Sailings Canada - Vacation Rentals in Madeira Beach

TIMEWARP 84 FOOT YACHT CLOSE TO THE BEACH CAN RELOCATE From US $572
         

2.0 (1 Review)
Boat Rental
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
2 Bedroom Luxury Yacht at the heart of downtown Madeira Beach From US $249
         

Luxury Places to Stay in Madeira Beach

Over 2205+ Luxury Places to Stay in or Near Madeira Beach
Luxury Pool Home-Golf Cart From US $2,477
         

2 Homes! - 4 MN to Madiera BCH - Hottub - HTD Pool From US $1,960
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

Top-Rated Vacation Rentals with a Pool in Madeira Beach

Over 1525+ Top-Rated Vacation Rentals with a Pool in or Near Madeira Beach
Directly on the Beach From US $333
         

10.0 (119 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Paradise awaits you! From US $302
         

10.0 (111 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Madeira Beach

Over 322+ Pet-Friendly Vacation Rentals in or Near Madeira Beach
The Label at Madeira Beach From US $272
         

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9.8 (39 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Madeira Beach

Over 151+ Large Vacation Homes & Villas in or Near Madeira Beach
Pineapple Escape From US $605
         

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9.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Madeira Beach

Over 820+ Wheelchair Accessible Vacation Homes in or Near Madeira Beach
501 - Las Brisas From US $398
         

5.8 (1 Review)
House
  • Pool
  • View
  • Wheelchair Accessible

Madeira Beach Vacation Rentals and Airbnb Places to Stay Under $200

Over 432+ Madeira Beach Vacation Rentals and Airbnb Places to Stay Under $200
Shoreline Island Resort - Exclusively Adult From US $190
         

Instantly Bookable Vacation Homes in Madeira Beach

Over 1372+ Instantly Bookable Vacation Homes in or Near Madeira Beach

About Madeira Beach Vacation Rentals

With more than 3 Madeira Beach vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Sailings and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Madeira Beach.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Sailings Madeira Beach, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Madeira Beach. Places to stay near Madeira Beach are 66.67 ft² on average, with prices averaging $491 a night.

Sailings makes it easy and safe to find and compare vacation rentals in Madeira Beach with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Madeira Beach

Type Count

Use these Quick Filters to Find a Vacation Rental in Madeira Beach

Pro Tip: Sailings makes it easy to compare the best listings on Sailings homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Sailings homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Madeira Beach.

Weather in Madeira Beach

View the weather forecast for Madeira Beach before booking your Madeira Beach Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Madeira Beach Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Madeira Beach?

Currently, the total number of properties listed in 2026 is over 3 in the Madeira Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Madeira Beach.