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 25 - Oct 26
Tomorrow
Oct 26 - Oct 27
Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

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 spacious balcony with a clear view of the ocean, furnished with a sofa, chairs, and a dining table.
A breakfast tray with food and drinks on a balcony overlooking the ocean.
A beach with a pier extending into the ocean, numerous umbrellas, and a lifeguard tower.

1. Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach
Clearwater Beach
  • Lounging poolside with cocktails in paradise; discover beachfront bliss with luxury cabanas.
$272 nightly
$307 total
Nov 15 - Nov 16
Total with taxes and fees
Wyndham Grand Clearwater Beach
A poolside area with white canopies, lounge chairs, and a clear blue pool.
A wooden deck with lounge chairs overlooking a beach and ocean.
A modern living room with a sofa, a coffee table, and a view of the sea through a glass door.
A beach with white sand, blue umbrellas, and lounge chairs.

2. Barefoot Beach Club

Barefoot Beach Club
Madeira Beach
  • Soak up the sun at this beachfront oasis with 2 sparkling pools and private cabanas.
$174 nightly
$197 total
Nov 17 - Nov 18
Total with taxes and fees
Barefoot Beach Club
A hotel courtyard with a central fountain, palm trees, and a multi-story building with balconies.
A wooden deck with a bar area, outdoor seating, and umbrellas overlooking the beach.
An aerial view of a coastal resort area with multiple buildings, a beach, and a marina.
A hotel lobby with a pool area, featuring outdoor seating and palm trees.

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.
$178 nightly
$201 total
Nov 1 - Nov 2
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 balcony with a table and chairs, overlooking a beach with blue umbrellas and a clear view of the ocean.
A balcony with a view of the beach and ocean, a table with chairs, and a vase with flowers.
A coastal cityscape at sunset with a beach in the foreground and high-rise buildings in the background.

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.
$297 nightly
$335 total
Nov 17 - Nov 18
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 restaurant with tables set for dining, an aquarium wall with various fish, and wooden chairs.
A beachside resort with a sunset view, outdoor seating, and a mural of a sailboat on a building.

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
Nov 1 - Nov 2
Total with taxes and fees
RumFish Beach at TradeWinds
A nighttime swimming pool area with two pools, lounge chairs, and umbrellas.
A reception area with a reception desk, a waiting area with a sofa and chairs, and a glass door entrance.
A buffet with various food items, including omelets and baked goods, in stainless steel containers.
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.
$104 nightly
$118 total
Nov 23 - Nov 24
Total with taxes and fees
Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG
A balcony with a pool, seating area, and a bar.
View from room
View from room
A hotel room with a large bed, a desk with a TV, a chair, and a view of the sea.

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.
$166 nightly
$188 total
Nov 19 - Nov 20
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 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.
A hotel named 'Balmar' with a view of the beach and ocean.

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
Nov 4 - Nov 5
Total with taxes and fees
Bilmar Beach Resort
A pool area with umbrellas, lounge chairs, and a view of the marina.
A reception area with a wooden counter, tropical plants, and a sign reading "Mi Casa Es Su Casa".
A spacious restaurant with high ceilings, hanging wicker chandeliers, and a view of the sea through large windows.
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.
$171 nightly
$194 total
Nov 4 - Nov 5
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 balcony with a white table and chairs, a blue armchair, and a view of the beach and ocean.

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 26 - Oct 27
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.
A modern hotel lobby with a large seating area, large windows with a view of the water, and a patterned carpet.
An outdoor seating area with chairs and a fire feature, overlooking a body of water.

Courtyard St. Petersburg Clearwater/Madeira Beach

Courtyard St. Petersburg Clearwater/Madeira Beach
Madeira Beach
$122 nightly
$138 total
Nov 1 - Nov 2
Total with taxes and fees
Courtyard St. Petersburg Clearwater/Madeira Beach
A rooftop bar with outdoor seating, overlooking a sunset over the ocean.
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.
A modern lounge area with a blue sofa, wire chairs, and a round table. Large windows offer a view of palm trees and buildings.

Cambria Hotel St Petersburg-Madeira Beach Marina

Cambria Hotel St Petersburg-Madeira Beach Marina
Madeira Beach
$125 nightly
$141 total
Nov 1 - Nov 2
Total with taxes and fees
Cambria Hotel St Petersburg-Madeira Beach Marina
A modern living room with a sofa, a coffee table, and a view of the sea through a glass door.
A modern kitchen with a central island, stainless steel appliances, and a dining area with a sofa and coffee table.
A poolside area with white canopies, lounge chairs, and a clear blue pool.
A beach with white sand, blue umbrellas, and lounge chairs.

