Holiday rentals in Pinellas County

Serena Pool Home close to Indian Rocks Beach

Welcome to our beautiful pool home that has been tastfully remodeled to give you that new home feel. This house has three bedrooms with an additional family room space with a queen sofa bed. It offers two full bathrooms one is located in the master bedroom. The house has a two car garage for your use and is located in a quiet friendly neighboorhood. The patio has an enclosed area with table and chairs and the pool is heated. (The pool is not enclosed) The yard is fenced in for children or pets.

3Bd/2Ba House, Parking, Laundry and Large Patio

Consider this house your home away from home while you visit Largo. This gorgeous property boasts 3 bedrooms, including a king, queen, and 2 twin beds perfect for a tranquil night's sleep. With 2 bathrooms equipped with a shower and bathtub, guests can unwind and relax after a day of exploring. The welcoming atmosphere of this house, complete with amenities like AC, WiFi, outdoor patio and a washing machine, ensures a comfortable stay for all. We hope you'll enjoy your stay at our house.

Home in Downtown Dunedin, 2b/1b+yard, near beaches

A stunning, updated 2-bedroom bungalow located in Delightful Dunedin! This is the perfect place to stay while enjoying our top-rated gulf beaches, bustling Main Street, Major League games, Pinellas Trail, and greater Tampa Bay. Centrally located, only 6 miles to Clearwater Beach, Honeymoon Island and Caladesi Island State Parks, one block from the Pinellas Trail, and only STEPS (400ft) to Main Street! *See house rules for bringing one dog, no exceptions, $30 per day for the pup.

Adorable Cottage, Pet friendly, near beach & DT

The Cottage is a beautiful, comfy, clean, peaceful home where you will feel just at home, in the hearth of St Pete. It is in a great location, safe & quiet neighborhood, easy-to-access, just a short drive or bike ride away (5-10 minutes) to many good restaurants, grocery stores, museums, library, coffee place, breweries, hospitals, bars and night clubs in downtown & sandy white beaches. Jumped in the sun runner or public transport to downtown or beaches. Perfect for long stay.

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.

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!

Tropical Pool Resort– Close to Beach, Lake, Golf

Relax in this spacious 4BR pool home near Florida’s sandy beaches & Lake Seminole Park! Safe and Ready! Enjoy a private fenced yard and pool, tropical landscaping, and plenty of space for family, work, or play. Just minutes to golf, tennis, dining & top attractions. Perfect for vacations, snowbirds, or remote work with 2 desks, a stocked kitchen & fun extras like bikes, beach gear & fitness space. Ask about special promotions then book your tropical retreat today!

UPDATEDVacation condo! HEATEDpool3 miles to beach

Wow!! Super value !! 2 bed 1 bath condo 1st floor - Welcome to Beachway Condos a GATED SAFE private full amenity community featuring a gym, tennis courts, HEATED POOL, grills, located 3 miles to the beautiful gulf beaches. You are close to everything - the Pinellas trail biking/walking is 1/4 mile away, Indian shores beach is the closest beach at 3 miles away. Clearwater/st Pete beaches are 7 miles away. Across the street are grocery stores malls, restaurants

10 Minutes to Beaches! Thyme (to Coast) House

Ready to create lasting memories? Book your Florida dream vacation today! Unwind and recharge at this perfect Florida getaway! Our charming rental is just minutes from the stunning beaches Pinellas County offers. Soak up the sun and crystal-clear waters, all within a 10-minute drive. Need to stay connected? We've got you covered with blazing-fast 1G Wi-Fi and a dedicated workstation, making it easy to balance work and play during your stay.

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf

☀️ Looking for a place the whole family/group can enjoy? This centrally located modern home is full of fun and style, with everything you need—from a fully stocked kitchen 🍽️ to beach supplies ⛱️ and more. Enjoy an Insta-worthy space with 5-hole mini golf, giant outdoor games, a heated pool, arcade & board games, and cozy spaces inside and out. 📍 Just 6 miles to the beach and Downtown St. Pete—perfect for your getaway!

Villa Italia "Villas by Christine"

Perfect location, Charming Villa!! Guests are loving the newly renovated Villa Italia. Two luxury Masters with separate bathrooms - one upstairs & one down. Within the upstairs bedroom you have a queen size bed along with a full size couch for lounging during the day. We are pet friendly. Please let us know you will be bringing your pet. Pet fee of $100. can be paid beforehand or is due upon arrival.

Lakefront Cabin #402, 10min to BEACH/Dogs OK/Kayak

Dog-Friendly Lakefront Cabins Near Gulf Beaches! Welcome to your cozy escape on Lake Seminole, surrounded by 250 acres of peaceful water views. Our rustic log cabins sleep up to 4 guests and include a fully equipped kitchen, Roku TV, BBQ grill, and outdoor picnic area. Enjoy fishing, kayaking, or sipping coffee on the porch with your pup by your side. Your Florida getaway starts here! Book Now!