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

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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

Beachside Bliss | Rooftop Gulf Views & Fun Vibes
Madeira Beach
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely fabulous!! Great location, extremely responsive and friendly hosts, and beautiful home. It was so convenient to have laundry detergent and dish soap readily available as well as plenty of garbage bags. The rooftop was beautiful and the walk to beach can't be beat. "
United States
Dr Rachael M.
The price is CA $424
CA $1,434 total
includes taxes & fees
Nov 2 - Nov 3
Beachside Bliss | Rooftop Gulf Views & Fun Vibes
A balcony with wicker furniture and a view of the ocean at sunset.

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

OCEANFRONT 5⭐3BR/2BA/6BED_Heated Pool_180 View Patio_ Beach Gear
Madeira Beach
9.8 out of 10, Exceptional, (15 reviews)
"We had a great time and the house was very comfortable and clean and we loved being right on the beach"
United States
Ann N.
The price is CA $438
CA $782 total
includes taxes & fees
Nov 8 - Nov 9
OCEANFRONT 5⭐3BR/2BA/6BED_Heated Pool_180 View Patio_ Beach Gear
A poolside area with a fire pit, outdoor seating, and string lights.

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

Sleeps 24-Beachfront Resort-Outdoor Pool 7BR
Madeira Beach
9.0 out of 10, Wonderful, (2 reviews)
"Great stay and location."
United States
Erick A.
The price is CA $866
CA $2,182 total
includes taxes & fees
Oct 29 - Oct 30
Sleeps 24-Beachfront Resort-Outdoor Pool 7BR
An outdoor patio with wicker furniture, a barbecue grill, and a glass-enclosed area.

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

Charming 2-bedroom, 2-Bathroom villa in Seminole, 15 minutes near beaches.
Largo
10.0 out of 10, Exceptional, (17 reviews)
"Was a good area to stay in. Mostly there to sleep, but close to everywhere I needed to be."
United States
John K.
The price is CA $169
CA $393 total
includes taxes & fees
Oct 28 - Oct 29
Charming 2-bedroom, 2-Bathroom villa in Seminole, 15 minutes near beaches.
~ RESORT VIBES RIGHT AT HOME WITH YOUR POOL AND JACUZZI! ~

5. Heated Pool • Hot Tub • Outdoor Kitchen

Heated Pool • Hot Tub • Outdoor Kitchen
Largo
9.4 out of 10, Exceptional, (6 reviews)
"The property was gorgeous, all the rooms were spacious and the jacuzzi and pool was super clean, overall a great place to stay! "
United States
Chloe C.
The price is CA $147
CA $583 total
includes taxes & fees
Oct 22 - Oct 23
Heated Pool • Hot Tub • Outdoor Kitchen
A swimming pool with a hot tub, surrounded by a covered area with chairs and string lights.

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

6BR Waterfront • Heated Pool • Hot Tub • Game Room
Largo
8.0 out of 10, Very good, (3 reviews)
"Excellent rental! Very pleased with our short stay, very easy to work with "
United States
Andrew M.
The price is CA $216
CA $760 total
includes taxes & fees
Oct 22 - Oct 23
6BR Waterfront • Heated Pool • Hot Tub • Game Room
A pool area with lounge chairs and a view of the beach.

7. 2 Bedroom, 2 Bath Gulf Front Condo Suite Right On The Beach!

2 Bedroom, 2 Bath Gulf Front Condo Suite Right On The Beach!
Indian Shores
9.0 out of 10, Wonderful, (90 reviews)
"Nice place"
United States
Paul G.
The price is CA $281
CA $678 total
includes taxes & fees
Oct 31 - Nov 1
2 Bedroom, 2 Bath Gulf Front Condo Suite Right On The Beach!
Property grounds

8. 3-bedroom villa in enchanting St. Petersburg with AC comfort

3-bedroom villa in enchanting St. Petersburg with AC comfort
Childs Park
The price is CA $250
CA $650 total
includes taxes & fees
Oct 22 - Oct 23
3-bedroom villa in enchanting St. Petersburg with AC comfort
A pool area with lounge chairs and a hot tub, overlooking a beach with palm trees and a view of the ocean.

