Madeira Beach Vacation Rentals

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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

Vacation Rentals in Madeira Beach

John's Pass Hotel
Coffee/tea maker

John's Pass Hotel

2.0 star property
8.4 out of 10, Very good, (230)
"Beautiful location and property, went there for my bday and loved it!"
The price is CA $76
CA $108 total
includes taxes & fees
Sep 29 - Sep 30
John's Pass Hotel
Shoreline Island Resort - Exclusively Adult
Premier Studio, 2 Queen Beds, Balcony, Sea Facing | View from room

Shoreline Island Resort - Exclusively Adult

3.0 star property
9.2 out of 10, Wonderful, (1379)
"Very nice beachfront hotel. Rooms are a little dated but nicely appointed. For the price, you can’t beat the location. "
Shoreline Island Resort - Exclusively Adult
Sleeps 24! Steps to the Beach! Outdoor Pool Entire Resort
A heated pool

Sleeps 24! Steps to the Beach! Outdoor Pool Entire Resort

The price is CA $352
CA $1,382 total
includes taxes & fees
Sep 8 - Sep 9
Sleeps 24! Steps to the Beach! Outdoor Pool Entire Resort
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
On the beach

Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass

9.6 out of 10, Exceptional, (236)
"great spot on the beach, walk to John's pass and other restraunts!"
The price is CA $206
CA $586 total
includes taxes & fees
Sep 2 - Sep 3
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
Centrally-located Beach House with direct access to a secluded beach!
On the beach, sun loungers, beach towels

Centrally-located Beach House with direct access to a secluded beach!

10.0 out of 10, Exceptional, (95)
"This house was perfect if you want to spend time at the beach! Great location and easy to drive to St. Petersburg for dining and shopping. "
Centrally-located Beach House with direct access to a secluded beach!
Beachfront penthouse with pool, great views & pool table
Pool

Beachfront penthouse with pool, great views & pool table

9.0 out of 10, Wonderful, (88)
"House was really nice and in a perfect location for visiting. Really enjoyed the pool and beach."
Beachfront penthouse with pool, great views & pool table
Welcome to Seaview #103, your perfect beach destination!
Property grounds

Welcome to Seaview #103, your perfect beach destination!

10.0 out of 10, Exceptional, (31)
"The condo was clean and beautifully decorated! The pool and hit tub were up and running and well cared for. The view was indescribably beautiful! We loved it!"
Welcome to Seaview #103, your perfect beach destination!
2 BR 2 Bath Sandy Shores Condos Right Across the street from JohnsPass Village
A heated pool

2 BR 2 Bath Sandy Shores Condos Right Across the street from JohnsPass Village

9.4 out of 10, Exceptional, (228)
"10 out of 10. Would definitely stay again."
2 BR 2 Bath Sandy Shores Condos Right Across the street from JohnsPass Village
Las Brisas 3/2 Gulf Front Condo 1 parking spot, in unit laundry, large balcony!
On the beach

Las Brisas 3/2 Gulf Front Condo 1 parking spot, in unit laundry, large balcony!

9.8 out of 10, Exceptional, (165)
"We had plenty of space for our family of five. The condo had everything we needed including beach supplies, washer/dryer and a high chair. The beach was great and we were only steps away, so we could easily come and go throughout the day. Would definitely stay here again."
Las Brisas 3/2 Gulf Front Condo 1 parking spot, in unit laundry, large balcony!
BEACH LOUNGES AND UMBRELLA SERVICE INCLUDED! POOL IS OPEN AND PAVERS COMPLETED!
Property grounds

BEACH LOUNGES AND UMBRELLA SERVICE INCLUDED! POOL IS OPEN AND PAVERS COMPLETED!

9.8 out of 10, Exceptional, (209)
"Plenty of restaurants, bars, supermarkets & of course the beach. We went to spring training baseball games, hired a fishing charter and still found plenty of time to relax in this beautiful unit."
BEACH LOUNGES AND UMBRELLA SERVICE INCLUDED! POOL IS OPEN AND PAVERS COMPLETED!
Fantastic Beachfront Condo, Perfect Location, Large 3 Bedroom, 2 Bath Sleeps 8
Outdoor pool, a heated pool

Fantastic Beachfront Condo, Perfect Location, Large 3 Bedroom, 2 Bath Sleeps 8

9.8 out of 10, Exceptional, (132)
"We really enjoy staying in this unit. Russ, the owner, is so quick to respond to any questions. The location is great. We already booked it for next year."
Fantastic Beachfront Condo, Perfect Location, Large 3 Bedroom, 2 Bath Sleeps 8
REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views
On the beach, sun loungers, beach towels

REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views

10.0 out of 10, Exceptional, (152)
"View was amazing, bed was comfortable, all the little things they had available was very considerate "
REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views
Johns Pass "Studio 2" Fisherman's Cove and Cottages
Exterior

Johns Pass "Studio 2" Fisherman's Cove and Cottages

10.0 out of 10, Exceptional, (77)
"We really enjoyed our time at this property. Great location and the accommodations were just what we were looking for. Next time we're in town we'll try and stay here again!"
The price is CA $186
CA $360 total
includes taxes & fees
Sep 2 - Sep 3
Johns Pass "Studio 2" Fisherman's Cove and Cottages
Fantastic Beachfront Resort. Extra Roomy and Comfortable.
Beach nearby

Fantastic Beachfront Resort. Extra Roomy and Comfortable.

