A beach at sunset with birds flying and a person walking.

Search Belleair Villa Rentals from CA $141

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Dates

November 2026

December 2026

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Our top choices for Belleair villas

~ RESORT VIBES RIGHT AT HOME WITH YOUR POOL AND JACUZZI! ~

1. Heated Pool • Hot Tub • Outdoor Kitchen

Largo

Chloe C.

CA $579 total

includes taxes & fees

Nov 22 - Nov 23

An outdoor pool area with a covered patio, bar stools, and Adirondack chairs.

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

Largo

Jason D.

CA $812 total

includes taxes & fees

Nov 17 - Nov 18

A swimming pool with a hot tub, surrounded by a covered area with chairs and string lights.

3. 6BR Waterfront • Heated Pool • Hot Tub • Game Room

Largo

Andrew M.

CA $730 total

includes taxes & fees

Nov 16 - Nov 17

A covered outdoor area with wicker furniture, a pool, and a view of a lake and palm trees.

4. The Belleair Estate - Breathtaking Waterfront Home w/ Heated Pool

Clearwater

A R.

CA $1,665 total

includes taxes & fees

Nov 18 - Nov 19

A covered entryway with a dark door, a small garden area with tropical plants, and a tiled floor.

5. Oldsmar Oakleaf Villa! On Wildlife Area, Natural Privacy! Patio Garage. King Bed

Oldsmar

Stephen W.

CA $465 total

includes taxes & fees

Nov 13 - Nov 14

A wooden deck with a hot tub, a pool, and lush greenery.

6. 9BR Htd Pool • Hot Tub • Outdoor Cinema • Games

Largo

"We had a great stay! The house was clean, spacious and perfect for a larger group. There were plenty of bedrooms and bathrooms, so everyone had their own space, but also lots of areas where we could all hang out together. We spent a ton of time by the pool and hot tub, and the game room and outdoor movie area were great when everyone wanted to stay in.The hosts were incredibly responsive and the service was great. Anytime we had a question, they got back to us quickly and were genuinely helpful....

Genie P.

CA $1,230 total

includes taxes & fees

Nov 16 - Nov 17

An outdoor wooden table with chairs and a large umbrella.

7. Wilderness Escape, by Breathtaking Natl Park

Town 'n' Country

Julie D.

CA $494 total

includes taxes & fees

Nov 12 - Nov 13

A modern kitchen with a dining area, a refrigerator, and a painting on the wall.

8. 2-bedroom villa in tranquil Tampa with cool AC breeze

Carrollwood

Max r.

CA $346 total

includes taxes & fees

Nov 30 - Dec 1

A large green building with a covered patio area, a pool, and a waterfront view.

9. Sleeps 40! 13BR•Heated Pool•Waterfront Resort•Spa

Town 'n' Country

Melinda B.

CA $1,508 total

includes taxes & fees

Nov 16 - Nov 17

A covered outdoor seating area with a wooden table, a bottle of Saratoza sparkling water, and two glasses.

10. Sleeps 25 • Heated Pool• In+Outdoor Games •Theater

Port Tampa City

Courtney M.

CA $913 total

includes taxes & fees

Nov 16 - Nov 17

11. 3-bedroom villa in enchanting St. Petersburg with AC comfort

Childs Park

CA $629 total

includes taxes & fees

Nov 12 - Nov 13

A balcony with a table set for breakfast, including croissants, fruit, and coffee, with a city view in the background.

12. Beachside Bliss | Rooftop Gulf Views & Fun Vibes

Madeira Beach

Dr Rachael M.

CA $1,406 total

includes taxes & fees

Dec 1 - Dec 2

A poolside area with a fire pit, outdoor seating, and string lights.

13. Sleeps 24-Beachfront Resort-Outdoor Pool 7BR

Madeira Beach

Erick A.

CA $2,902 total

includes taxes & fees

Dec 6 - Dec 7

A coffee machine with a portafilter, a milk frother, and a container of coffee beans.

