Vacation rentals in Pinellas County

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Top-rated vacation rentals in Pinellas County

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Top guest favorite

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 favorite

Guesthouse in St. Petersburg

Centrally Located Cozy 1-bed Private Cottage!

This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

4.97 out of 5 average rating, 255 reviews

Top guest favorite

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

Top guest favorite

Home in Largo

Private Pool Oasis | 4BR • Game Room • Mini Golf

Great for families and located in a quiet neighborhood, this spacious home is designed for relaxing and fun-filled stays. Enjoy a private pool, mini golf, and indoor games like a pool table, darts perfect for everyone with 4 bedrooms and comfortable living spaces, it’s ideal for quality time together, just minutes from beaches, dining, and shopping. Whether you're visiting for the beaches, nature, family activities our location puts you close to everything Largo and the Gulf coast have to offer.

4.96 out of 5 average rating, 57 reviews

Guest favorite

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

4.96 out of 5 average rating, 202 reviews

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

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!

4.78 out of 5 average rating, 106 reviews

Top guest favorite

Home in Clearwater

Vacation At Lantana

Come enjoy our home, whether you are coming for the beach or the theme parks our home is conveniently located in the heart of Pinellas County. With the Inter-Coastal/Gulf Waters less then a mile away, a walk or bike ride will land you at marinas, beach’s and even Honeymoon island state park. But you can also take a short car ride with your friends or family to the theme parks, airports, Big city’s, Sport venues, State parks, Camping and all the beautiful activities Florida has to offer!

5.0 out of 5 average rating, 56 reviews

Top guest favorite

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 favorite

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 favorite

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 favorite

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

Superhost

The private pool is surrounded by a fenced patio area featuring bright blue lounge chairs. A pink inflatable float adds a playful touch to the crystal-clear water. The welcoming setting emphasizes relaxation, making it ideal for enjoying sunny days.

Home in Largo

Private Pool Home in Quiet Neighborhood Near Beach

Relax with the whole family at this peaceful 3 bedroom home with a private pool, close to the beach! The Beachy Keen Bungalow is in a quiet neighborhood in Largo, FL close to several of the most beautiful beaches. The house is in a convenient location, near Tampa, downtown St. Petersburg, airports, restaurants, shopping, and parks. 11 minute drive to Indian Rocks Beach 20 minute drive to Clearwater Beach 23 minute drive to St. Pete Beach

4.79 out of 5 average rating, 177 reviews