Holiday rentals in Belleair

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Top-rated holiday rentals in Belleair

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Top guest favourite
An outdoor hot tub is positioned beside a wooden deck, featuring steps for easy access. Sunlight reflects off the water, while a lounge area with seating and umbrellas is visible in the background. A welcoming sign marks the entrance to the studio.
Flat in Largo
4.93 out of 5 average rating, 113 reviews

Relaxing Coastal Getaway w/ Jacuzzi & Private Yard

Short-Term Rental Studio Near the Beach — Relax, Unwind & Enjoy Privacy Escape to our cozy studio designed for vacations with friends, romantic getaways, or even a productive business trip — all just 3 miles from the beautiful Gulf beaches. Step outside into your private backyard oasis, featuring both sunny and shaded seating so you can lounge however you like. Enjoy a peaceful garden setting, a comfortable outdoor dining area, and a BBQ grill perfect for laid-back evenings at home. Inside, y

Superhost
Home in Largo
4.85 out of 5 average rating, 188 reviews

Cute Florida Cottage-Sand in Your Toes & BikeTrail

Happy Trails Cottage (750 square feet) is just under 3 miles from Belleair Beach. This adorable house sits on a large double lot and is ON the Pinellas Trail. BIKES are INCLUDED to cruise to local parks, coffee shops and restaurants- or even bike to the beach! Clean home that has been decorated for casual Florida living. Screened front AND back porch to enjoy the old, Florida oak trees. Minutes from Indian Rocks Beach, Sand Key Beach and the famous Clearwater Beach. Slow down & stay awhile.

Top guest favourite
A cozy bedroom features a spacious bed adorned with soft pillows and a light blanket. Natural light enters through the partially covered window, while two modern light fixtures flank the headboard. A decorative plant sits atop a small side table, complementing the neutral decor.
Flat in Clearwater
4.95 out of 5 average rating, 22 reviews

Fantastic Condo at Avalon - Fully Renovated!

Ground Floor Completely RENOVATED! Amazing & Very cozy and it has a a 60” Fireplace. 1 king size bed and a queen pullout couch new style, 1 bathroom with the best water pressure including a rain shower and a hand held unit. This unit is well equipped with everything you need and have at your home. The condo is great for a couple’s getaway or a nice family vacation. YOUR HOME AWAY FROM HOME! Steps to the POOL, beach chairs, Floaties, wagon, cooler, etc. The Beach is a just a 10 minute drive!

Guest favourite
A bright studio space features a cozy seating area with a soft blue love seat and a spacious bed adorned with white linens. Natural light filters through sheer curtains, illuminating the wood furnishings and decorative accents throughout the room.
Guest suite in Largo
4.91 out of 5 average rating, 323 reviews

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

Welcome to our cozy guest suite—where comfort is personal over perfect, and full of charm you won’t find at a hotel. Guests love the thoughtful touches, eclectic decor, cloud-like bed, and the irreplaceable feeling of being at home when you’re far from home. Our home uses one central AC unit. Because Florida is warm and humid year-round, we keep the thermostat at 70°F by day and 67°F at night for proper cooling and comfort. If you prefer more warmth, two space heaters are in the suite closet.

Guest favourite
A spacious heated pool is surrounded by palm trees, loungers, and a decorative island. The pool area features sunlit tiles, offering a refreshing escape. Nearby, a covered seating area with tables adds to the inviting atmosphere of the community.
Apartment in Clearwater
4.89 out of 5 average rating, 83 reviews

Clearwater Vacation Rental Condo/Heated Pool

Enjoy my modern Super Clean Vacation Rental minutes from Clearwater Beach. 1st floor unit. NEW COMFORTABLE KING BED, new Fridge, new washer added 2024! Enjoy the beautiful huge Heated Pool! This condo has it all: close to beaches, shopping, restaurants, entertainment and just minutes to the white sands of Clearwater beach. A fully stocked kitchen, washer, dryer, linens, towels, beach towels, blow dryer, iron and your very own private screened in balcony. Fast WIFI, 130 channels, Netflix!

