Holiday rentals in Belleair

Paradise Cottage Largo Beaches 1 mile High ground

We are PARADISE COTTAGE, and the standards of super host are status quo! We're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 huge potted plants, many trees, etc we live in a lush tropical "Paradise". Our guests' highest praises include private, quiet, serene, safe and secluded; attributes we're fortunate to claim We have no neighbors while being so close to so much. Read the next section "The Space" to learn more.

Backyard Oasis | Hot Tub | Fire Pit | Near Beaches

Just 10 minutes to Indian Rocks Beach, Sunshine State of Mind is the perfect retreat for your Florida getaway! Experience a relaxing vacation right in the private, fully turfed backyard complete with a hot tub, barbeque, outdoor dining area, lawn games, and firepit. Kid friendly amenities include pack-n-play, kids books/toys, inflatable toddler bed, and tableware. A game room for friends or the whole family to enjoy! Beach day essentials also provided. Perfect for couples, families, or friends!

Stars by the Sea - Cozy home close to beaches

Our home is beautifully updated, fully furnished and decorated in a beach theme. The master bedroom has a comfortable king size bed and the second bedroom has a queen. We have a beautiful pond in the back. Perfect for you to relax and BBQ while enjoying our wonderful Florida weather. The house has a Smart TV, Internet w/Wi-Fi, dishwasher, washer, dryer, and much more. Everything you need to make your stay perfect. We are close to great shopping, dining and to some of Florida's best beaches.

Belleair Beach Oasis w/ Heated Pool - 3mi to Beach

Welcome to BELLEAIR BEACH OASIS! This luxuriously updated 2BR/1BA POOL HOME is minutes away from beaches and golf courses! Walking distance to Belleair grocery, coffee shops, restaurants and more. Enjoy the private and fully fenced resort-style outdoor living featuring: inground pool, modern pergola w/lounge chairs, covered dining, and relaxing hammock! You’ll love this quaint Belleair Bluffs neighborhood offering easy commute to St. Pete Clearwater and Tampa Airports, local hospitals, etc.

Quiet 3BD Huge Tropical Garden & Patio. 5min Beach

Escape to our tranquil tropical paradise! Our private garden overflows with emerald palm trees, exotic foliage and native blooms, while the covered patio offers a place to relax and savor nature's natural sounds. Grill area, outdoor seating, lounge chairs. 5 minutes to Indian Rocks Beach and downtown amenities. Embark on bike rides on the nearby Pinellas Trail and Tailor Park with our complimentary bikes. Enjoy fun and fishing with our provided kayaks and gear, easily loaded onto your car.

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!

Cozy Spacious New Build • 10 mins to Beaches

Welcome to your perfect Florida getaway! This spacious, bright, newly built home is only 3.5 miles from the closest beach. Our home is the perfect place to relax and recharge — ideal for families, friends, and beach lovers alike. Bring the whole family and enjoy plenty of room for fun! Centrally located just 9 minutes from Gulf beaches, downtown, Pinellas Trail, golf courses, dining, and attractions. Come relax, explore, and enjoy everything this beautiful area has to offer!

Key West Oasis, 1 BR, A+ Pool, Clean, 3mi to Beach

🌴 Recently remodeled, tranquil oasis w/ coastal charm. Casper memory king. Hotel linens. 750 sq feet/vaulted ceiling. Heated pool & gym Fun 🏄‍♂️ vibe ideal for couples - Walk to restaurants & stores - 3 miles from the white sugar sand of Clearwater Beach 😎 -Consistently rated a top beach in the USA. The gated complex offers - Free Parking - Central location to visit area beaches & attractions - A large Clubhouse. Escape to this “Guest Favorite” awarded space.

Your Happy Place | Pups Welcome | IRB

Sun, sand & happy tails — this one has it all! Cozy 2BR/2BA cottage minutes from Indian Rocks Beach with a big backyard your dog will love. Inside you'll find a sleek open kitchen with island seating, comfy living room with a huge flat screen & fast WiFi, and a bright Florida sunroom perfect for morning coffee. Fire up the grill under the covered patio, explore the Pinellas Trail right behind the yard, or just do nothing at all. Dogs welcome. Flip flops encouraged.

Spacious Home, mins to the Beach

This charming 2-bedroom home is right in the middle of it all. Conveniently, located close to beautiful beaches with swift access to the city for both dining and shopping. The Master bedroom has a cozy king bed with a large wall mounted television. Bedroom 2 hosts a full bed and a single trundle bed with a wall mounted television. The sleeper sofa creates an additional comfortable sleeping space. This cozy home boasts everything you need for your Florida stay.

Ocean Breeze • Easy - Heated Pool Access

📍 Stay in The Avalon at Clearwater, a gated community with a heated pool, fitness center, clubhouse, and free parking. Walk to Publix, restaurants, cafés, and shopping. Just 15 minutes to Clearwater Beach, 20 minutes to Tampa Airport, and convenient to Dunedin, Safety Harbor, Honeymoon Island, St. Petersburg, and other top Gulf Coast attractions. Perfect for beach getaways, business travel, snowbirds, and extended stays.

Hot Tub | Ping Pong | Foosball | Mins to Beaches

Welcome to Coastal Palms, your private Gulf Coast retreat just minutes from Indian Rocks Beach. This beautifully updated mid-century home blends coastal charm with modern comfort, featuring a private hot tub, game lounge, backyard oasis, and space to relax after a day at the beach. Whether you're planning beach days, family vacations, or weekend getaways with friends, Coastal Palms was designed for making memories. 🏓