14. The Perfumers House Private Pool Perfume Studio

Shore Acres

CA $774 total

includes taxes & fees

Nov 17 - Nov 18

A balcony with wicker furniture and a view of the ocean at sunset.

15. 180° Oceanfront 3BR Condo w/ Pool

Madeira Beach

Ann N.

View all properties

Learn more about Belleair

Golfers flock to the pristine fairways of Belleair Golf Club, where Florida sunshine meets perfectly manicured greens. Nearby Clearwater Beach offers sugar-sand shores and sunset cruises, while Belleair's charming waterfront parks provide peaceful spots for picnics and dolphin watching.

See all hotels in Belleair

Top reviews in Belleair

A large, two-story hotel with a symmetrical facade, a central entrance, and a flagpole with an American flag.

Belleview Inn

Belleair

10/10 Excellent

Beverly

A Holiday Inn Express & Suites hotel entrance with a curved roof, multiple windows, and a landscaped front yard.

Holiday Inn Express Hotel & Suites Largo-Clearwater by IHG

Central Park District

10/10 Excellent

Elias

A modern hotel with a covered entrance, multiple floors, and a prominent "HOME 2" sign.

Home2 Suites by Hilton Largo

Largo

10/10 Excellent

gary

A residential area with a house featuring a red-tiled roof, a driveway with parked cars, and a well-maintained lawn with palm trees.

Devon Shores

Clearwater Beach

10/10 Excellent

The location was great near the beach, dining and shopping options. It was easy to get to as well. Laundry facilities were easy to use. Pool appeared nice but not used. Rooms were spacious and nicely done, ours contained a private patio with table and seats.The staff were amazing quickly resolving issues. Overnight clerk Mariah was outstanding! TV channel remote was a little strange. Will definitely return!

Jorge

A beachside patio with thatched umbrellas, outdoor seating, and a view of the ocean.

Belleair Beach Resort Motel

Belleair Beach

10/10 Excellent

Spent a week here with my two adult daughters on reading week. Weather was cool but so quiet and peaceful at this hotel, beautiful beach, nice clean pool,, lovely room and very safe place to go for walks and spent time outdoors. easy to get around, close to grocery store as our room had a full kitchen. would defnitely go here again. The owners clearly care about their hotel and their customers.

Anonymous traveller

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

Wyndham Grand Clearwater Beach

Clearwater Beach

10/10 Excellent

Wyndham Grand Clearwater Beach exceeded our expectations! Gorgeous beachfront views, modern and comfortable rooms, and friendly staff made our stay perfect. The location is unbeatable, right on the beach with great dining nearby. The food and drinks at the hotel are tasty but quite expensive, with a hefty service charge added. Parking is also pricey. Still, it’s a fantastic place to relax and enjoy Clearwater!

Gloria

A balcony with a table and chairs, overlooking a beach with blue umbrellas and a clear view of the ocean.

Hyatt Regency Clearwater Beach Resort and Suites

Clearwater Beach

10/10 Excellent

Edward

A hotel with multiple floors, a covered entrance, and palm trees in the foreground.

Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG

St. Petersburg

10/10 Excellent

D Stephanie

A hotel with a green lawn, a pink building, and a palm tree.

Abode Beach House

Clearwater Beach

10/10 Excellent

Jessica

A balcony overlooking a sunset with a view of the beach and pier.

Pier House 60 Clearwater Beach Marina Hotel

Clearwater Beach

10/10 Excellent

LeeAnn

A hotel with multiple floors, a swimming pool, and a view of the water.

Fairfield Inn & Suites by Marriott Clearwater Beach

Clearwater Beach

10/10 Excellent

Smiljana

A hotel courtyard with palm trees, a pathway, and outdoor seating areas.

La Quinta Inn by Wyndham Clearwater Central

Clearwater

10/10 Excellent

Christine

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a fence.

Comfort Suites Clearwater - Dunedin

Edgewater

10/10 Excellent

Timothy

An infinity pool with a view of the ocean at sunset, a railing, and a sign indicating a 3 ft depth.

