the covered patio directly facing the blue water and the vivid green of the palm trees. Just breathe, your favorite meal smells good on the grill and your family is enjoying the large TV in the comfortable open space with high ceilings! Enjoy the sea, you are a 5 min drive from the beach and close to everything. Feels good!

4.89 out of 5 average rating, 303 reviews
Top Guest favourite
Home in Belleair Bluffs

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.

4.95 out of 5 average rating, 60 reviews
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

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.

4.89 out of 5 average rating, 225 reviews
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

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

4.93 out of 5 average rating, 134 reviews
Top Guest favourite
Home in Largo

Stars by the Sea - Cozy home close to beaches

Our home is beautifully updated, fully furnished and decorated in a beach theme. The master bedroom has a comfortable king size bed and the second bedroom has a queen. We have a beautiful pond in the back. Perfect for you to relax and BBQ while enjoying our wonderful Florida weather. The house has a Smart TV, Internet w/Wi-Fi, dishwasher, washer, dryer, and much more. Everything you need to make your stay perfect. We are close to great shopping, dining and to some of Florida's best beaches.

4.96 out of 5 average rating, 148 reviews
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

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.

4.98 out of 5 average rating, 121 reviews
Top Guest favourite
An open kitchen area features modern bar stools positioned around a white island topped with stylish pendant lighting. The adjacent wall showcases a recessed niche displaying ceramic vases, illuminated softly. Natural light filters in through the nearby windows, casting a bright and welcoming glow.
Home in Largo

Lakeside Heaven Retreat in Largo - King size Bed!

Welcome to Largo, and to our fully renovated home! This spacious and centrally located retreat offers plenty of room for fun and relaxation. Just a 10-minute drive to Belleair Beach and less than 15 minutes from the award-winning Clearwater Beach. With Highland Largo Park right next door, you can step outside and immerse yourself in a peaceful natural setting, complete with scenic walking trails and a beautiful lake just steps from your front porch. We look forward to hosting you!

4.98 out of 5 average rating, 50 reviews
Top Guest favourite
Home in Clearwater

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

4.98 out of 5 average rating, 234 reviews
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

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.

4.95 out of 5 average rating, 216 reviews
Top Guest favourite
Apartment in St. Petersburg

Coastal Retreat Near Madeira Beach With Game Room

This 2-bedroom unit with a bonus Game Room and Sunroom is the perfect getaway for up to 6 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cul-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive (3.7 miles) to the famous John's Pass Village and Boardwalk.

4.97 out of 5 average rating, 168 reviews
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

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!

4.9 out of 5 average rating, 314 reviews
Guest favourite
Home in Safety Harbor

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 🌅.

4.9 out of 5 average rating, 73 reviews

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