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

Find Hotels with a Pool in Madeira Beach, FL

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Check availability on Madeira Beach Hotels with a Pool

Tonight
Oct 5 - Oct 6
Tomorrow
Oct 6 - Oct 7
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Madeira Beach hotels with a pool

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.
A balcony with a view of the beach and ocean.
A breakfast tray with food and drinks on a balcony overlooking the ocean.
A spacious balcony with a clear view of the ocean, furnished with a sofa, chairs, and a dining table.

1. Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach
Clearwater Beach
  • Lounging poolside with cocktails in paradise; discover beachfront bliss with luxury cabanas.
$250 nightly
$283 total
Oct 28 - Oct 29
Total with taxes and fees
Wyndham Grand Clearwater Beach
A poolside area with white canopies, lounge chairs, and a clear blue pool.
A beach with white sand, blue umbrellas, and lounge chairs.
A modern living room with a sofa, a coffee table, and a view of the sea through a glass door.
A wooden deck with lounge chairs overlooking a beach and ocean.

2. Barefoot Beach Club

Barefoot Beach Club
Madeira Beach
  • Soak up the sun at this beachfront oasis with 2 sparkling pools and private cabanas.
$170 nightly
$192 total
Oct 6 - Oct 7
Total with taxes and fees
Barefoot Beach Club
A hotel courtyard with a central fountain, palm trees, and a multi-story building with balconies.
An aerial view of a coastal resort area with multiple buildings, a beach, and a marina.
A wooden deck with a bar area, outdoor seating, and umbrellas overlooking the beach.
A hotel with a central courtyard, multiple floors, and a beach view.

3. Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites
Sunshine Beach
  • Sunset beachfront escape with dual pools and hot tubs, where lounging meets ocean views in a family-friendly aquatic paradise.
$184 nightly
$208 total
Oct 26 - Oct 27
Total with taxes and fees
Sunset Vistas Two Bedroom Beachfront Suites
A hotel with a pool, outdoor seating, and a view of the sunset over the ocean.
A hotel with a central courtyard, multiple floors, and a view of the sunset over the water.
A coastal cityscape at sunset with a beach in the foreground and high-rise buildings in the background.
A balcony with a view of the sunset over the ocean, a table with chairs, and a potted plant.

4. Hyatt Regency Clearwater Beach Resort and Suites

Hyatt Regency Clearwater Beach Resort and Suites
Clearwater Beach
  • Resort paradise on the beach boasts impressive water park with cabanas, hot tub, and 2 pools.
$234 nightly
$264 total
Oct 6 - Oct 7
Total with taxes and fees
Hyatt Regency Clearwater Beach Resort and Suites
A resort with a pool, beach chairs, umbrellas, and a clear view of the ocean.
A beachside hotel with a view of the ocean, outdoor seating, and a mural on the building.
A beachside resort with a sunset view, outdoor seating, and a mural of a sailboat on a building.
A restaurant with tables set for dining, an aquarium wall with various fish, and wooden chairs.

5. RumFish Beach at TradeWinds

RumFish Beach at TradeWinds
St. Pete Beach
  • Splashing in paradise with four dreamy pools, poolside dining, and a beachfront oasis to elevate your sun-soaked escape.
$216 nightly
$244 total
Oct 19 - Oct 20
Total with taxes and fees
RumFish Beach at TradeWinds
A nighttime swimming pool area with a fence, palm trees, and lounge chairs.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A coffee station with two espresso machines and a sign that reads "MUST HAVE COFFEE."
A hotel room with a bed, a desk with a chair, a TV, and a blue sofa.

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

Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG
St. Petersburg
  • Refreshing outdoor pool sanctuary with cozy sun loungers creates a tranquil retreat at this beach-adjacent hotel.
$112 nightly
$127 total
Oct 11 - Oct 12
Total with taxes and fees
Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG
A balcony with a pool, outdoor seating, and a view of the ocean.
A hotel room with a large bed, a desk, a chair, a TV, and a balcony with a view of the ocean.
A balcony with white chairs and a table, overlooking a beach with palm trees and blue umbrellas.
A balcony with white chairs overlooking a beach with clear blue water and a few boats.

7. DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto

DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto
North Redington Beach
  • Luxurious beachfront paradise with refreshing outdoor pool, sun loungers, and swim-up bar for the ultimate oceanside escape.
$175 nightly
$198 total
Nov 1 - Nov 2
Total with taxes and fees
DoubleTree Beach Resort by Hilton Tampa Bay - North Redingto
A swimming pool with blue lounge chairs and a view of the beach.
A beach view from a window with palm trees, a sandy path, and beach chairs.
A modern hotel lobby with a grey sofa, wooden chairs, a round coffee table, and large windows offering a view of palm trees and buildings.
A beachfront hotel with multiple floors, a pool, and a beach area with umbrellas.

8. Bilmar Beach Resort

Bilmar Beach Resort
Treasure Island
  • Splash into paradise at this beachside resort with 2 outdoor pools offering refreshing breaks between ocean adventures.
$176 nightly
$199 total
Oct 26 - Oct 27
Total with taxes and fees
Bilmar Beach Resort
A pool area with umbrellas, lounge chairs, and a view of the marina.
A spacious restaurant with high ceilings, hanging wicker chandeliers, and a view of the sea through large windows.
A reception area with a wooden counter, tropical plants, and a sign reading "Mi Casa Es Su Casa".
A modern hotel room with a sofa, coffee table, and a dining area. There is a large window with a view of the outdoors.

9. Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound
Bradenton
  • Dip into a serene poolside oasis at Anna Maria Sound, with stunning sunset views and waterfront dining.
$174 nightly
$197 total
Oct 26 - Oct 27
Total with taxes and fees
Compass Hotel by Margaritaville Anna Maria Sound
A balcony with a white table and chairs, a blue chair, and a view of the beach and ocean.
A rooftop lounge with white furniture, a glass balustrade, and a view of the ocean at sunset.
A balcony with white chairs and a TV, overlooking a beach.
A modern kitchen with a large island, white cabinetry, and a view of the beach.

10. Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel
Sunshine Beach
  • Sapphire waters await at this Treasure Island gem with poolside cabanas and a chic swim-up bar.
$221 nightly
$250 total
Oct 19 - Oct 20
Total with taxes and fees
Ocean Club Treasure Island Hotel
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Choose what matters most at hotels with a pool in Madeira Beach

Hot tub
Breakfast included
Beach
Spa
Water park

Hotels with pools and hot tubs in Madeira Beach

A pool with blue lounge chairs and a view of the water.
A modern bar area with a glass display case of beverages, a counter with a coffee machine, and a seating area with blue chairs.
An outdoor seating area with chairs and a fire feature, overlooking a body of water.
A modern hotel lobby with a seating area, a reception desk, and a bar/lounge area.

Courtyard St. Petersburg Clearwater/Madeira Beach

Courtyard St. Petersburg Clearwater/Madeira Beach
Madeira Beach
$127 nightly
$143 total
Oct 25 - Oct 26
Total with taxes and fees
Courtyard St. Petersburg Clearwater/Madeira Beach
A rooftop bar with outdoor seating, overlooking a sunset over the ocean.
An outdoor bar area with a tropical-themed tiled backsplash, multiple bar stools, and a clear view of the sky.
A hotel room with a large TV, a desk, a brown chair, a grey sofa, and a view of the city.
A swimming pool with lounge chairs and umbrellas, surrounded by a covered area with a view of the city skyline.

Cambria Hotel St Petersburg-Madeira Beach Marina

Cambria Hotel St Petersburg-Madeira Beach Marina
Madeira Beach
$132 nightly
$149 total
Oct 11 - Oct 12
Total with taxes and fees
Cambria Hotel St Petersburg-Madeira Beach Marina
A beach with white sand, blue umbrellas, and lounge chairs.
A modern living room with a sofa, a coffee table, and a view of the sea through a glass door.
A poolside area with white canopies, lounge chairs, and a clear blue pool.
A modern kitchen with a central island, stainless steel appliances, and a dining area with a sofa and coffee table.

Barefoot Beach Club

Barefoot Beach Club
Madeira Beach
$170 nightly
$192 total
Oct 6 - Oct 7
Total with taxes and fees
Barefoot Beach Club
A beach with a clear view of the ocean, a sandy beach, and palm trees.
A neatly made bed with a blue blanket and pillows, a wall-mounted lamp, and a tropical-themed wall decal.
A balcony with a table and chairs, a view of a canal, and a building with a blue exterior.
A coastal sports complex with baseball fields, a swimming pool, and a road with parked cars.