Superhost
A spacious bedroom features a king-size bed with a green quilt and two pillows. Natural light enters through multiple windows, illuminating the room. A potted plant and decorative wall art provide touches of nature, while a bedside table holds a small lamp.
Guest suite in Orange Lake Village
4.87 out of 5 average rating, 155 reviews

Largo Palms Guest Suite near Indian Rocks Beach

Enjoy this new studio guest suite, located near Indian Rocks & Clearwater Beach. Only a 10 min drive from St. Pete–Clearwater Airport, this space is great for short-stay vacationers, couples, or business travelers who enjoy unique places! Set up like a duplex, this unit is a must-have! No expense was spared as this unit features all-new furniture designed to provide the highest comfort possible. Located near the oceanside, everything is only a short drive away! NO KITCHEN OR LAUNDRY IN UNIT

Guest favourite
Flat in Largo
4.95 out of 5 average rating, 101 reviews

Hidden Oasis #3, *construction discount!*

*Construction discount! The yards and upstairs apartment are undergoing renovations. Please note the seating on the decks is limited and there may be noise in this unit during the day from the work above.* Walk into this welcoming apartment and find your paradise! This cozy space has shared access to a large courtyard w/ grill & smoker. Short 10-minute drive to the best free parking along the Gulf beaches (Indian Rocks Beach). Free bikes! Come make yourself at home in this Hidden Oasis 🌴

Top guest favourite
A cozy guest suite is shown, featuring a spacious bed against a soft blue wall. A colorful octopus-patterned rug adds charm to the room. Nearby, a coffee station is visible alongside a potted plant, with a well-lit seating area in the background.
Guest suite in Seminole
4.96 out of 5 average rating, 238 reviews

Beautiful Private entry & yard, non shared space.

Beautifully decorated with hand painted oil, acrylic paintings. Large 400 ft unit. New Updated shower2024, AC split you can control. A portion of the side yard ( as pictured ) has been fenced off for you. ONE animal allowed, this includes service or non- service. You DO need to notify me if you're bringing a Animal. No Cats. The suite is non shared and attached to the rest of the house. There are two Rental units on this property. Each on opposite sides of the house. This is Unit A.

Superhost
Flat in Clearwater
5 out of 5 average rating, 4 reviews

1 Bed APT Short Drive to Beach

Stay just a few blocks from the water and a short drive to world-famous Clearwater Beach in this stylishly renovated 1-bedroom unit. Enjoy a modern kitchen, cozy living area, and a fresh, spa-like bathroom. Features: • Full kitchen with new appliances • Queen bed, workspace, & Smart TV • Fast Wi-Fi & A/C • On-site coin laundry • Street parking available • Bright, clean, and comfortable Perfect for beach lovers, couples, and business travelers alike!

Top guest favourite
Apartment in Clearwater
4.99 out of 5 average rating, 112 reviews

Literally: 15 steps to the Pool, GroundFloor Condo

Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!

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, 214 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.

Top guest favourite
A modern kitchen is showcased with stainless steel appliances and a central island featuring bar seating. Sleek cabinetry and a bright light fixture enhance the space. Natural light fills the room, emphasizing the clean lines and functional design.
Apartment in Clearwater
4.97 out of 5 average rating, 115 reviews

Clearwater Retreat • Gated Community + Heated Pool

✨ Welcome to your Cozy Clearwater Retreat! This modern 1-bedroom condo in The Avalon gated community offers comfort and convenience just minutes from Clearwater Beach. Enjoy vaulted ceilings, an open layout, in-unit laundry, fast WiFi, and a screened patio. Guests love the clean space, safe location, and the resort-style pool just steps away—perfect for couples, solo travelers, or small families.

Popular amenities for Belleair holiday rentals

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