Best Villas in Madeira Beach 2026

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

1. Beachside Bliss | Rooftop Gulf Views & Fun Vibes

Madeira Beach

Dr Rachael M.

includes taxes & fees

9 Nov - 10 Nov

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

2. 180° Oceanfront 3BR Condo w/ Pool

Madeira Beach

Ann N.

includes taxes & fees

8 Nov - 9 Nov

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

3. Heated Pool • Hot Tub • Outdoor Kitchen

Largo

Chloe C.

includes taxes & fees

22 Nov - 23 Nov

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

4. 6BR Waterfront • Heated Pool • Hot Tub • Game Room

Largo

Andrew M.

includes taxes & fees

8 Nov - 9 Nov

5. 3-bedroom villa in enchanting St. Petersburg with AC comfort

Childs Park

includes taxes & fees

9 Nov - 10 Nov

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

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

Oldsmar

Stephen W.

includes taxes & fees

9 Nov - 10 Nov

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

7. 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.

includes taxes & fees

10 Nov - 11 Nov

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

8. 2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

Largo

Jason D.

includes taxes & fees

8 Nov - 9 Nov

A dining room with a wooden table, white chairs, a green patterned rug, and a large mirror with a gold frame.

9. The Perfumers House Private Pool Perfume Studio

Shore Acres

includes taxes & fees

9 Nov - 10 Nov

An outdoor wooden table with chairs and a large umbrella.

10. Wilderness Escape, by Breathtaking Natl Park

Town 'n' Country

Julie D.

includes taxes & fees

9 Nov - 10 Nov

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.

includes taxes & fees

9 Nov - 10 Nov

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

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

Port Tampa City

Courtney M.

includes taxes & fees

8 Nov - 9 Nov

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

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

Town 'n' Country

Melinda B.

includes taxes & fees

22 Nov - 23 Nov

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

14. #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.

includes taxes & fees

10 Nov - 11 Nov

A single-story house with a garage, a well-maintained lawn, and a clear sky.

15. Heated Pool~Spa~Mini Golf~Fire Pit~Game Room

Clearwater

includes taxes & fees

14 Nov - 15 Nov

A covered outdoor patio with wicker furniture, a glass table, and a view of the ocean.

16. 2 bdrm Waterfront Private Beach Resort! Sleeps 7! Walk to the beach and Restaurants.

Ruskin

Sarabeth H.

includes taxes & fees

8 Nov - 9 Nov

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

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

Largo

Amber R.

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Top Madeira Beach Hotel Reviews

John's Pass Hotel

8/10 Good

"The location was excellent walking distance to everything in Johns Pass. The room was updated and parking was easy in the garage."

Courtyard St. Petersburg Clearwater/Madeira Beach

10/10 Excellent

"Everything was wonderful… torches at night around the pool, decorations on the tables, beautiful pool and views. Everything clean. Very well maintained property. Beds comfortable. Staff friendly and helpful. Breakfast delicious with real plates and silverware. Thank you for a nice stay."

Shoreline Island Resort - Exclusively Adult

8/10 Good

"The location and staff at this resort were phenomenal! We had some technical issues with our AC on our first night and the following day, but Eric and JenAnn were so accommodating and made sure they took care of it ASAP. The suite had all the essentials and we were very comfortable after the AC was running. The fellow vacationers were so kind as well!! Many repeat visitors that have been coming for years. The location right on the beach was incredible with a balcony in every room. We also enjoyed being within walking distance of restaurants. There is a trolley that will take you as far north as Clearwater Beach and as far South as St. Pete’s. It’s only $2.50 per person per day. A great way to explore if you don’t have a vehicle."

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

10/10 Excellent

"Lovely place to stay. It’s right on the beach. There was a wagon, beach chairs, beach towels and totes to use which was very nice and convenient. The only downside was the road noise and the HVAC was a little noisy when it kicked on. Ear plugs could’ve solved that issue."

Find out more about Madeira Beach

Madeira Beach Villas information

Number of reviews	266
Accommodation	9 Villas
Lowest Price	£246
Highest Price	£943

Frequently asked questions

How much do villas in Madeira Beach cost?

Prepare to pay between £246 and £943 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 holiday 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 organising a holiday 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 Centre is a good spot to start your sightseeing in Madeira Beach.

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Madeira Beach Holiday Rentals

Book Villas in Madeira Beach on Expedia.com

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Check prices for these dates

Our top choices for Madeira Beach villas

1. Beachside Bliss | Rooftop Gulf Views & Fun Vibes

2. 180° Oceanfront 3BR Condo w/ Pool

3. Heated Pool • Hot Tub • Outdoor Kitchen

4. 6BR Waterfront • Heated Pool • Hot Tub • Game Room

5. 3-bedroom villa in enchanting St. Petersburg with AC comfort

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

7. 9BR Htd Pool • Hot Tub • Outdoor Cinema • Games

8. 2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

9. The Perfumers House Private Pool Perfume Studio

10. Wilderness Escape, by Breathtaking Natl Park

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

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

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

14. #1 Rated Mansion • Heated Pool/Spa • Theater • Gym

15. Heated Pool~Spa~Mini Golf~Fire Pit~Game Room

16. 2 bdrm Waterfront Private Beach Resort! Sleeps 7! Walk to the beach and Restaurants.

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

Find holiday rentals that suit your style

Top Madeira Beach Hotel Reviews

John's Pass Hotel

Barefoot Beach Club

Courtyard St. Petersburg Clearwater/Madeira Beach

Shoreline Island Resort - Exclusively Adult

Sandy Shores 410 Remodeled 2 BR

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

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

Perfect Beach Condo! Steps from Beach and Dining

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

Find out more about Madeira Beach

Madeira Beach Villas information

Frequently asked questions

Explore a world of travel with Expedia

Search Villas in Madeira Beach

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Madeira Beach villas

1. Beachside Bliss | Rooftop Gulf Views & Fun Vibes

2. 180° Oceanfront 3BR Condo w/ Pool

3. Heated Pool • Hot Tub • Outdoor Kitchen

4. 6BR Waterfront • Heated Pool • Hot Tub • Game Room

5. 3-bedroom villa in enchanting St. Petersburg with AC comfort

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

7. 9BR Htd Pool • Hot Tub • Outdoor Cinema • Games

8. 2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles

9. The Perfumers House Private Pool Perfume Studio

10. Wilderness Escape, by Breathtaking Natl Park

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

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

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

14. #1 Rated Mansion • Heated Pool/Spa • Theater • Gym

15. Heated Pool~Spa~Mini Golf~Fire Pit~Game Room

16. 2 bdrm Waterfront Private Beach Resort! Sleeps 7! Walk to the beach and Restaurants.

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

Find holiday rentals that suit your style

Top Madeira Beach Hotel Reviews

John's Pass Hotel

Find out more about Madeira Beach

Madeira Beach Villas information

Frequently asked questions

Explore a world of travel with Expedia