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, 361 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.

Top 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
4.98 out of 5 average rating, 170 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

Top Guest favourite
Home in Largo
4.96 out of 5 average rating, 141 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 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, 162 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
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, 41 reviews

Hot Tub | Ping Pong | Foosball | Mins to Beaches

Welcome to Coastal Palms, your ultimate beach retreat near IRB! MINS from the Gulf’s most beautiful shores, this stylish mid-century mod home combines coastal charm with modern comforts. Designed for both relaxation & fun, you’ll love the hot tub, backyard oasis, & game lounge with a ping pong table. This getaway includes everything you need for a carefree FL escape! Whether you’re planning beach days, BBQ nights, or movie marathons on the big-screen, your dream vacation starts here. 🏓

Superhost
Home in Belleair
4.83 out of 5 average rating, 6 reviews

Spacious New Build • Close to Beaches

Welcome to your perfect Florida getaway! This spacious, bright, and 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 to this great place with lots of room for fun. Centrally located and just 9 minutes to the beautiful Gulf beaches, downtown area, and golf courses. Come relax, explore, and enjoy everything this beautiful area has to offer!

Top Guest favourite
A welcoming porch area is seen, featuring two white rocking chairs and a small side table. Lush greenery and blooming flowers surround the space, while a door leads inside. Light reflects off the stone flooring, complementing the vibrant green walls.
Home in Largo
4.98 out of 5 average rating, 109 reviews

Walk to beach shops food drinks “The Inbetween”

This is one of Island Rum Suites collection! Stay with us to see why we are one of the best family owned and operated around! We are in a quiet and safe neighborhood, walking distance to the beach, shopping, restaurants, nature parks, water park, pizza, pubs and ice cream! All guests must be listed on the reservation in order to be on the property and accounted for, even children. Zoning allows 2 people per bed and 2 cars No pets allowed Florida State License # DWE6215889

Superhost
Apartment in Clearwater
4.83 out of 5 average rating, 6 reviews

1 Bd Apt near Clearwater beach with pool.

Unwind in this stylish and tranquil 1-bedroom, 1-bath apartment designed for comfort and ease. The unit includes a private bedroom, full bathroom, and kitchen, making it ideal for couples or small groups. Guests have access to a beautifully maintained shared pool, along with a fire pit, barbecue area, mini golf, and on-site laundry. Located just a 10-minute drive (3 miles) from Clearwater Beach, this inviting retreat offers relaxation with quick access to top attractions.

Superhost
A light-filled living space features a blue sofa and armchair against neutral walls, complemented by a plush area rug. A round coffee table sits center stage, while a dining area with four chairs can be seen in the background, beside sliding glass doors leading to the patio.
Home in Clearwater
4.86 out of 5 average rating, 184 reviews

Newly Built Spacious Home- mins from Beach!

Welcome to our newly built comfy home! With stunning upscale white tile, 9ft ceilings, and modern yet charming details. Exceptionally comfortable for your Clearwater Beach getaway! Conveniently located 12mins from both Clearwater Beach and Belleair Beach! What You'll Love: -Spacious patio with beautiful lights, grill, and 2 person hammock! -Living room equipped with 65' Roku TV, kids books, and board games -Ergonomic work desk and chair -220+ mbps WiFi -Beach supplies

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, 154 reviews

Ocean Breeze • Easy - Heated Pool Access

The Avalon at Clearwater is a gated community with a nice size heated pool and community gym. Parking space is not assigned and it’s free of charge. Location is central with short distance to nearby beaches, attractions and other nearby towns. Unit is approximately 500 square feet with a living room-kitchen open concept and One bedroom - bathroom open concept. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport

Guest favourite
A bright living area features a comfortable sectional sofa with decorative pillows, paired with a tropical-patterned armchair and ottoman. Natural light streams through the windows adorned with sheer shades, highlighting a wooden coffee table and a cozy area rug on the floor.
Home in Largo
4.92 out of 5 average rating, 412 reviews

Live Oak Lodge

Enjoy your stay in this 1950s tropical home in a quiet neighborhood only 3 miles from the beach. Two premium beach chairs, rolling cooler, umbrella and more to use during your stay! Hang out surrounded by the tropical plant life in the backyard. Cozy string lights drape the 6 foot privacy fence in the backyard. This is part of a duplex unit (another unit is attached to this one), but everything is private inside and outside. (No pets allowed :-))

Top Guest favourite
A small outdoor seating area is depicted, featuring two bright green chairs and a matching table adorned with a potted plant. Lush green foliage rises around the space, creating a tropical ambiance. The background showcases a wooden fence and natural elements.
Guest suite in Largo
5 out of 5 average rating, 227 reviews

Cozy Private Bedroom Suite Private Entry King Bed

Spacious private master bedroom suite with private entrance and driveway! King bed. Private spacious bathroom! Fridge, microwave, Keurig coffee maker. Located in a large home. No access to the rest of house. 5 miles to Indian Rocks Beach. 8 miles to Clearwater. 2.5 miles to Botanical Gardens and Heritage Village, both FREE! 30 minutes from Tampa airport and 20 minutes from Clearwater St Pete airport.

Popular amenities for Belleair holiday rentals

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