9. Private Oceanfront Resort with Pool & Spa

Private Oceanfront Resort with Pool & Spa
Redington Shores
9.4 out of 10, Exceptional, (104 reviews)
"Great stay…perfect spot! "
Canada
Ryan B.
The price is CA $1,679
CA $3,698 total
includes taxes & fees
Nov 1 - Nov 2
Private Oceanfront Resort with Pool & Spa
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

2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles
Largo
10.0 out of 10, Exceptional, (44 reviews)
"Super accommodating host and very beautiful property and also very reasonably priced as well."
United States
Jason D.
The price is CA $316
CA $886 total
includes taxes & fees
Oct 27 - Oct 28
2,100sqf Villa · KING Beds · Heated Pool · Game Room · GYM · Beach 2miles
A wooden deck with a hot tub, a pool, and lush greenery.

11. 9BR Htd Pool • Hot Tub • Outdoor Cinema • Games

9BR Htd Pool • Hot Tub • Outdoor Cinema • Games
Largo
7.0 out of 10, Good, (2 reviews)
"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....
United States
Genie P.
9BR Htd Pool • Hot Tub • Outdoor Cinema • Games
An outdoor wooden table with chairs and a large umbrella.

12. Wilderness Escape, by Breathtaking Natl Park

Wilderness Escape, by Breathtaking Natl Park
Town 'n' Country
9.0 out of 10, Wonderful, (28 reviews)
"Comfy beds. Clean and roomy."
United States
Julie D.
The price is CA $197
CA $467 total
includes taxes & fees
Nov 16 - Nov 17
Wilderness Escape, by Breathtaking Natl Park
A covered outdoor area with wicker furniture, a pool, and a view of a lake and palm trees.

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

The Belleair Estate - Breathtaking Waterfront Home w/ Heated Pool
Clearwater
9.6 out of 10, Exceptional, (56 reviews)
"Great stay"
United States
A R.
The price is CA $739
CA $1,741 total
includes taxes & fees
Nov 18 - Nov 19
The Belleair Estate - Breathtaking Waterfront Home w/ Heated Pool
A wooden deck with outdoor seating overlooking a body of water, a bar area, and string lights.

14. 2 bdrm Waterfront Private Beach Resort! Sleeps 7! Walk to the beach and Restaurants.

2 bdrm Waterfront Private Beach Resort! Sleeps 7! Walk to the beach and Restaurants.
Ruskin
9.0 out of 10, Wonderful, (24 reviews)
"The rental was clean and accommodating. The grounds have everything you would need to have a nice relaxing stay. Highly recommend!"
United States
Sarabeth H.
The price is CA $205
CA $520 total
includes taxes & fees
Oct 24 - Oct 25
2 bdrm Waterfront Private Beach Resort! Sleeps 7! Walk to the beach and Restaurants.
A large green building with a covered patio area, a pool, and a waterfront view.

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

Sleeps 40! 13BR•Heated Pool•Waterfront Resort•Spa
Town 'n' Country
9.0 out of 10, Wonderful, (4 reviews)
"Wonderful price! Great location! HUGE! You feel like you’re in the middle of nowhere but close to everything in the city. Definitely a retreat location."
United States
Melinda B.
The price is CA $393
CA $1,526 total
includes taxes & fees
Oct 26 - Oct 27
Sleeps 40! 13BR•Heated Pool•Waterfront Resort•Spa
A dining room with a wooden table, white chairs, a green patterned rug, and a large mirror with a gold frame.

16. The Perfumers House Private Pool Perfume Studio

The Perfumers House Private Pool Perfume Studio
Shore Acres
The price is CA $284
CA $778 total
includes taxes & fees
Oct 26 - Oct 27
The Perfumers House Private Pool Perfume Studio
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.
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Top Madeira Beach Hotel Reviews

Holiday Isles Resort

Holiday Isles Resort

10/10 Excellent
"Staff was really nice and hotel located across the beach and there is a great bar restaurant the reef next to it. Food is excellent! Pool is nice ac works great a bit noisy for me. Place was great!"
Maria 2-night trip
Posted 1 day ago
Holiday Isles Resort

Find out more about Madeira Beach

Madeira Beach Villas information

Number of reviews
398
Accommodation
9 Villas
Lowest Price
CA $393
Highest Price
CA $2,182

Frequently asked questions

How much do villas in Madeira Beach cost?
Prepare to pay between CA $393 and CA $2,182 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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