Find Hotels with a Pool in Madeira Beach, FL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
13 Nov - 14 Nov
Tomorrow
14 Nov - 15 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for Madeira Beach hotels with a pool

A rooftop bar with outdoor seating, overlooking a sunset over the ocean.

1. Hotel Madeira, Part Of JDV By Hyatt

Hotel Madeira, Part Of JDV By Hyatt
3.0 star property
Madeira Beach
9.2 out of 10, Wonderful, (1,056 reviews)
  • cleanliness
    Rooftop pool paradise offers stunning sunset views and poolside cocktail service.
The price is AED 514
AED 581 total
includes taxes & fees
6 Dec - 7 Dec
Hotel Madeira, Part Of JDV By Hyatt
A pool with blue lounge chairs and a view of the water.

2. Courtyard St. Petersburg Clearwater/Madeira Beach

Courtyard St. Petersburg Clearwater/Madeira Beach
3.0 star property
Madeira Beach
9.4 out of 10, Exceptional, (959 reviews)
  • cleanliness
    Dive into crystal-clear waters where refreshing swims meet sunny Florida days at this poolside paradise.
The price is AED 465
AED 526 total
includes taxes & fees
23 Nov - 24 Nov
Courtyard St. Petersburg Clearwater/Madeira Beach
A poolside area with white canopies, lounge chairs, and a clear blue pool.

3. Barefoot Beach Club

Barefoot Beach Club
2.5 star property
Madeira Beach
9.4 out of 10, Exceptional, (1,507 reviews)
  • cleanliness
    Soak up the sun at this beachfront oasis with 2 sparkling pools and private cabanas.
The price is AED 433
AED 634 total
includes taxes & fees
14 Dec - 15 Dec
Barefoot Beach Club
A hotel pool area with a sunset view, palm trees, and a staircase leading to the upper floors.

4. Holiday Isles Resort

Holiday Isles Resort
3.0 star property
Madeira Beach
7.2 out of 10, Good, (994 reviews)
  • cleanliness
    Dive into poolside paradise across from the beach at this pristine hotel with sun loungers galore.
The price is AED 317
AED 358 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Isles Resort
A pool area with lounge chairs, palm trees, and a beach view.

5. Sandy Shores 405 1 BR Gulf Front Corner Condo

Sandy Shores 405 1 BR Gulf Front Corner Condo
Madeira Beach
8.8 out of 10, Excellent, (43 reviews)
The price is AED 441
AED 1,480 total
includes taxes & fees
14 Nov - 15 Nov
Sandy Shores 405 1 BR Gulf Front Corner Condo
An aerial view of a swimming pool area with lounge chairs and palm trees.

6. 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, (37 reviews)
The price is AED 340
AED 924 total
includes taxes & fees
16 Nov - 17 Nov
Tranquil Top Floor Condo Walking Distance to Madeira Beach
A pool area with lounge chairs, palm trees, and a beach view.

7. 2 Bedroom Condo With Drawbridge View

2 Bedroom Condo With Drawbridge View
Madeira Beach
8.4 out of 10, Very good, (35 reviews)
The price is AED 367
AED 1,480 total
includes taxes & fees
14 Nov - 15 Nov
2 Bedroom Condo With Drawbridge View
A cozy living room with leather chairs, a television, and a surfboard.

8. 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, (283 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 AED 436
AED 1,422 total
includes taxes & fees
16 Nov - 17 Nov
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd
A pool area with lounge chairs, palm trees, and a beach view.

9. Get Away In This Well-Appointed Gulf Front Condo

Get Away In This Well-Appointed Gulf Front Condo
Madeira Beach
8.2 out of 10, Very good, (43 reviews)
The price is AED 441
AED 1,645 total
includes taxes & fees
24 Nov - 25 Nov
Get Away In This Well-Appointed Gulf Front Condo
A residential area with a swimming pool, tiled roofs, and a fenced balcony.

10. A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear!

A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear!
Madeira Beach
9.4 out of 10, Exceptional, (34 reviews)
The price is AED 529
AED 1,699 total
includes taxes & fees
16 Nov - 17 Nov
A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear!
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.
View all properties

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

A rooftop bar with outdoor seating, overlooking a sunset over the ocean.
Hotel Madeira, Part Of JDV By Hyatt

Hotel Madeira, Part Of JDV By Hyatt

Hotel Madeira, Part Of JDV By Hyatt
3.0 star property
Madeira Beach
9.2 out of 10, Wonderful, (1056)
The price is AED 514
AED 581 total
includes taxes & fees
6 Dec - 7 Dec
Hotel Madeira, Part Of JDV By Hyatt
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.
View all properties

Top Madeira Beach Hotel Reviews

A building labeled "Ivory Sands Beach Suites" with a pool area visible in the background.
Ivory Sands Beach Suites

Ivory Sands Beach Suites

Ivory Sands Beach Suites
Clearwater Beach

10/10 Excellent

My husband and I had an absolute amazing experience! We will definitely be staying there again when you come back!
United States
katelyn
Reviewed June 3, 2025
Ivory Sands Beach Suites

Frequently Asked Questions

How many hotels with pools will I find in Madeira Beach?

Expedia has 10 hotels in Madeira Beach for your poolside break.

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?

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. Madeira Beach Florida Vacation Rentals - ROYAL REXHOST RESORTS - Yacht Club: Resort, 13-minute walk from St. Petersburg - Clearwater Beaches. Offers an indoor pool, an outdoor pool, and a sauna. Schooner Hotel: Hotel, 1-minute walk from St. Petersburg - Clearwater Beaches. Provides free self parking, a pool, and complimentary wireless internet access.

What is there to see and do in Madeira Beach?

Explore places like Tampa Bay while you're in the area. 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.