Vacation rentals in Pinellas County

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Top-rated vacation rentals in Pinellas County

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

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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
4.89 out of 5 average rating, 304 reviews

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!

Top guest favorite
Guesthouse in St. Petersburg
4.97 out of 5 average rating, 255 reviews

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!!!

Top guest favorite
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.

Top guest favorite
Home in Largo
4.96 out of 5 average rating, 57 reviews

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.

Guest favorite
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

Top 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
4.96 out of 5 average rating, 203 reviews

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

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!

Top guest favorite
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.

Guest favorite
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

Guest favorite
Home in Clearwater
4.85 out of 5 average rating, 188 reviews

Tropical 4BR Escape with a Pool, < 7mi to beaches!

Experience the ultimate Florida getaway in this coastal retreat. Lounge beside the sparkling private pool or unwind beneath the covered lanai, complete with a 55” Smart TV, BBQ grill, and plenty of space for family dining. Just 4 miles from world-famous Clearwater Beach, you’ll be surrounded by endless upscale dining, chic bars, and boutique shopping—all within 2 miles. Baseball enthusiasts can stroll just 15 minutes to Spectrum Field, home of the Philadelphia Phillies Spring Training.

Top guest favorite
Home in Clearwater
4.98 out of 5 average rating, 235 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

Top guest favorite
Home in Pinellas Park
4.89 out of 5 average rating, 90 reviews

Delightful Retreat House/7 miles to beach downtown

Nestled in a quiet neighborhood, our newly remodeled home offers the perfect blend of comfort and convenience. Located just minutes from the beach, restaurants, and entertainment, this spacious retreat is central to everything you need. Downtown is only 6 miles away, and the airport is conveniently close by for easy travel access. Our home is sparkling clean and thoughtfully designed, offering modern amenities and a warm, welcoming atmosphere.

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