TOP Hotels with Swimming Pool in Madeira Beach, FL for 2026

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Our top choices for Madeira Beach hotels with a pool

Outdoor pool, pool umbrellas, pool loungers

1. Cambria Hotel St Petersburg-Madeira Beach Marina

Madeira Beach

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

₹11,646

₹13,160 total

includes taxes & fees

30 Aug - 31 Aug

2. Courtyard St. Petersburg Clearwater/Madeira Beach

Madeira Beach

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

₹12,565

₹14,198 total

includes taxes & fees

16 Aug - 17 Aug

3. Holiday Isles Resort

Madeira Beach

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

₹8,619

₹9,740 total

includes taxes & fees

11 Aug - 12 Aug

2 outdoor pools, pool cabanas (surcharge), pool umbrellas

Premium Suite, 2 Bedrooms, Partial Ocean View | Living area | LCD TV

4. Barefoot Beach Club

Madeira Beach

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

₹10,639

₹15,788 total

includes taxes & fees

11 Aug - 12 Aug

Premium bedding, pillow-top beds, in-room safe, desk

5. Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG

St. Petersburg

Refreshing outdoor pool sanctuary with cosy sun loungers creates a tranquil retreat at this beach-adjacent hotel.

₹10,758

₹12,157 total

includes taxes & fees

7 Sept - 8 Sept

Comfort Suite, 2 Bedrooms, Ocean View | Beach/ocean view

Classic Suite, 2 Bedrooms, Ocean View | Terrace/patio

Luxury Suite, 2 Bedrooms, Ocean View | Beach/ocean view

6. Ocean Club Treasure Island Hotel

Sunshine Beach

Sapphire waters await at this Treasure Island gem with poolside cabanas and a chic swim-up bar.

₹16,625

₹23,627 total

includes taxes & fees

16 Aug - 17 Aug

Premier Room, 1 King Bed, Terrace, Garden View | Garden view

7. Crystal Bay Historic Hotel

La Vista

Float in a pristine pool at this historic hotel, where poolside charm meets butterfly gardens.

₹9,767

₹11,038 total

includes taxes & fees

17 Aug - 18 Aug

Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers

Studio, 2 Queen Beds, Non Smoking | Living area | 45-inch Smart TV with satellite channels, Netflix, Hulu

8. Home2 Suites by Hilton Largo

Largo

Splash into summer with heated poolside relaxation at this resort, minutes from the beach.

₹8,959

₹10,123 total

includes taxes & fees

16 Aug - 17 Aug

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

Breakfast included

Hot tub

4 stars

Spa

5 stars

Top Madeira Beach Hotel Reviews

Holiday Isles Resort

8/10 Good

"Location is great. Was quiet at night so you can enjoy a nice sunset."

Barefoot Beach Club

10/10 Excellent

"The stay was absolutely wonderful. The room was amazing. It had two rooms, one for the kids, one for the wife and I. Full kitchen and washer and dryer for our beach clothes. The pool was wonderful and I could barely get my daughter out. Access to the beach was perfect. My wife especially loved the rooftop yoga."

Shoreline Island Resort - Exclusively Adult

10/10 Excellent

"Staff excellent, balcony excellent, beach excellent"

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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Check availability on Madeira Beach Hotels with Swimming Pool

Our top choices for Madeira Beach hotels with a pool

1. Cambria Hotel St Petersburg-Madeira Beach Marina