Tranquil Top Floor Condo Walking Distance to Madeira Beach

Tranquil Top Floor Condo Walking Distance to Madeira Beach
Madeira Beach
$224 nightly
$249 total
Oct 6 - Oct 7
Total with taxes and fees
Tranquil Top Floor Condo Walking Distance to Madeira Beach
A coastal cityscape with a beachfront, buildings, and a road.
A marina with boats docked, a swimming pool, and residential buildings.
A modern living room with a round table, a sofa, a TV, and artwork on the walls.
A bedroom with a bed, a balcony, a ceiling fan, and artwork on the wall.

Bay & Blvd | Steps to Beach, Pool & John`s Pas

Bay & Blvd | Steps to Beach, Pool & John`s Pas
Madeira Beach
$306 nightly
$341 total
Nov 2 - Nov 3
Total with taxes and fees
Bay & Blvd | Steps to Beach, Pool & John`s Pas
Property grounds
Private kitchen
Living area
Dining

Sea Breeze 101

Sea Breeze 101
Madeira Beach
$417 nightly
$465 total
Oct 7 - Oct 8
Total with taxes and fees
Sea Breeze 101
A waterfront hotel with a beach, pier, and boats.
A marina with boats docked, a swimming pool, and residential buildings with balconies.
A kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a sink. There are two bar stools and a small island with a kettle.
A modern hotel room with a dining area, a sofa, a desk, and a large window with curtains.

Penthouse • Pool • Walk to Madeira Beach • Sunsets

Penthouse • Pool • Walk to Madeira Beach • Sunsets
Madeira Beach
$308 nightly
$343 total
Oct 7 - Oct 8
Total with taxes and fees
Penthouse • Pool • Walk to Madeira Beach • Sunsets
An aerial view of a coastal area with a beach, buildings, and water bodies.
A marina with multiple boats docked, a central pool, and surrounding buildings with balconies.
A spacious living area with a dining set, a sofa, and a TV.
A balcony with a view of the ocean and buildings.

Madeira Beach Penthouse Gulf Views Balcony Sunsets

Madeira Beach Penthouse Gulf Views Balcony Sunsets
Madeira Beach
$306 nightly
$342 total
Oct 25 - Oct 26
Total with taxes and fees
Madeira Beach Penthouse Gulf Views Balcony Sunsets
A marina with multiple boats docked, a swimming pool, and buildings with balconies overlooking the water.
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a large island with bar stools.
A modern living room with a dining area, a balcony with a view, and a beach-themed artwork on the wall.
A sandy beach with a few umbrellas and people.

Coastal Retreat in Madeira Beach/Johns Pass

Coastal Retreat in Madeira Beach/Johns Pass
Madeira Beach
$333 nightly
$371 total
Nov 3 - Nov 4
Total with taxes and fees
Coastal Retreat in Madeira Beach/Johns Pass
A waterfront hotel with a pier extending into the water, a beach, and a view of the ocean.
A balcony with a view of a marina, boats, and a distant shoreline.
A multi-story hotel with balconies, a marina with boats, and a beach in the background.
A modern kitchen with white cabinets, stainless steel appliances, a central island with stools, and a view into adjacent rooms.

Lovely Water View Condo | Top Floor | Steps to Beach

Lovely Water View Condo | Top Floor | Steps to Beach
Madeira Beach
$308 nightly
$343 total
Oct 6 - Oct 7
Total with taxes and fees
Lovely Water View Condo | Top Floor | Steps to Beach
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Top Madeira Beach Hotel Reviews

Barefoot Beach Club

Barefoot Beach Club

10/10 Excellent
"The suite was amazing and perfect for families or couples traveling together. The view is spectacular and the pool was fun. There were plenty of comfortable lounge chairs for our group. We loved that it is in walking distance of John's Pass and other restaurants."
Sarah 2-night trip
Posted less than an hour ago
Barefoot Beach Club
Shoreline Island Resort - Exclusively Adult

