Top rated rentals — Pinellas County
Destination guide

Your Sunshine State adventure starts here

Perched on central Florida's west coast, just a few hours by car from fun-packed Orlando, Pinellas County is among the Sunshine State's most desirable visitor destinations. The top draw for many is the sensational coast, featuring blissful stretches of palm-fringed, powder-soft sand, complete with warm turquoise water to splash around in. But there's so much more to see and do here – from bohemian St. Petersburg, with its thriving arts scene and chilled-out cafes, to bustling Clearwater, with its jam-packed annual program of festivals and one-off events. With an abundance of alluring Pinellas County vacation rentals to choose from, you're bound to find one to suit your specific needs.

Things to do

Astonishing art in Pinellas County

If you're an art lover, or simply need a break from the sun, St. Petersburg's Dali Museum is an absolute must-see. Its futuristic seafront building, complete with a glimmering glass entryway, is a sensational work of art in itself. Inside you'll find one of the world's greatest collections of work by legendary Spanish surrealist artist Salvador Dali. The nearby Morean Arts Center, established back in 1917, is devoted to showcasing pioneering work by the most exciting local, national and international artists. For a family day out, the Clearwater Marine Aquarium is hard to beat. Here you can get up close and personal with everything from adorable river otters to graceful dolphins and sleek nurse sharks.


Year-round sunshine in Pinellas County

Pinellas County is blessed with a subtropical climate, ensuring year-round warmth and plenty of sunshine. Unlike most North American destinations, the summer months of June to August see the fewest visitors, as it can get intensely humid, with frequent thunderstorms. However you might secure great deals on sought-after Pinellas County vacation rentals at this time of year. If you want to enjoy some heat without the humidity, the shoulder months of May and October are great times to visit. Meanwhile winter days tend to be pleasantly warm and dry.

Natural features

Idyllic islands and wild wetlands

You'll find an abundance of natural splendor practically on the doorstep of your Pinella County vacation rental. For a taste of local nature at its most blissfully unspoiled, head to Sand Key Park. This beautiful barrier island is a haven for birdwatchers, where you might spot bright pink roseate spoonbills or great horned owls. Boyd Hill Nature Preserve is another great location for wildlife-spotting, with everything from turtles to birds of prey residing in this expanse of lush wetlands and fragrant pine forests

What are the top vacation rentals in Pinellas County?

Elegant mansions, unique treehouses and sprawling homes — everyone's ideal escape is different. Whatever your style, you're sure to find something you love among these top vacation rentals in Pinellas County:

  • "Casa Dolphina” Privatetropical Paradise": If you're after someplace in St. Petersburg with 6 bedrooms and plenty of style, consider this escape. Amenities include a games room and a phone.
  • "Centrally Located Private Pool Home": Located in Palm Harbor, this home away from home has 3 bedrooms and plenty of handy amenities. Cookware, dishware and utensils and a fenced yard are among them.

For even more great options, use the search bar at the top of the page to find the perfect Pinellas County vacation rental for you.

What are the best tiny house vacation rentals in Pinellas County?

For a completely different experience, book a tiny house rental in Pinellas County. Be warned though — after you've experienced life in a tiny house, the urge to downsize and move into one of these pocket-sized digs will be tough to resist!

  • Leave the world behind and escape to "Busch Gardens Bright Modern Tiny Home". This retreat in Tampa packs plenty of conveniences into its compact space, such as air conditioning and a blender.
  • "Tropical Tiny House" offers convenient extras like a hair dryer and a toaster. Located in New Port Richey, you'll be able to live big in this small but cleverly designed abode.

Can I find log cabins to rent in Pinellas County?

Whether you want to spend your getaway adventuring outdoors or relaxing with your friends, we've got charming log cabins where you can do both. Pack your bags and check out these favorites in and around Pinellas County:

  • "Withlacoochee River Retreat And Log Cabin Getaway": This is the perfect base to enjoy the neat outdoor activities offered in this region, including golf and cycling.
  • "The Log Cabin": After a fun day of trying out some popular local pastimes, such as kayaking and cycling, put your feet up at this top-rated property.

What are the top-rated vacation rentals for weekend getaways in Pinellas County?

