Holiday rentals in Pinellas County

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!!!

Blue Moon Dome > Cozy Romantic Beach Retreat

• Full private dome house. • Walk to Florida Botanical Gardens & Pinellas Trail • 7 min to white-sand beaches, restaurants, cafes, shopping • Romantic queen bed under a skylit dome • Airy, cozy, filled with light - a perfect escape from the ordinary • Fast Wi-Fi, kitchen, private entry, free parking • Optional romantic room setups with candles, petals & treats Whether it’s a honeymoon, birthday surprise, solo reset, or anniversary adventure - Blue Moon Dome is more than a stay. It’s a memory.

WestBay Villa A - 4 miles to the beaches

We would love to welcome everybody to our newly renovated little spot near Florida's beautiful beaches. Enjoy a relaxing experience at this centrally-located home. It's a private, pet-friendly apartment that has been outfitted with a beach/coastal theme to inspire your stay. We hope that you'll enjoy our little slice of the Sunshine State. We are minutes from Largo Central Park. Only 3.5 miles from Belleair Beach, 4.8 miles from Indian Rocks Beach, and less than 6 miles from Clearwater Beach.

Beaches • Noon Check In • Hot Tub • Late Checkout

NEW: NOON check in & LATE 4pm Checkout! Vacation Longer at your private resort-style escape just 15 minutes from Indian Rocks Beach and Splash Harbour Waterpark! You will instantly feel transported to a tropical vacation getaway! Relax and unwind with premium amenities including a private pool, hot tub, fire pit, hanging chairs, mini golf, cornhole, pool table, and classic arcade games. Featuring 2 bedrooms, 2 bathrooms, rollaway bed, and comfortable accommodations for up to 6 guests!

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!

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.

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.

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach

You asked, we delivered. Inspired by our consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Sea Vue -King Beds | Stunning Views | 2MI to Beach

Welcome to Sea Vue, a luxury Western facing home offering unparalleled water views, superior outdoor living, 5 bedrooms with dreamy hotel style bedding and activities for the entire group. Located just 2 miles to award winning St. Pete Beach & a short drive to the booming Downtown area this home is sure to exceed guest's highest expectations. Prepare to experience the highest level of customer service and indulge in your own private oasis inside and out.

Charming apartment in Historic Kenwood

Cute, spacious apartment located in Historic Kenwood, which was named 2020 “Neighborhood of the year” by NUSA. Our apartment is above our large garage. Lots of charm and just enough space to spread out a little for some privacy. Located close to downtown, walking distance to lots of restaurants, breweries and bars but still a short drive to our beautiful beaches. You access the apartment through our side gate and up an exterior stairway.

Providence Cove | Heated Salt Pool • Sleeps 12

Welcome to Providence Cove, your luxury retreat just minutes from Clearwater Beach! Relax in the heated saltwater pool, enjoy private mini golf, gather around the fire pit, and create unforgettable memories with family and friends. Sleeps up to 12 guests and features stylish bedrooms, a fully equipped kitchen, fast Wi-Fi, private parking, and a curated vacation guide with our favorite local beaches, restaurants, and attractions. 🌴✨🌊🫶🏻🌞

Insta Worthy Retreat -HTD Pool- Arcade Room- 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!