Belleair Vacation Rentals, Cottages, Waterfront Homes
Large selection of Vacation Rental Homes in Belleair.
Many properties to choose from, including private Waterfront Homes, Cottages or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities that will make your Belleair Beach and Belleair Bluffs Florida visit the perfect getaway.
Book your Belleair Vacation Rentals here and save!
Close to Clearwater Beach & Sand Key Park, we have many rental properties to choose from. Find 2 bedroom vacation rentals, 3 bedroom rentals or large rental homes for the entire family on your Florida vacation.
Start your vacation here!
We proudly partner with VRBO.com, one of the world's most trusted vacation rental platforms. As an official Affiliate, every listing on our site connects you directly to verified owners through secure booking channels. Whether you're looking for a beachfront condo, a pet-friendly cottage, or a pool home near Disney, we make it easy to find the perfect place to stay in Florida.
Beautiful Belleair Luxury Home with Heated Pool
Vacation Home in Belleair 
4.9 Star Review
Perfection in Prestigious Belleair! Executive 3 Bedroom home located in beautiful Belleair just minutes away from the white sandy beaches of Clearwater Beach and Madeira Beach. This home sleeps 8 with three queen beds and one pull out sofa bed. Near to the Intercoastal. Fully furnished with linens, pool towels and your own private heated screened pool and BBQ. Dishwasher, washer and dryer on site. 7 day minimum required........
3 Bedrooms
- Sleeps 8
Vacation Rental in Belleair
Any Closer to the Water and You Would Be in it Belleair
Vacation Home in Belleair 4.7 Star Review
FALL ASLEEP TO THE SOUND OF CRASHING WAVES. This spacious, uniquely decorated, multi-level, three bedroom unit sits right on top of the beautiful Gulf of Mexico. There are no obstructions between you and the beautiful beach. There is a relaxing heated pool on the property and a children’s play ground seconds away. The unit directly faces the Gulf of Mexico and the living room and master suite balconies provide perfect locations to take in the colorful sunsets and breathtaking views of the Gulf of Mexico. Whether you're lounging by the pool or sunning on the beach, the crashing.......
3 Bedrooms
- Sleeps 4
Vacation Rental in Belleair
Off The Beaten Path 12 min to Beach
Vacation Home in Belleair
We welcome you to this cozy home in Belleair only 12 minutes to the beach! We are a pet friendly home!
The space
Three bedrooms 1 bathroom house at the end of the road. We have a bunk bed room that sleeps three and two bedrooms that sleeps four. Plus the couch can sleep one.
We offer free self service breakfast; cereal, oatmeal, granola, breakfast sandwiches, waffles, tea and coffee.
Guest access
You have full access to the entire home, and yard.
Other things to note
Pet friendly home but we do ask that you pick up after your pet and do not leave your pet unattended in the.......
3 Bedrooms
- Sleeps 7
Vacation Rental in Belleair
Beach house
Vacation Home in Belleair 1.0 Star Review
I have a beautiful home minutes from Clearwater Beach. It’s a two bedroom two bath with an inground pool in the backyard. It’s in a beautiful neighborhood located in Belleair bluffs. This house also comes with a game room which includes foosball, pool table, ping-pong table, hockey, and a PlayStation. Also has washer and dryer. Very comfortable home........
2 Bedrooms
- Sleeps 7
Vacation Rental in Belleair
Minutes to clearwater Beach Intracoastal water view
Vacation Home in Belleair
Mediterranean architecture meets modern loft living in Belleair, Florida. This unique, custom over 4, 700 sq.f. home, has incredible views of Belleair Golf Course and it's located on one of the most beautiful streets in Belleair, overlooking the intracoastal and the beaches. Renovated to reflect a sophisticated yet comfortable ambiance this is a magnificent place to call home. Walking in, you will find open floorplan, large spaces, high ceilings and modern high-end finishes throughout. Custom kitchen with Italian "Pedini" cabinetry, soap stone counters and Viking and Subzero appliances. The do.......
3 Bedrooms
- Sleeps 6
Vacation Rental in Belleair
Kick back and relax in this calm, stylish space
Apartment in Belleair
Kick back and relax in this calm, stylish space. This studio apt offers the best of both worlds: the privacy and comfort of a home away from home and access to incredible shared amenities that will elevate your vacation experience. Such as a pristine pool where you can take refreshing dips under the Florida sun. A communal barbecue area and fire pit await your culinary and relaxation desires .there's a mini golf course.
And the icing on the cake? You're just a short 10-minute drive away from the stunning Clearwater Beach.
We will not show at your door unless you ask for something. if y.......
Studio
- Sleeps 2
Vacation Rental in Belleair
Location! Location! Florida Vacation Home!
Vacation Home in Belleair
Property to rent in a fantastic location, close to all the area has to offer for a perfect stay.
Fully equipped for all your needs.
Gas grill available.
Fully furnished 3 bedroom 2 bathroom home. Interior recently decorated throughout.
Fully equipped kitchen with new appliances.
Washer/dryer in the garage.
3 bedrooms (1 bedroom has king bed 2nd bedroom has 2 twin beds 3rd bedroom has 1 full bed).
2 bathrooms (1st bathroom has a bathtub with overhead shower 2nd bathroom with walk in shower is ensuite to the master bedroom.
Living area .......
3 Bedrooms
- Sleeps 6
Vacation Rental in Belleair
First golf course in Florida. Voted #1 beach in Florida.
Vacation Home in Belleair
Very relaxing and private. Beautiful walk to sunset in Belleair or to the beach. Transportation is provided if you lease the Moke golf cart. It’s an extra bonus to your visit. It’s 200 a day per 24 hours........
3 Bedrooms
- Sleeps 4
Vacation Rental in Belleair