Find Hotels with a Pool in Madeira Beach, FL

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Check availability on Madeira Beach Hotels with a Pool

Our top choices for Madeira Beach hotels with a pool

2 outdoor pools, cabanas (surcharge), pool umbrellas

Barefoot Beach Club

Barefoot Beach Club
2.5 star property
Madeira Beach
9.4 out of 10, Exceptional, (1,257 reviews)
  • cleanliness
    Soak up the sun at this beachfront oasis with 2 sparkling pools and private cabanas.
The price is ￥29,568
￥38,741 total
includes taxes & fees
May 18 - May 19
Barefoot Beach Club
A heated pool

Tranquil Top Floor Condo Walking Distance to Madeira Beach

Tranquil Top Floor Condo Walking Distance to Madeira Beach
Madeira Beach
9.8 out of 10, Exceptional, (22 reviews)
The price is ￥15,431
￥41,951 total
includes taxes & fees
May 13 - May 14
Tranquil Top Floor Condo Walking Distance to Madeira Beach
Outdoor pool, pool umbrellas, sun loungers

Holiday Isles Resort

Holiday Isles Resort
3.0 star property
Madeira Beach
7.2 out of 10, Good, (885 reviews)
  • cleanliness
    Dive into poolside paradise across from the beach at this pristine hotel with sun loungers galore.
The price is ￥14,751
￥16,669 total
includes taxes & fees
May 18 - May 19
Holiday Isles Resort
Interior

Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd

Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd
Madeira Beach
9.8 out of 10, Exceptional, (261 reviews)
  • cleanliness
    Aquatic paradise awaits at this historic bungalow with a private plunge pool and hot tub just steps from pristine beaches.
The price is ￥17,684
￥59,603 total
includes taxes & fees
May 14 - May 15
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd
Outdoor dining

Sea Breeze 101 Beach Bliss

Sea Breeze 101 Beach Bliss
Madeira Beach
10.0 out of 10, Exceptional, (1 review)
The price is ￥15,719
￥78,909 total
includes taxes & fees
May 13 - May 14
Sea Breeze 101 Beach Bliss
Beach nearby

Sandy Shores 107 Side Unit on the Beach

Sandy Shores 107 Side Unit on the Beach
Madeira
8.0 out of 10, Very Good, (52 reviews)
  • cleanliness
    Seaside luxury offers beach access, water park, and private balcony for ocean views and sunsets.
The price is ￥18,863
￥70,384 total
includes taxes & fees
May 13 - May 14
Sandy Shores 107 Side Unit on the Beach
Outdoor pool

COZY CORNER BEACH CONDO RETREAT

COZY CORNER BEACH CONDO RETREAT
Madeira Beach
9.8 out of 10, Exceptional, (39 reviews)
The price is ￥14,933
￥23,571 total
includes taxes & fees
May 13 - May 14
COZY CORNER BEACH CONDO RETREAT
4 bedrooms, free WiFi, bed sheets

1940 Retro 4 Bedroom 2 Bath Beach Front Bungalow w/Private Pool & More Gulf-Blvd

1940 Retro 4 Bedroom 2 Bath Beach Front Bungalow w/Private Pool & More Gulf-Blvd
Madeira Beach
10.0 out of 10, Exceptional, (9 reviews)
The price is ￥70,736
￥139,011 total
includes taxes & fees
May 17 - May 18
1940 Retro 4 Bedroom 2 Bath Beach Front Bungalow w/Private Pool & More Gulf-Blvd
Terrace/patio

Walk to Beach & Johns Pass Village ~ Heated Community Pool ~ Bikes ~ Paddle Boards/Kayaks

Walk to Beach & Johns Pass Village ~ Heated Community Pool ~ Bikes ~ Paddle Boards/Kayaks
Madeira Beach
9.4 out of 10, Exceptional, (43 reviews)
The price is ￥21,692
￥68,395 total
includes taxes & fees
May 13 - May 14
Walk to Beach & Johns Pass Village ~ Heated Community Pool ~ Bikes ~ Paddle Boards/Kayaks
Outdoor pool, a heated pool