9.0 out of 10, Wonderful, (152)
"Great spacious beach condo. Only a few steps and your on the beach. Multiple restaurants in walking distance. Great stay"
Fantastic Beachfront Resort. Extra Roomy and Comfortable.
BEACHFRONT- 3BED/3BATH TOP FLOOR
On the beach

BEACHFRONT- 3BED/3BATH TOP FLOOR

10.0 out of 10, Exceptional, (67)
"Condo was nice and furnished with all the beach items needed!"
BEACHFRONT- 3BED/3BATH TOP FLOOR
⭐NEW Townhome🌊Steps to Beach🍹Roof Top Deck🐬Heated Pool🌴Seahaven at Azul
Beach nearby

⭐NEW Townhome🌊Steps to Beach🍹Roof Top Deck🐬Heated Pool🌴Seahaven at Azul

9.6 out of 10, Exceptional, (4)
"Great location, brqnd new property with all attractions and beach restaurants nearby. "
⭐NEW Townhome🌊Steps to Beach🍹Roof Top Deck🐬Heated Pool🌴Seahaven at Azul
Perfect Slice of Paradise. Direct Beachfront. Heated Pool & Hot Tub. Spectacular Views From Master.
On the beach

Perfect Slice of Paradise. Direct Beachfront. Heated Pool & Hot Tub. Spectacular Views From Master.

9.8 out of 10, Exceptional, (98)
"Great views and location. "
Perfect Slice of Paradise. Direct Beachfront. Heated Pool & Hot Tub. Spectacular Views From Master.
#304 Sea Breeze Welcoming Condo., Steps to White Sandy Beach and Gulf
Property grounds

#304 Sea Breeze Welcoming Condo., Steps to White Sandy Beach and Gulf

9.6 out of 10, Exceptional, (219)
"Easy Walk to John’s Pass, Beach was never too crowded"
#304 Sea Breeze Welcoming Condo., Steps to White Sandy Beach and Gulf
Sandy Shores 410 Remodeled 2 BR
Beach nearby

Sandy Shores 410 Remodeled 2 BR

8.0 out of 10, Very good, (31)
"We were a little disappointed with the place. It does not look like any of the pictures online. It was clean, but not excellent clean. The hotel itself is fairly old and the elevator didn't work most of the time. We had to take the stairs most of the time. Location was great!"
The price is CA $136
CA $575 total
includes taxes & fees
Sep 1 - Sep 2
Sandy Shores 410 Remodeled 2 BR
Waterfront condo, steps from the beach, located in the center of Madeira Beach
Beach

Waterfront condo, steps from the beach, located in the center of Madeira Beach

9.6 out of 10, Exceptional, (15)
"We enjoyed our stay immensely."
The price is CA $205
CA $628 total
includes taxes & fees
Sep 6 - Sep 7
Waterfront condo, steps from the beach, located in the center of Madeira Beach
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

Find out more about Madeira Beach

Find out more about Madeira Beach

Everything you need to know about Madeira Beach vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Madeira Beach vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madeira Beach vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Madeira Beach vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madeira Beach. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madeira Beach vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madeira Beach vacation rentals we have selected for you start as low as CA $76 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Madeira Beach rentals

At Expedia, we put the best Madeira Beach vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Madeira Beach rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madeira Beach vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madeira Beach. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Madeira Beach?

Yes, we offer vacation rentals near well known sights in Madeira Beach, or you can go with a secluded option if you're looking for relaxation. Visitors to Madeira Beach speak positively about the popular beaches and seafood restaurants in this destination.

What are some of the best vacation rentals that Madeira Beach has to offer?

Spacious 7-bedroom home in Anna Maria~ Putt Putt, Ping Pong, 3 blocks to beach!: This vacation home rental near Madeira Beach offers an outdoor pool, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Madeira Beach?

Expedia has 121 vacation rentals for your stay in Madeira Beach.

What can I see and do in Madeira Beach?

St. Petersburg - Clearwater Beaches and Archibald Beach Park are a couple of great spots to enjoy nature, whereas other top attractions include John's Pass Village & Boardwalk. Other places in town to visit include Hubbards Marina and Belleair Beach.

What are vacation rentals like in Madeira Beach?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Madeira Beach. Vacation rentals offer extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a family trip.