House holiday rentals in Pinellas County

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Top-rated house rentals in Pinellas County

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

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Guest favourite
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.
Home in Clearwater
4.93 out of 5 average rating, 198 reviews

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

Top guest favourite
Home in Largo
4.99 out of 5 average rating, 111 reviews

Best Celebration - Heated Pool - Hot Tub - Arcade

🌴𝐇𝐨𝐮𝐬𝐞 𝐨𝐟 𝐏𝐚𝐥𝐦𝐬 – 𝐘𝐨𝐮𝐫 𝐏𝐫𝐢𝐯𝐚𝐭𝐞 𝐅𝐥𝐨𝐫𝐢𝐝𝐚 𝐏𝐚𝐫𝐚𝐝𝐢𝐬𝐞☀️ Escape to a luxurious tropical retreat near Florida’s best beaches, attractions, shopping, and dining. Perfect for family vacations, trips, or relaxing getaways, offers comfort, style, and the ideal location for an unforgettable stay. 📍Prime Location: ~ 5 mins to shopping & restaurants ~ 15 mins to Gulf beaches ~ 20 mins to Clearwater ~ 25 mins to Downtown St. Pete ~ 30 mins to Tampa International Airport

Top guest favourite
A two-story beach-style house is depicted, featuring a covered porch with white railings and blue shutters on the windows. Potted plants adorn the porch, complementing the light exterior. Lush greenery is visible in the background, providing a tropical ambiance.
Home in Dunedin
4.98 out of 5 average rating, 343 reviews

Barefoot Parrot /Walk DT & Waterfront/Sleeps 8

Steps from Main Street Dunedin, a short walk to the waterfront and an easy drive to award-winning beaches, Honeymoon Island & Clearwater Beach. Experience the charm of the Barefoot Parrot House, a private pet friendly house with designer decor and abundant outdoor space. Walk, bike, or cart to stunning sunsets, shops, dining, breweries, and Pinellas Trail. Great for families, couples, groups. Loaded with beach gear, kids's items & pup supplies. Treat yourself to this beloved Dunedin favorite!

Guest favourite
Home in Largo
4.93 out of 5 average rating, 202 reviews

The Palm House | Free Heated Pool!

Come enjoy our newly renovated pool! Our updated home is ideally situated just a few minutes from local beaches, restaurants, and entertainment, making it a perfect home base for your Florida visit. The backyard boasts a newly renovated heated pool, outdoor shower and screened patio. Our bright living room offers a comfortable space to unwind after a long day, and our kitchen is fully stocked with cookware, utensils and a coffee station for your convenience. Updated pool pics coming soon!

Top guest favourite
Home in Largo
4.99 out of 5 average rating, 103 reviews

Casa Flamingo - Private - Outdoor Bar+TV - Games

Welcome to Casa Flamingo where guests "flock" to get away & relax in privacy. Guests will love the central location of this home but also the private oasis the backyard provides. Surrounded by mature palms & native plants guests will experience true Florida living and take advantage of the beautiful weather with an outdoor bar + TV, heated pool, a hammock and more. Just 8 minutes to the beach & within walking distance to Target, Publix & more the Flamingo House is your home away from home.

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, 119 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.

Top guest favourite
An outdoor space is illuminated by sunlight, featuring a heated pool surrounded by comfortable lounge chairs. A new hot tub occupies a corner, while a cozy seating area provides a space for relaxation. A screened enclosure maintains a pleasant atmosphere.
Home in Largo
4.98 out of 5 average rating, 302 reviews

TIKI Bar+SAUNA+HOT Tub+Heated POOL! 2 KING beds!

If you like pops of color, modern decor a FREE HEATED pool seasonally Oct 15-April 15 (80-85 degrees) HOT TUB , RARE SAUNA, TIKI BAR fire pit and everything new then this house is for you! BRAND NEW HOT TUB installed 4/2025!!! Very Close to shopping and beaches perfect dedicated vacation home! We are family owned and operated and dedicated to you and your vacation experience. Message me if you have any questions! SUPER FAST WIFI 753Mbps - (1 G if you plug into modem) verified by Airbnb

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, 148 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.

Top guest favourite
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
5 out of 5 average rating, 212 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Top guest favourite
An aerial view captures a spacious patio surrounding a custom saltwater pool, where lounge chairs are arranged alongside. Lush landscaping features palm trees and flower beds, while a covered seating area, equipped with outdoor furniture, is visible behind the pool. The home showcases a modern design with a sleek metal roof.
Home in Seminole
4.98 out of 5 average rating, 176 reviews

Tootsie’s Beachside Retreat-New Heated Pool

LUXURY SALTWATER HEATED POOL HOME! JUST 1.5 MILES TO BEAUTIFUL REDINGTON BEACH. AMAZING REMODELED HOME WITH HIGH END FINISHES LOCATED ON 1/2 ACRE LOT. BRAND NEW CUSTOM POOL WITH PEBBLETECH FINISH AND BAJA SHELF. BEAUTIFUL WHITE SAND BEACHES ONLY 1.5 MILE RIDE! 5 MIN. FROM: 3 COFFEE SHOPS,OUTSIDE MALL WITH SHOPPING, RESTAURANTS AND MOVIES. HOUSE IS ON RARE 1/2 ACRE PROPERTY IN UPSCALE NEIGHBORHOOD. RENOVATED WITH HIGH END FURNITURE AND FIXTURES, SAMSUNG 4K LED T.V.’S IN EVERY ROOM.

Superhost
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
4.91 out of 5 average rating, 306 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!

Guest favourite
Home in Pinellas Park
4.85 out of 5 average rating, 114 reviews

Beautiful Retreat Haven/7miles beach/Mini Golf

Indulge in the perfect vacation getaway with our splendid 3-bedroom, 2-bathroom listing. This beautifully renovated property offers the allure of an outdoor fire pit, a recent brand new remodel, and the convenience of WiFi and smart TVs throughout the entire house. Nestled in a tranquil and quiet neighborhood, we're just 7 miles away from the sun-kissed beach, offering you the best of both worlds - peaceful relaxation and coastal adventure.

Popular amenities for house rentals in Pinellas County

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