Compare Belleair Villas

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Featured Villas in Belleair

MILOS Beach House-NEW Luxe Haven Steps from BEACH -NEW ROOFTOP POOL 36 FT LONG

MILOS Beach House-NEW Luxe Haven Steps from BEACH -NEW ROOFTOP POOL 36 FT LONG

Indian Rocks Beach FL
At this villa, guests enjoy an outdoor pool, a gym, and a hot tub. Other amenities at this family-friendly villa include an arcade/game room, laundry facilities, and a garden.
Pool
Hot Tub
2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

2 out of 5
Largo FL
$478 nightly
The price is $535 total per night
$535 total
Jan 26 - Jan 27, 2026
Total with taxes and fees
Guests of this villa enjoy features like an outdoor pool, a gym, and an arcade/game room. Other amenities at this family-friendly villa include laundry facilities and barbecue grills.
Pool
Kitchen
Charming 2-bedroom, 2-Bathroom villa in Seminole, 15 minutes near beaches.

Charming 2-bedroom, 2-Bathroom villa in Seminole, 15 minutes near beaches.

2 out of 5
Largo FL
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
The Salty Pelican on the Pinellas Trail

The Salty Pelican on the Pinellas Trail

Palm Harbor FL
At this villa, guests have access to features like laundry facilities.
Washer
Dryer
Room in Studio - Villa La Esperanza 1

Room in Studio - Villa La Esperanza 1

3 out of 5
Tampa FL
Guests of this villa enjoy features like free WiFi in public areas. You'll find limited parking.
Free WiFi
Million Dollar Views! Waterfront 2 bedroom/2 bath duplex with pool and dock.

Million Dollar Views! Waterfront 2 bedroom/2 bath duplex with pool and dock.

Treasure Island FL
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free villa also has a garden.
Pool
Kitchen
Hidden Gem! Treasure Island Waterfront 2/2 with a pool and dock!

Hidden Gem! Treasure Island Waterfront 2/2 with a pool and dock!

Treasure Island FL
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free villa also has a garden.
Pool
Kitchen
The Oasis Retreat | Pool + Game Room + Basketball + Massive Yard | Near Beach & Golf

The Oasis Retreat | Pool + Game Room + Basketball + Massive Yard | Near Beach & Golf

Largo FL
At this villa, guests have access to a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly villa include barbecue grills and a garden.
Pool
Hot Tub
Luxe Waterfront Home w/ Pool★Elevator★Gulf Access

Luxe Waterfront Home w/ Pool★Elevator★Gulf Access

Tarpon Springs FL
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free villa also has a garden.
Pool
Kitchen
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Belleair

    Wyndham Grand Clearwater Beach

    Wyndham Grand Clearwater Beach

    100 Coronado Drive Clearwater Beach FL
    $241 nightly
    The price is $272 total per night from Jan 1 to Jan 2
    $272 total
    Jan 1 - Jan 2, 2026
    Total with taxes and fees
    9.4/10 Exceptional! (2,924 reviews)
    Hilton Clearwater Beach Resort & Spa

    Hilton Clearwater Beach Resort & Spa

    400 Mandalay Ave Clearwater Beach FL
    $190 nightly
    The price is $215 total per night from Jan 11 to Jan 12
    $215 total
    Jan 11 - Jan 12, 2026
    Total with taxes and fees
    8/10 Very Good! (2,371 reviews)
    Hotel Alba, Tapestry Collection by Hilton

    Hotel Alba, Tapestry Collection by Hilton

    5303 W Kennedy Blvd Tampa FL
    $155 nightly
    The price is $176 total per night from Jan 2 to Jan 3
    $176 total
    Jan 2 - Jan 3, 2026
    Total with taxes and fees
    8.6/10 Excellent! (2,461 reviews)

Luxury Villas

Book luxury villas in Belleair
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Belleair. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Belleair, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Belleair
You won’t have a problem finding your own space in Belleair. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Belleair on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Belleair rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Belleair Villas essential information

Accommodation
165 Villas
Lowest Price
$176
Highest Price
$535
Popular accommodation
MILOS Beach House-NEW Luxe Haven Steps from BEACH -NEW ROOFTOP POOL 36 FT LONG, 2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles, Charming 2-bedroom, 2-Bathroom villa in Seminole, 15 minutes near beaches., The Salty Pelican on the Pinellas Trail, Room in Studio - Villa La Esperanza 1, Million Dollar Views! Waterfront 2 bedroom/2 bath duplex with pool and dock. , Hidden Gem! Treasure Island Waterfront 2/2 with a pool and dock!, The Oasis Retreat | Pool + Game Room + Basketball + Massive Yard | Near Beach & Golf, Luxe Waterfront Home w/ Pool★Elevator★Gulf Access