Holiday rentals in Belleair

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Top-rated holiday rentals in Belleair

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The image captures a serene outdoor area featuring a charming entrance to the cottage. Surrounding tropical plants and tall trees create a lush environment. A decorative fountain stands to the left, and comfortable seating under an umbrella adds to the inviting atmosphere.
Guest house in Largo
4.99 out of 5 average rating, 368 reviews

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.

Guest favourite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.95 out of 5 average rating, 188 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Guest favourite
An inviting pool area features a clear blue pool alongside a spacious hot tub, both surrounded by a grey stone deck. Comfortable loungers are arranged under an umbrella, offering shade. Sunlight filters through the screened enclosure, creating a bright and open atmosphere.
Home in Largo
4.92 out of 5 average rating, 125 reviews

Heated Pool and Spa | 5 min to beach

Welcome to our home in Largo, Florida. This is a modern and comfortable place with a heated pool and spa, just minutes from Clearwater and Indian Rocks beaches. The kitchen has everything you need, and the living spaces are meant for relaxed stays with family or friends. The house has 3 bedrooms and 2 bathrooms and sleeps up to 6 guests comfortably. Whether you spend the day at the beach or by the pool, you’ll have an easy place to unwind and enjoy your time here. We hope you feel at home.

Top guest favourite
Home in Largo
4.96 out of 5 average rating, 144 reviews

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.

Top guest favourite
The backyard features an inground pool surrounded by a smooth deck, with lounge chairs positioned beside it. Lush greenery and palm trees are seen throughout the space, enhancing the outdoor living area. A covered pergola provides shade, and a grassy area is included for relaxation.
Home in Belleair Bluffs
4.93 out of 5 average rating, 127 reviews

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.

Top guest favourite
The exterior of the home is surrounded by lush tropical foliage, including palm trees and native plants. A covered patio area can be seen, leading to a pathway of gravel that weaves through the vibrant garden. The inviting entrance is framed by greenery, creating a serene atmosphere.
Villa in Largo
4.98 out of 5 average rating, 168 reviews

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.

Top guest favourite
An updated kitchen is showcased with gray cabinetry, stainless steel appliances, and a large island with seating. A dining area features a wooden table surrounded by chairs. Natural light enters through the windows, enhancing the open layout of the space.
Home in Largo
4.98 out of 5 average rating, 58 reviews

Coastal beach getaway

Relax with the whole family at this peaceful place to stay. This 3 bedroom/1 bathroom home sits in a quiet neighborhood just blocks from the beautiful Belleair Beach. The spacious backyard is ready for you and your family to spend time near the fire pit, use the grill, or even enjoy sitting outside underneath the string lights. *Special Features* -BBQ grill and patio seating -Updated kitchen and appliances -High-speed WiFi -Smart TV -Beach necessities -Close proximity to local beaches

Guest favourite
Home in Belleair
5 out of 5 average rating, 20 reviews

Pool & Game House 13 min to Clearwater/IR Beaches

~13 min drive to Indian Rocks or Clearwater Beach! - Steps to the 65 mi. pedestrian/cycling trail access - Plunge pool + floaties - Tanning deck + sun loungers - 65" smart TV, outdoor dining table, BBQ/grill - Putt-putt, cornhole, axe throwing, bikes - Beach (2x chairs, towels, umbrella, cooler, wagon) - Nintendo switch + games, board games - Chef's kitchen fully stocked - High-speed Wi-Fi, dedicated workspace - Full length mirror - Free driveway parking and Washer/Dryer

Top guest favourite
Guest suite in Clearwater
5 out of 5 average rating, 113 reviews

Clearwater Studio Getaway

Welcome to Clearwater Studio Getaway! Enjoy a peaceful and centrally-located space just 15 minutes from Clearwater Beach, Downtown Clearwater, and the Tampa Bay área .Just 7 minutes from Safety Harbor and 14 minutes from Dunedin . Perfect for travelers or couples, this cozy studio features a private bathroom, comfy bed, and essential amenities. Relax after a day of sun and fun, with shops, dining, and attractions all within easy reach. Your perfect Florida stay!

Top guest favourite
Cottage in Dunedin
4.97 out of 5 average rating, 375 reviews

Walk Downtown and to Waterfront, Mins to Beaches

Just steps to Main Street Dunedin and minutes to Honeymoon Island and Clearwater beach, this stylish upstairs 2-bedroom cottage blends modern coastal comfort with beautiful design. Enjoy treetop views, two king beds, a sleeper sectional, and a fully stocked stay. Walk to dining, shops, breweries, and Dunedin’s stunning waterfront sunsets, then drive minutes to the beaches. Pet-friendly with every detail beautifully done—reserve the Barefoot Parrot today.

Top guest favourite
The image showcases four distinct areas of Coastal Palms. A cozy sleeping area is highlighted with a spacious bed and natural light. The outdoor space features a ping-pong table, seating under a large umbrella, and a welcoming hot tub, surrounded by colorful striped walls.
Home in Belleair
5 out of 5 average rating, 49 reviews

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. 🏓

Top guest favourite
Home in Clearwater
4.91 out of 5 average rating, 126 reviews

Modern Pet-Friendly Beach House w/ Heated Pool & S

Unwind in this serene 2‑bed, 2‑bath Clearwater retreat featuring a heated saltwater pool, spa, and sun‑soaked tanning deck. Nestled in a quiet, welcoming neighborhood near Honeymoon Island, Dunedin, and Clearwater Beach, this oasis is perfect for relaxing, reconnecting, and creating unforgettable memories with the ones you love.

Popular amenities for Belleair holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Belleair