If vacation properties were celebrities, these ones would be on the Hollywood Walk of Fame! For wonderful weekend getaways in Pinellas County, you'll want to check out the following options:

  • "4 Star Holiday Home In Toftlund": Enjoy a few nights of downtime at this comfortable retreat in Arrild Ferieby. Along with its cool vibe, it comes with free WiFi and cable/satellite TV services. Eager to explore the area? Natural attractions including Bunker Golf and Hjemsted Oldtidspark are in the vicinity.
  • "Spacious Top Floor, Oceanfront 3 Bedroom Condo": With conveniences including a heated pool and outdoor furniture, you're guaranteed to feel right at home at this Indian Rocks Beach escape. Nature buffs will love exploring the local sights, such as Cockroach Creek Greenway and Suncoast Seabird Sanctuary.

Can I find studio apartments for rent in Pinellas County?

There's no shortage of studio apartments in Pinellas County. Obviously they're no mansion, but they sure pack a punch when it comes to location, character and convenience. Here are a couple of sought-after options:

  • "The Surf Cottage. Walk To Beach" in Madeira Beach puts you close to some of the area's leading cultural sights, including The Palladium at St Petersburg College and Tampa Museum of Art. Games and nearby birdwatching activities are a couple of the amenities you'll have at hand here.
  • Alternatively, unpack your bags at "Walk Out The Door And On To The Beach" which comes with an iron and ironing board, an outdoor pool and more. Located in Belleair Beach, sights such as Freefall Theatre and The Palladium at St Petersburg College will appeal to your inner culture buff.

Can I find short term rentals in Pinellas County?

If you have itchy feet but not a lot of time, there are plenty of short-term properties in Pinellas County where you can spend a couple of days enjoying the sights. Here are two getaways where you can scratch your travel itch:

  • Reserve a few nights at "4 Star Holiday Home In Toftlund". Its handy location makes it a good base to get out and enjoy all the highlights of Arrild Ferieby, including Mandbjerg Skov.
  • Alternatively, pack your suitcase and find your way to "Spacious Top Floor, Oceanfront 3 Bedroom Condo". This Indian Rocks Beach retreat will put you near Sand Key Park and loads of other fascinating sights.

What are the best romantic weekend getaways in Pinellas County?

A romantic weekend getaway in Pinellas County is sure to rekindle the passion. Light some candles, take your partner by the hand and get set to send sparks flying at one of these vacation rentals:

  • "Casa Dolphina” Privatetropical Paradise" in St. Petersburg will convince you to make romantic weekends away a regular thing. Nice touches here include a nearby bay and beauty services.
  • Alternatively, treat you and your love to an amorous weekend break at "Centrally Located Private Pool Home". Located in Palm Harbor, it offers shopping facilities, a swimming pool and other highlights.

Are there mansions for rent in Pinellas County?

Whether you're in search of somewhere stylish and spacious for a family trip, a week away with old friends or a special event like a wedding, we've got mansions for rent in Pinellas County to suit everyone. Below are a couple that'll knock your socks off:

  • If your must-have list includes high-end amenities along with ample room to move, you'll be impressed with "Bayside Paradise Mansion - Waterfront And Private Pool" in Indian Rocks Beach. Your guests will have use of golf, a beach view and much more.
  • With a beach view and a swimming pool among its many highlights, "Mansion / Castle In Marcillac La Croze" also promises to make your stay an unforgettable one. You'll find this stylish property in Marcillac-la-Croze.

What are the best large group vacation rentals in Pinellas County?

If you're planning to take a getaway to remember, don't travel by yourself; take everyone along. You'll have more fun sharing the adventure with the people you love. These vacation rentals in Pinellas County are ideal for large groups:

  • "Casa Dolphina” Privatetropical Paradise": Featuring 6 bedrooms, this top option in St. Petersburg has plenty of room for you and all your friends and family. Amenities like a swimming pool and a beach view will keep everyone happy.
  • "Water View - Walk Town/beach, Pets Considered": You'll get your crew's nod of approval at this Chatham option which comes with a garden, a fireplace and more. It has 5 bedrooms that will easily house everyone on your invitation list.

What are the best houses for rent with a pool in Pinellas County?

You'll have your choice of houses with a pool in Pinellas County, so pack your swimsuit and get set to spend your days splashing around. Here are some popular options we think you'll love:

  • The pool at "Treasure Island Beach House 200 Yards To Beach And Short Walk To John's Pass" is guaranteed to add a whole new level of fun to your adventure. Located in Treasure Island, this retreat also features a barbecue grill and nearby birdwatching activities.
  • Leap out of bed and enjoy a refreshing dip at "Best Social Distance Caladesi House" in Carlouel. A barbecue grill and a dishwasher are just two of the many amenities at this equally impressive option.