TOP Hotels with Pool in Madeira Beach, FL for 2026

Q: What are some accommodation options with pools in Madeira Beach?

Cambria Hotel St Petersburg-Madeira Beach Marina : Hotel, 7-minute walk from St. Petersburg - Clearwater Beaches. Features 3 restaurants, an outdoor pool and 20 beach bars. Schooner Hotel : Hotel, 1-minute walk from St. Petersburg - Clearwater Beaches. Provides free self parking, a pool and complimentary wireless Internet access.

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

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Our top choices for Madeira Beach hotels with a pool

Outdoor pool, open 9:00 AM to 11:00 PM, pool umbrellas, pool loungers

Holiday Inn & Suites Clearwater Beach by IHG

Clearwater Beach

Sunset poolside paradise creates memorable moments at this beachfront retreat.

฿6,228 total

includes taxes & fees

6 Aug - 7 Aug

SkyBeach Resort

Greater Pinellas Point

Splash around in 2 outdoor pools with comfy loungers at this beachfront paradise.

฿5,783 total

includes taxes & fees

13 Jul - 14 Jul

The Beachcomber

St. Pete Beach

฿5,303 total

includes taxes & fees

29 Jul - 30 Jul

Studio, One King and One Sofa Bed, Pool View (Tropical Poolside Studio) | View from room

Barefoot Beach Club

Madeira Beach

Soak up the sun at this beachfront oasis with 2 sparkling pools and private cabanas.

฿8,098 total

includes taxes & fees

3 Aug - 4 Aug

Holiday Isles Resort

Madeira Beach

Dive into poolside paradise across from the beach at this pristine hotel with sun loungers galore.

฿3,507 total

includes taxes & fees

12 Jul - 13 Jul

Outdoor pool, pool umbrellas, pool loungers

Cambria Hotel St Petersburg-Madeira Beach Marina

Madeira Beach

Rooftop pool paradise offers stunning sunset views and poolside cocktail service.

฿5,292 total

includes taxes & fees

2 Aug - 3 Aug

Courtyard St. Petersburg Clearwater/Madeira Beach

Madeira Beach

Dive into crystal-clear waters where refreshing swims meet sunny Florida days at this poolside paradise.

฿5,415 total

includes taxes & fees

22 Jul - 23 Jul

Pier House 60 Clearwater Beach Marina Hotel

Clearwater Beach

Bask in waterfront views from this sparkling outdoor pool with access to beachside adventures.

฿7,035 total

includes taxes & fees

14 Jul - 15 Jul

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Choose what matters most at hotels with a pool in Madeira Beach

Breakfast included

Hot tub

Top Madeira Beach Hotel Reviews

Holiday Isles Resort

10/10 Excellent

"Very friendly and helpful staff. Will definitely come back in the future!"

Shoreline Island Resort - Exclusively Adult

10/10 Excellent

"I ALWAYS read the reviews before I stay somewhere. The reviews on this place were great, so we gave it a try. This place is definitely a 10/10. It is smaller and older, but clean, friendly, and quaint. As an added bonus, it is an adults only place. It seems like everyone we talked to had stayed there before. This place has a refreshing small pool, a continental breakfast, and free covered parking. It is within walking distance or a short car ride to a variety of places to eat. It is right on the beach and from your balcony you will see dolphins swim by in the morning and in the evening. The sunsets on the beach are breathtaking! We will be back =)"

Courtyard St. Petersburg Clearwater/Madeira Beach

10/10 Excellent

"Wanted somewhere we could celebrate the 4th of July , we love anything Marriott to be honest ! But this was a great choice , fireworks literally right by the pool , had a beach side lunch and pizza with a view. Will be back again for sure."

Frequently asked questions

What's it like visiting Madeira Beach?

If lounging by a pool is your idea of the perfect getaway, you might want to think about walkable Madeira Beach, which offers 10 places to stay with pools. During your visit, you can explore sights such as John's Pass Village & Boardwalk and Tampa Bay, and then relax poolside at one of the accommodation options in Madeira Beach that guests like for their pools.

What are some accommodation options with pools in Madeira Beach?

Cambria Hotel St Petersburg-Madeira Beach Marina: Hotel, 7-minute walk from St. Petersburg - Clearwater Beaches. Features 3 restaurants, an outdoor pool and 20 beach bars. Schooner Hotel: Hotel, 1-minute walk from St. Petersburg - Clearwater Beaches. Provides free self parking, a pool and complimentary wireless Internet access.

How many hotels with pools can I expect to 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 such as John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches while you're in Madeira Beach. The picturesque setting of Madeira Beach and Archibald Beach Park 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 offers an outdoor swimming pool if you'll be visiting St. Petersburg - Clearwater in the driest months of February, November or December, when the average rainfall is 49 mm. Accommodation 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 187 mm.

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Our top choices for Madeira Beach hotels with a pool