Madeira Beach Rentals

iTrip offers a number of luxurious Madeira Beach rentals that will take your Florida vacation over the top. Enjoy the best beaches, attractions, and fine dining during your stay in Madeira. With a close proximity to the best attractions including theater performances and museums like the Salvador Dali Museum and the Gulf Beaches Historical Museum, our Madeira Beach rentals are the perfect vacation spot. Each rental is equipped with the very best amenities from high-speed internet and cable to full kitchens and balconies. You can enjoy all the comforts of home, mixed with all the best luxuries of a resort vacation. There are a variety of rental sizes and styles that are able to accommodate group sizes ranging from large families to couples. No matter which of our Madeira Beach condos you choose, you will leave feeling refreshed and rejuvenated. Begin planning your next big trip and book one of iTrip's Madeira Beach rentals today!

BedroomsSleeps
Average Daily Rate  taxes & fees not included
Property Type Amenity

Gorgeous Beachfront View from Private Balcony image
$180 - $285 /night
* seasonal rates & fees apply
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406 - Las Brisas
3 Bedrooms / 2 Baths / Sleeps 8 in Madeira Beach, Florida

This large, beachfront, updated condo is setup perfectly for your Florida vacation.


Stunning View from the Large Open Balcony image
$1,139 - $1,786 /week
* seasonal rates & fees apply
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202 - Arena De Madeira
3 Bedrooms / 2 Baths / Sleeps 8 in Madeira Beach, FL

Updated, spacious, and completely outfitted location for your Florida vacation.


Four bedroom townhouse, end unit, on the beach image
$2,450 - $3,500 /week
* seasonal rates & fees apply
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Captains Townhouse
4 Bedrooms / 3 Baths / Sleeps 8 in Madeira Beach, FL

Walk into this beachfront paradise home and sail into another world. The Captains Townhouse is a rare find on a pristine and uncrowded section of Madeira Beach. The views from the living room, master bedroom, twin balconies, and beachfront patio are simply breathtaking. A private wood-lined pathway takes you over the dunes to the beach. You're just minutes away from John's Pass Village as well as many other fantastic restaurants and activities.


303 - Madeira Bay Resort image
$99 - $155 /night
* seasonal rates & fees apply
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303 - Madeira Bay Resort
1 Bedrooms / 2 Baths / Sleeps 4 in Madeira Beach, Florida

Upgraded one bedroom plus den condo with a fantastic view of Boca Ciega Bay and the Marina in the heart of Madeira Beach. On-site full service Spa and Restaurant.


2-904 - Ocean Sands image
$665 - $910 /week
* seasonal rates & fees apply
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2-904 - Ocean Sands
0 Bedrooms / 1 Baths / Sleeps 2 in Madeira Beach, FL

Enjoy a breathtaking view of the Gulf of Mexico from your private 9th floor balcony. Sit back and relax. Your Florida vacation awaits.


411 - Sandy Shores image
$120 - $189 /night
* seasonal rates & fees apply
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411 - Sandy Shores
2 Bedrooms / 2 Baths / Sleeps 6 in Madeira Beach, Florida

Located directly across the road from the fabulous John's Pass Village shopping and restaurant area, Sandy Shores is the perfect location for your Florida Gulf vacation. The resort is complete with beach front pool, beach front Tiki hut patio, and of course, the prettiest section of white sandy beach in the area.


106 - Sandy Shores image
$995 - $1,400 /week
* seasonal rates & fees apply
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106 - Sandy Shores
2 Bedrooms / 2 Baths / Sleeps 6 in Madeira Beach, Florida

The Best of the Best! Get the perfect location of the Sandy Shores resort and the most updated and well furnished unit in the building.


A view of the water and pool from your private balcony image
$90 - $156 /night
* seasonal rates & fees apply
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206 - Skyline
2 Bedrooms / 2 Baths / Sleeps 6 in Madeira Beach, FL

Skyline of Madeira Beach Resort Condo is conveniently located a short walk from John's Pass Village, and just across the street from a fantastic and quiet stretch of white sandy beach. The Resort is directly on the Bay, and our guests have full access to the private dock, fishing dock, courtyard with BBQ grills and year-round heated swimming pool. No dock fees - bring your boat!


401 - Skyline image
$90 - $156 /night
* seasonal rates & fees apply
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401 - Skyline
2 Bedrooms / 2 Baths / Sleeps 4 in Madeira Beach, Florida

Fourth floor condo overlooking the Marina. Fabulous view of the marina from your private balcony. Directly across the street from the beach!


View from balcony overlooking the pool image
$125 - $260 /night
* seasonal rates & fees apply
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107 - Sea Breeze
2 Bedrooms / 2 Baths / Sleeps 6 in Madeira Beach, FL

Fantastic Value in this Updated Beachfront Resort