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, 364 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
4.97 out of 5 average rating, 178 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, 143 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.

Guest favourite
Home in Largo
4.78 out of 5 average rating, 9 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, Pinellas Trail and golf courses. Come relax, explore, and enjoy everything this beautiful area has to offer!

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 Largo
4.93 out of 5 average rating, 123 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, 165 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, 57 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

Top guest favourite
The exterior view features a well-maintained landscape with palm trees and lush greenery. A brick border outlines a mulched garden bed, enhancing the curb appeal. The entrance is flanked by a two-car garage, offering convenient parking. Sunlight brightens the scene on a clear day.
Home in Largo
4.97 out of 5 average rating, 135 reviews

Crescent Beach House Pet friendly

This is a beautiful three bedroom two bath home. It is located in Largo, FL less than 5 miles from the best beaches in Florida. This house is also less than a mile from the popular Pinellas Trail and John S Taylor Park. There is a golf course less than a mile away. This house has all the amenities you might need from two types of coffee machines to beach chairs. It has a fenced in back yard with a screened in patio as well as a two car garage with a full size washer and dryer.

Guest favourite
Home in Largo
5 out of 5 average rating, 14 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 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.
Apartment in Clearwater
4.98 out of 5 average rating, 164 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

Top guest favourite
Home in Largo
4.92 out of 5 average rating, 417 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 :-))

Guest favourite
A bright living area features a comfortable light-colored sofa and armchairs, complemented by a decorative round coffee table. Large glass doors provide an unobstructed view of the beach and palm trees outside, allowing natural light to fill the space.
Apartment in Indian Rocks Beach
4.97 out of 5 average rating, 158 reviews

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

Popular amenities for Belleair holiday rentals

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