Shoreline Island Resort - Exclusively Adult

10/10 Excellent
"Will come back again!"
Amy 2-night trip
Posted 14 hours ago
Shoreline Island Resort - Exclusively Adult
Courtyard St. Petersburg Clearwater/Madeira Beach

Courtyard St. Petersburg Clearwater/Madeira Beach

8/10 Good
"Its right on the intercostal waterway, convenient to restaurants and local bars its a beach town."
Vince 3-night trip
Posted 20 hours ago
Courtyard St. Petersburg Clearwater/Madeira Beach

Frequently asked questions

What are the best hotels in Madeira Beach with outdoor pools?
Barefoot Beach Club is a highly-rated option in Madeira Beach, boasting a traveller review score of 9.4. This resort not only features a stunning outdoor pool, complete with sun loungers and cabanas, but it also provides a relaxing beach view and spacious rooms. Guests praise the friendly and attentive staff, making it a great choice for families seeking a friendly setting.For those looking for an adult-exclusive experience, Shoreline Island Resort is another fantastic option. Also rated at 9.4, this 3-star hotel offers a serene outdoor pool alongside a nearby beach. Visitors appreciate the spacious and clean rooms, coupled with a lovely ocean view, ensuring a peaceful getaway.The Courtyard St. Petersburg Clearwater/Madeira Beach is ideal for families, with a rating of 9.4. This hotel features an outdoor pool that includes free sun loungers and umbrellas, along with family-friendly amenities like complimentary cribs. Guests often highlight the friendly and extremely helpful staff, making their stay enjoyable and stress-free.Another noteworthy mention is the Cambria Hotel St Petersburg-Madeira Beach Marina, which garners a rating of 9.2. This hotel not only offers an outdoor pool but also boasts a beautiful poolside bar and direct access to the beach. With comfortable accommodations and an amazing staff, this hotel is well-loved by travellers looking for convenience and a great location.Lastly, while Holiday Isles Resort has a lower traveller rating of 7.2, it features an outdoor pool and offers easy parking options, making it accessible for families. Guests often mention the friendly service and clean rooms, ensuring a satisfactory stay for those on a budget.
How much does a hotel with outdoor pool in Madeira Beach cost?
Enjoy staying in a hotel in Madeira Beach with an outdoor pool. You can find a great deal from $97 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Are there hotels in Madeira Beach that have private outdoor pools?
TheMadeira Beach Florida Vacation Rentals - ROYAL REXHOST RESORTS - Yacht Club is an excellent choice for travellers seeking a hotel with private outdoor pool options. This resort boasts secured private pools, allowing families to enjoy a relaxing swim in the comfort of their own space.Reviewers appreciate the combination of shared and private pool access, alongside the convenience of in-suite kitchens, making it ideal for families looking for a home-away-from-home experience. With an impressive traveller rating of 8.4, guests highlight the welcoming atmosphere and amenities that cater to their needs, ensuring a memorable stay.
Are there hotels in Madeira Beach with outdoor pool cabanas or loungers?
Barefoot Beach Club is a charming choice for those seeking a delightful stay in Madeira Beach. This hotel features an inviting outdoor pool complete with cozy cabanas and sun loungers, superb for soaking up the Florida sun while enjoying a refreshing drink. With a stellar review rating of 9.4, guests rave about the spacious rooms and the friendly, attentive staff, making it an ideal spot for families looking for comfort and relaxation.The location of Barefoot Beach Club is another highlight, as it offers stunning views of the beach and ocean, enhancing your vacation experience. Plus, the nearby beach access means you can easily transition from poolside lounging to seaside adventures with your family.
Which Madeira Beach hotels offer poolside service for food and drinks?
The Cambria Hotel St Petersburg-Madeira Beach Marina is a fantastic option for travellers seeking a refreshing poolside experience. This 3-star hotel, with an impressive traveller rating of 9.2, features a delightful poolside bar where guests can enjoy food and drinks while soaking up the sun on comfortable loungers.Families and couples alike appreciate the convenient access to the beach, making it easy to transition from poolside relaxation to sandy adventures. The hotel's friendly staff and clean, comfortable rooms enhance the overall experience, ensuring that guests feel right at home during their stay.
Is it cheaper to book flights and a Madeira Beach hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Madeira Beach for you.

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