Holiday houses 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.
Guesthouse in Largo
4.99 out of 5 average rating, 369 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 unique dome structure is surrounded by a landscaped area featuring low plants and trees. The exterior is composed of light-colored bricks, while two arched windows provide natural light. A tall tree with hanging moss is visible alongside the dome, contributing to the serene setting.
Dome in Largo
4.87 out of 5 average rating, 437 reviews

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.

Top Guest favourite
Home in Largo
4.96 out of 5 average rating, 146 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, 129 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, 169 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.

Guest favourite
The exterior of a single-story home is displayed, featuring a light gray façade with stone accents. A large driveway leads to a white garage door, bordered by modest landscaping. Trees provide shade in the front yard, creating a peaceful residential setting.
Home in Largo
4.91 out of 5 average rating, 109 reviews

20th St home close to Pinellas Trail and Beaches

This is a beautiful three bedroom two bathroom home with easy access to the Pinellas Trail and an awesome park right across the street. Pet friendly. We have it stocked with everything you need to have a great vacation. The living space in this home will make it very comfortable for six people. This house is in a very quiet and safe neighborhood. It is less than 4 miles to the best beaches Florida has to offer. We are a local host so if any comes up we have a super fast response time.

Top Guest favourite
A stylish kitchen countertop is displayed with woven baskets containing a water bottle and miscellaneous items. A sign, featuring the phrase 'THIS IS OUR HAPPY PLACE,' is positioned prominently, adding a touch of character to the modern, open space.
Home in Largo
4.98 out of 5 average rating, 45 reviews

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!

Guest favourite
Home in Largo
4.88 out of 5 average rating, 276 reviews

Private Fenced Yard |Bright Villa| 8 Min to Beach

✨ You’ll adore this stylish getaway w/ a private fenced in yard. Natural light fills the space, highlighting its modern furnishings & remodeled design. Conveniently located just 8 min from the beaches & only a few blocks from vibrant downtown Largo. This is a single-story property. With the scenic Pinellas Trail right across the street & supermarkets & restaurants within walking distance, everything you need is at your doorstep. Explore Largo Central Park or enjoy dining downtown.

Guest favourite
Home in Belleair
5 out of 5 average rating, 24 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
A spacious living area features a comfortable gray sofa adorned with colorful pillows, complemented by a wooden coffee table. A large piece of coastal art hangs on a teal wall, while light streams in from the open dining area, showcasing bar stools and a bright kitchen beyond.
Condo in Clearwater
4.98 out of 5 average rating, 85 reviews

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.

Top Guest favourite
A modern kitchen features white cabinetry and sleek stainless steel appliances. A central island with two wooden stools invites gatherings. Natural light spills through a nearby doorway, illuminating decorative greenery and tasteful textures along the walls.
Condo in Clearwater
4.98 out of 5 average rating, 175 reviews

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.

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, 53 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. 🏓

Popular amenities for Belleair holiday rentals

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