Walk to Everything, Madeira Beach Yacht Club Condo

Walk to Everything, Madeira Beach Yacht Club Condo
Madeira Beach
10.0 out of 10, Exceptional, (12 reviews)
The price is ￥18,391
￥53,242 total
includes taxes & fees
May 30 - May 31
Walk to Everything, Madeira Beach Yacht Club Condo
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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Choose what matters most at hotels with a pool in Madeira Beach

Breakfast included
Hot tub

Hotels with pools and hot tubs in Madeira Beach

Beach nearby
Tranquil Top Floor Condo Walking Distance to Madeira Beach

Tranquil Top Floor Condo Walking Distance to Madeira Beach

Tranquil Top Floor Condo Walking Distance to Madeira Beach
Madeira Beach
9.8 out of 10, Exceptional, (22)
The price is ￥15,431
￥41,951 total
includes taxes & fees
May 13 - May 14
Tranquil Top Floor Condo Walking Distance to 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

Holiday Isles Resort

Holiday Isles Resort

2/10 Terrible
"The room was not very clean all the towels and blankets were stained and the towel rack in the restroom was broken and just put back on , the shower had stains like it was not cleaned right and the restroom was not cleaned as well just looked like they did a 2 min swipe over everything and moved on. Would not recommend this place to anyone and will not be coming back . I didn’t receive my deposit back because the floors were not mopped up but besides that everything was swept and picked up . Left the dirty towels in a corner. Kind of did the beds which I technically don’t have to but chose to because I wanted to be nice but definitely never again. No wonder it’s cheap next time I will pay more money for a better hotel ."
Stephanie 1-night trip
Posted 3 hours ago
Holiday Isles Resort

Frequently asked questions

What's it like visiting Madeira Beach?
If laying by the pool is your idea of the perfect getaway, you might want to think about walkable Madeira Beach, which has 10 places to stay with pools. While you're here, you can explore sights such as John's Pass Village & Boardwalk and Tampa Bay, and then relax poolside at one of the accommodations in Madeira Beach that guests like for their pools.
What are some accommodations with pools in Madeira Beach?
Barefoot Beach Club: Hotel, 4-minute walk from John's Pass Village & Boardwalk. Features 2 outdoor pools, a children's pool, and cabanas (surcharge). Cambria Hotel St Petersburg-Madeira Beach Marina: Hotel, 7-minute walk from St. Petersburg - Clearwater Beaches. Offers 3 restaurants, an outdoor pool, and 20 beach bars. Holiday Isles Resort: Hotel, 6-minute walk from St. Petersburg - Clearwater Beaches. Provides complimentary wireless internet access, an outdoor pool, and flat-screen televisions. Courtyard St. Petersburg Clearwater/Madeira Beach: Hotel located near John's Pass Village & Boardwalk. Features complimentary wired internet access, an outdoor pool, and Smart TVs. John's Pass Hotel: Aparthotel, 1-minute walk from St. Petersburg - Clearwater Beaches. Features free self parking, an outdoor pool, and complimentary wireless internet access.
How many hotels with pools will I find in Madeira Beach?
Expedia has 10 hotels in Madeira Beach for your poolside break.
What is there to see and do in Madeira Beach?
Explore places like John's Pass Village & Boardwalk while you're in Madeira Beach. The picturesque setting of St. Petersburg - Clearwater Beaches and Madeira Beach showcase the area's natural beauty. Visitors to Madeira Beach speak highly of the natural attractions, including the beautiful beaches.
When is the best time to book a hotel with a pool in Madeira Beach?
You may want to consider a place to stay that has an outdoor pool if you'll be visiting St. Petersburg - Clearwater in the driest months of February, November, or December when the average rainfall is 2 inches. Lodging with an indoor pool may be the way to go if you are visiting during the rainiest months of July, August, and June when the average rainfall is is 7 inches.