Edge Hotel Clearwater Beach

Clearwater Beach

10/10 Excellent

Mark Owen

A balcony with a view of the ocean, two chairs, a table with bottles and glasses, and a pot.

Shephard's Beach Resort

Clearwater Beach

10/10 Excellent

Laura

Dolphin Sands Clearwater Beach, an Ascend Collection Hotel

Clearwater Beach

10/10 Excellent

Amazingly friendly and helpful Staff (Check in Brett), Tammy (GM) and Tara. Always looking to elevate your experience and extraordinarily accommodating. The property itself needs some sprucing up but is in an amazing location with private beachfront and beautiful panoramic views of open water, sunsets, tourboats and the occasional dolphin sighting in the distance. This was my second stay and outs

Pankaj

A hotel with a central courtyard, palm trees, and a well-lit entrance.

Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG

Downtown Dunedin

10/10 Excellent

Karen

A waterfront hotel with multiple overwater bungalows, a dock, and a calm sea.

Best Western Plus Yacht Harbor Inn

Downtown Dunedin

10/10 Excellent

Gerald

Frequently Asked Questions

How much do villas in Belleair cost?

You'll pay between CA $141 and CA $1,537 per night for villas in Belleair. No matter your budget, an ideal stay is only clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many villas are there in Belleair?

You'll find villas in Belleair. Whether you're taking a trip with the little ones or getting away with some friends, Expedia can help you find the perfect space for your squad.

Are there any family-friendly villas in Belleair?

Choose Dockside Villas A and make your getaway to Belleair a comfortable one. This family-friendly villa has a 3.5-star rating and amenities including a barbecue grill and WiFi. After checking in and chilling in your comfy digs, it's time to start exploring. St. Petersburg - Clearwater Beaches and Clearwater Beach are fun family-friendly attractions in Belleair.

Why book your villa in Belleair with Expedia?

Expedia makes it easy to find your ideal villa in Belleair. Traveling with the family? Make use of our filters to search for stays with a kitchen or a pool. If you have a set budget, decide on how much you want to spend and the star rating of the property. We'll help you find the right place that gels with your taste and style.

How can I find cheap villas in Belleair?

A great way to score cheap villas in Belleair is with Expedia's helpful filter tool. Narrow your search results by amenities, star rating and budget to secure awesome deals in only a few clicks.

What is there to do near my villa in Belleair?

The best travel accessory is a well-thought-out travel plan. Belleview Biltmore Golf Club is a good spot to kick off your adventures in Belleair.

Search Belleair Villa Rentals from CA $141

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Belleair villas

1. Heated Pool • Hot Tub • Outdoor Kitchen

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

3. 6BR Waterfront • Heated Pool • Hot Tub • Game Room

4. The Belleair Estate - Breathtaking Waterfront Home w/ Heated Pool

5. Oldsmar Oakleaf Villa! On Wildlife Area, Natural Privacy! Patio Garage. King Bed

6. 9BR Htd Pool • Hot Tub • Outdoor Cinema • Games

7. Wilderness Escape, by Breathtaking Natl Park

8. 2-bedroom villa in tranquil Tampa with cool AC breeze

9. Sleeps 40! 13BR•Heated Pool•Waterfront Resort•Spa

10. Sleeps 25 • Heated Pool• In+Outdoor Games •Theater

11. 3-bedroom villa in enchanting St. Petersburg with AC comfort

12. Beachside Bliss | Rooftop Gulf Views & Fun Vibes

13. Sleeps 24-Beachfront Resort-Outdoor Pool 7BR

14. The Perfumers House Private Pool Perfume Studio

15. 180° Oceanfront 3BR Condo w/ Pool

Learn more about Belleair

Top reviews in Belleair

Belleview Inn

10/10 Excellent

Frequently Asked Questions

How much do villas in Belleair cost?

How many villas are there in Belleair?

Are there any family-friendly villas in Belleair?

Why book your villa in Belleair with Expedia?

How can I find cheap villas in Belleair?

What is there to do near my villa in Belleair?

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