Madeira Beach Villas from CA $399

A parking lot with two cars, a building with a red-tiled roof, and palm trees.

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Our top choices for Madeira Beach villas

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

1. 180° Oceanfront 3BR Condo w/ Pool

Madeira Beach

Ann N.

CA $820 total

includes taxes & fees

Nov 8 - Nov 9

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

2. Beachside Bliss | Rooftop Gulf Views & Fun Vibes

Madeira Beach

Dr Rachael M.

CA $1,462 total

includes taxes & fees

Nov 9 - Nov 10

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

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

Madeira Beach

Erick A.

CA $2,166 total

includes taxes & fees

Nov 2 - Nov 3

A modern living room with a flat-screen TV, a fireplace, a dining area with chairs, and a sofa with blue cushions.

4. The Sofia-Cozy 2-bedroom villa with a king-sized bed, complimentary bikes.

Largo

Amber R.

CA $399 total

includes taxes & fees

Nov 1 - Nov 2

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

5. 6BR Waterfront • Heated Pool • Hot Tub • Game Room

Largo

Andrew M.

CA $712 total

includes taxes & fees

Nov 2 - Nov 3

A pool area with lounge chairs and a view of the beach.

6. 2 Bedroom, 2 Bath Gulf Front Condo Suite Right On The Beach!

Indian Shores

Paul G.

CA $668 total

includes taxes & fees

Oct 31 - Nov 1

7. 3-bedroom villa in enchanting St. Petersburg with AC comfort

Childs Park

CA $654 total

includes taxes & fees

Nov 9 - Nov 10

A pool area with lounge chairs and a hot tub, overlooking a beach with palm trees and a view of the ocean.

8. Private Oceanfront Resort with Pool & Spa

Redington Shores

Ryan B.

CA $3,170 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor wooden table with chairs and a large umbrella.

9. Wilderness Escape, by Breathtaking Natl Park

Town 'n' Country

Julie D.

CA $474 total

includes taxes & fees

Nov 16 - Nov 17

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

10. 2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

Largo

Jason D.

CA $879 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.

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

Clearwater

A R.

CA $1,769 total

includes taxes & fees

Nov 9 - Nov 10

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

12. 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 $1,408 total

includes taxes & fees

Nov 4 - Nov 5

A wooden deck with outdoor seating overlooking a body of water, a bar area, and string lights.

13. 2 bdrm Waterfront Private Beach Resort! Sleeps 7! Walk to the beach and Restaurants.

Ruskin

Sarabeth H.

CA $528 total

includes taxes & fees

Oct 30 - Oct 31

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

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

Port Tampa City

Aleks J.

CA $932 total

includes taxes & fees

Nov 2 - Nov 3

An outdoor patio with two lounge chairs, a small table with a vase, and string lights.

15. #1 Rated Mansion • Heated Pool/Spa • Theater • Gym

Ballast Point

"We stayed at this property during SOF Week and had a fantastic experience. The house was clean, comfortable, and exactly as described. The location was perfect for getting to and from the event, and the neighborhood felt safe and quiet, which was a huge plus after long days.The host was responsive, easy to communicate with, and made check‑in and check‑out simple. The space had everything we needed, from reliable Wi‑Fi to a well‑stocked kitchen, and the layout worked great for our team.Overall,...

Jessica C.

CA $1,087 total

includes taxes & fees

Nov 10 - Nov 11

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

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

Town 'n' Country

Melinda B.

CA $1,866 total

includes taxes & fees

Nov 22 - Nov 23

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

17. The Perfumers House Private Pool Perfume Studio

Shore Acres

CA $771 total

includes taxes & fees

Nov 9 - Nov 10

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Top Madeira Beach Hotel Reviews

Shoreline Island Resort - Exclusively Adult

10/10 Excellent

"Our room was clean and very functional. Stove, fridge etc. Staff were outstanding and very helpful. Our room had an ocean view and the pool was nice. For us, it was a great room at a great price. We knew we wouldn't be spending a lot of time there and the price was great. Walking distance to bars and eating. Bar type food."

Gulf-Side Beach House - Tiki Bar · 2-Min Walk to Beach · No Roads to Cross

10/10 Excellent

"One of the cleanest rentals I’ve rented. The host has definitely put a lot of money and thought into this place. He has everything you need on the property. All you have to pack are your bags. We found it to be quiet and very relaxing. Easy quick access to the beach and it is within walking distance of several bars and eateries. Getting in and out of the parking area can be a challenge, especially if you have a large vehicle. The two indoor bathrooms are small and they were no toilet paper holders for the toilet paper which we found a bit annoying. The host is easy to contact and he responds in a quick and timely manner and if you need something immediately, you can call him. We would definitely rent this place again."

