Holiday rentals in Belleair

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

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.

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!

"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.

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!

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

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 🌴

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.

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!

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!

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.

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.