Holiday rentals in Pinellas County

4.98 out of 5 average rating, 50 reviews

Home in Oldsmar

Modern Private Estate | Central to Tampa & Beaches

Experience this private 1-acre, modern home designed for space, calm, and everyday comfort. Surrounded by mature oaks and palms, this serene property offers rare privacy just minutes from Tampa Airport, Clearwater Beach, Safety Harbor, St. Pete, and top attractions. Enjoy a chef’s kitchen with modern appliances, spacious living areas, and peaceful outdoor spaces with a patio, electric grill, and koi pond. Ideal for families, longer stays, & guests who value tranquility, and a thoughtful design!

4.91 out of 5 average rating, 204 reviews

The Oasis - Arcades - Golf & Games - HTD Pool

Staying at The Oasis is the perfect blend of vacation and home. Every detail was carefully thought out to provide guests two things: comfort and fun. The ULTIMATE vacation awaits you. Whether a group of friends or your family vacation, this home was designed with relaxation AND fun in mind. Located within walking distance to Largo’s beautiful Central Park and a few miles to the beach, you can spend the day exploring the area or truly relax in the resort style, private backyard. BUT! No parties

4.96 out of 5 average rating, 26 reviews

Home in Seminole

Island Time House #1 Pinellas Trail

Island Time House #1 is located across from The Pinellas Trail. Walk to Taylor Park , Largo Medical. Fifteen minutes to Clearwater Beach, a mile to Largo Mall. Updated single story three bedrooms two baths house located in a quiet residential neighborhood. This property is handicapped friendly with no steps to enter. Decorated in a tropical decor. Relax on back screened in porch, or sit in the front yard in the cul de sac. Beautifully landscaped grounds. Privacy fenced. Relax on Island Time.

4.98 out of 5 average rating, 54 reviews

Home in Clearwater

This place is just minutes from local attractions.

Your family will be close to everything when you stay at this centrally-located and safest neighborhood place. Enjoy a relaxing stay in beautiful Clearwater! This cozy Airbnb offers modern comfort just minutes from stunning beaches, great dining, airport(Tampa or PIE)and local attractions. Features include a fully equipped kitchen, 3 bedrooms, 2baths, backyard, Ideal for families, couples or travelers seeking a peaceful stay, convenient Florida getaway experience for short or long term stay.

4.98 out of 5 average rating, 121 reviews

Home in Pinellas Park

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.

4.83 out of 5 average rating, 77 reviews

A well-lit bedroom features a spacious white bed with crisp linens and a decorative bedside lamp on a nightstand. A ceiling fan adds to the comfort, while windows with shutters allow natural light. The open doorway leads to a hallway, hinting at additional living spaces.

Home in Clearwater

Spacious 3BR, Central Location MD.BNB-Indigo(6G)

Welcome to your tropical oasis! This charming 3-bedroom, 3-bathroom home is your gateway to a vacation filled with unforgettable experiences. Just 30 minutes away, discover some of the finest beaches in Florida, an exciting array of world-class entertainment, and a plethora of extraordinary activities. After a day of adventure, retreat to the serenity of your own private, fully fenced backyard. Embrace the perfect blend of relaxation and exhilaration. Don't miss out-reserve your stay now!

4.94 out of 5 average rating, 32 reviews

Sunset Oasis mins to BEACH!

This stunning 4-story townhome offers a perfect blend of coastal modern design and luxurious functionality. Featuring 3 bedrooms, 3 bathrooms and a beautifully built out ROOFTOP lounge, the home is thoughtfully designed to maximize space, natural light and endless sunset views. Located just 1 mile from the beach, this townhome combines the tranquility of coastal living with proximity to vibrant beachside amenities. A perfect retreat for those seeking modern elegance near the ocean.

Superhost

The exterior of a modern home is displayed, featuring a clear blue sky overhead. A spacious driveway is visible, bordered by greenery and landscaped areas. The front of the house showcases a welcoming entryway with contemporary design elements, surrounded by vibrant plants.

4.83 out of 5 average rating, 65 reviews

Modern Beach Oasis 4Bed 3Bath

Have fun with the whole family at this stylish place, newly renovated, and well equipped modern home. The home Includes 2 master bedrooms, one being its own En Suite, and two full bedrooms. This house is fully furnished and offers a home office space to work from home. This house is the perfect space to have get togethers to enjoy quality time to together in a quiet neighborhood. This house is within 10 minutes to the beach, and is 25-30 minutes to beautiful down town St Petersburg

A well-maintained bungalow is set back from a paved driveway, surrounded by greenery. Large trees provide shade, and palm trees add a tropical feel. The exterior features a light-colored facade with a single garage door, complemented by bright blue skies and a hint of clouds.

4.95 out of 5 average rating, 220 reviews

The Seafoam Bungalow - close to beaches!

Welcome to The Seafoam Bungalow! You will enjoy easy access to everything from this centrally-located home: - Beaches such as Indian Rocks & Bellair are about a 3mi drive over either causeway along w/ Clearwater beach being only 8mi - Nearest grocery store; 1mi (Publix) - Largo mall/shops; 3mi The house is also very close to the main road that will take you across the bridge into Tampa - airport being only 20 miles away, along downtown Saint Petersburg being only 20 miles away.

4.98 out of 5 average rating, 237 reviews

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

5.0 out of 5 average rating, 49 reviews

Home in St. Petersburg

Tropical Paradise Tranquility Getaway

Cozy 2 bedroom/1 bathroom house centrally located to Downtown St Pete and beaches. Fenced backyard for your privacy and safety of children/pets. Walking distance to public library, neighborhood lake, restaurants and bus transportation. You will love backyard Pergola with dining and sitting area for your relaxation! Tropical back and front yards! 2 Grills provided for your delicious outside cooking! Included with your stay beach towels, beach coolers, no pet fee, etc..

A modern living area features a gray sofa adorned with patterned pillows, arranged near a round wooden coffee table with decorative items. The space is illuminated by a tall, artistic lamp, and two bright orange doors complement the warm color palette.