Find out more about Madeira Beach

Madeira Beach Villas information

Number of reviews	386
Accommodation	9 Villas
Lowest Price	CA $399
Highest Price	CA $3,170

Frequently asked questions

How much do villas in Madeira Beach cost?

Prepare to pay between CA $399 and CA $3,170 per night for a villa in Madeira Beach. Whatever your budget, an epic stay is just a click 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 Madeira Beach?

Use up your vacation days and choose from 9 villas in Madeira Beach. For a family trip, a weekend getaway and everything in between, Expedia will help you find the ideal place in a few simple clicks.

Why book your villa in Madeira Beach with Expedia?

We think organizing a vacation should be stress-free, so if you're on the lookout for villas at an affordable price, Expedia can help. Save some cash and select an all-inclusive stay, or splurge on a deluxe villa to spoil your loved ones. Use our search filters to secure a property in Madeira Beach that you'll adore.

How can I find cheap villas in Madeira Beach?

Expedia is here to help you search for cheap villas in Madeira Beach. Use our convenient filter tool to choose star rating, budget and amenities to refine your search and find a fantastic place to stay in a couple of quick clicks.

What is there to do near my villa in Madeira Beach?

The most useful travel accessory is a well-planned schedule. Alligator & Wildlife Discovery Center is a good spot to start your sightseeing in Madeira Beach.

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Madeira Beach villas

1. 180° Oceanfront 3BR Condo w/ Pool

2. Beachside Bliss | Rooftop Gulf Views & Fun Vibes

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

4. The Sofia-Cozy 2-bedroom villa with a king-sized bed, complimentary bikes.

5. 6BR Waterfront • Heated Pool • Hot Tub • Game Room

6. 2 Bedroom, 2 Bath Gulf Front Condo Suite Right On The Beach!

7. 3-bedroom villa in enchanting St. Petersburg with AC comfort

8. Private Oceanfront Resort with Pool & Spa

9. Wilderness Escape, by Breathtaking Natl Park

10. 2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

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

12. 9BR Htd Pool • Hot Tub • Outdoor Cinema • Games

13. 2 bdrm Waterfront Private Beach Resort! Sleeps 7! Walk to the beach and Restaurants.

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

15. #1 Rated Mansion • Heated Pool/Spa • Theater • Gym

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

17. The Perfumers House Private Pool Perfume Studio

Find vacation rentals that suit your style

Top Madeira Beach Hotel Reviews

Shoreline Island Resort - Exclusively Adult

Cambria Hotel St Petersburg-Madeira Beach Marina

Perfect Beach Condo! Steps from Beach and Dining

🌊Across from Beach🍹Private Roof Top Deck🐬Heated Pool☀NEW Townhome-Azul C1

REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views

Gulf-Side Beach House - Tiki Bar · 2-Min Walk to Beach · No Roads to Cross

Courtyard St. Petersburg Clearwater/Madeira Beach

OCEANFRONT 5⭐3BR/2BA/6BED_Heated Pool_180 View Patio_ Beach Gear

Poolside Cozy Corner Condo-Steps to Maderia Beach

Find out more about Madeira Beach

Madeira Beach Villas information

Frequently asked questions

Explore a world of travel with Expedia

Search Madeira Beach Villa Rentals from CA $399

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Madeira Beach villas

1. 180° Oceanfront 3BR Condo w/ Pool

2. Beachside Bliss | Rooftop Gulf Views & Fun Vibes

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

4. The Sofia-Cozy 2-bedroom villa with a king-sized bed, complimentary bikes.

5. 6BR Waterfront • Heated Pool • Hot Tub • Game Room

6. 2 Bedroom, 2 Bath Gulf Front Condo Suite Right On The Beach!

7. 3-bedroom villa in enchanting St. Petersburg with AC comfort

8. Private Oceanfront Resort with Pool & Spa

9. Wilderness Escape, by Breathtaking Natl Park

10. 2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

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

12. 9BR Htd Pool • Hot Tub • Outdoor Cinema • Games

13. 2 bdrm Waterfront Private Beach Resort! Sleeps 7! Walk to the beach and Restaurants.

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

15. #1 Rated Mansion • Heated Pool/Spa • Theater • Gym

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

17. The Perfumers House Private Pool Perfume Studio

Find vacation rentals that suit your style

Top Madeira Beach Hotel Reviews

Shoreline Island Resort - Exclusively Adult

Find out more about Madeira Beach

Madeira Beach Villas information

Frequently asked questions

Explore a world of travel with Expedia