Barefoot Beach Club

Barefoot Beach Club
Madeira Beach
$174 nightly
$197 total
Nov 17 - Nov 18
Total with taxes and fees
Barefoot Beach Club
A beach with a clear view of the ocean, a sandy beach, and palm trees.
A coastal sports complex with baseball fields, a swimming pool, and a road with parked cars.
A modern kitchen with a double sink, a coffee maker, and a decorative ship wheel on the backsplash.
A balcony with a table and chairs, a view of a canal, and a building with a blue exterior.

Tranquil Top Floor Condo Walking Distance to Madeira Beach

Tranquil Top Floor Condo Walking Distance to Madeira Beach
Madeira Beach
$222 nightly
$248 total
Oct 27 - Oct 28
Total with taxes and fees
Tranquil Top Floor Condo Walking Distance to Madeira Beach
A cozy living room with leather chairs, a television, and a surfboard.
A hallway with a wooden ceiling and walls covered in old newspapers.
A sandy beach with a wooden bench and a path leading to the water.
A coastal walkway with a no parking sign, palm trees, and a view of the ocean.

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
$355 nightly
$395 total
Nov 16 - Nov 17
Total with taxes and fees
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd
A bedroom with a bed, a balcony, a ceiling fan, and artwork on the wall.
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.

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

Bay & Blvd | Steps to Beach, Pool & John`s Pas
Madeira Beach
$297 nightly
$332 total
Oct 26 - Oct 27
Total with taxes and fees
Bay & Blvd | Steps to Beach, Pool & John`s Pas
Property grounds
Private kitchen
Dining
A beach view with a pathway leading to a thatched-roof structure, palm trees, and a clear sky.

Sea Breeze 101

Sea Breeze 101
Madeira Beach
$423 nightly
$471 total
Oct 26 - Oct 27
Total with taxes and fees
Sea Breeze 101
A modern kitchen with white cabinetry, a microwave, an oven, and a dishwasher.
34-29-28 (2)
A wooden boardwalk leading to a beach with palm trees and sandy dunes.
A modern living room with a ceiling fan, a sofa set, a dining table with chairs, and a view to the outside.

Coastal Retreat in Madeira Beach/Johns Pass

Coastal Retreat in Madeira Beach/Johns Pass
Madeira Beach
$322 nightly
$359 total
Nov 10 - Nov 11
Total with taxes and fees
Coastal Retreat in Madeira Beach/Johns Pass
A spacious living area with a dining set, a sofa, and a TV.
A multi-story hotel with balconies, a marina with boats, and a beach in the background.
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.

Madeira Beach Penthouse Gulf Views Balcony Sunsets

Madeira Beach Penthouse Gulf Views Balcony Sunsets
Madeira Beach
$315 nightly
$351 total
Nov 10 - Nov 11
Total with taxes and fees
Madeira Beach Penthouse Gulf Views Balcony Sunsets
A living room with a dining area, a sofa, a coffee table, and a chair.
A marina with docked boats, a wooden walkway, and a clear sky.
A bedroom with a bed, two bedside tables, a ceiling fan, a window with a view, and a painting on the wall.
A marina with multiple boats docked, a central pool, and surrounding buildings with balconies.

Walkable Gulf View Condo Near John`s Pass, Pool

Walkable Gulf View Condo Near John`s Pass, Pool
Madeira Beach
$310 nightly
$345 total
Nov 8 - Nov 9
Total with taxes and fees
Walkable Gulf View Condo Near John`s Pass, Pool
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Find out more about Madeira Beach

Discover top Madeira Beach attractions

Madeira Beach offers a delightful blend of sun-soaked relaxation and exciting activities for travelers seeking quality experiences. One standout feature is the stunning shoreline, where you can bask in the sun or enjoy a leisurely stroll along the soft sands, perfect for families with children. For those looking to explore the local marine life, the nearby waters offer opportunities for snorkeling and paddleboarding, allowing you to immerse yourself in the vibrant underwater world. If you're feeling adventurous, consider renting a kayak to explore the scenic coastline and hidden coves that are best accessed by water. Additionally, the vibrant local market scene offers a chance to sample fresh produce and artisanal products, providing a taste of the region's unique flavors. Lastly, the lively atmosphere at the beach showcases various events and live music, creating an inviting community vibe that enhances your stay. With a range of quality accommodations nearby, you'll find comfort and convenience to unwind after a day of exploration, ensuring a memorable family vacation in Madeira Beach.

Find the best pool hotels in Madeira Beach

For travelers seeking a refreshing escape with ample opportunities to relax by the pool, Madeira Beach offers some fantastic hotel options. Each of these properties features inviting pool areas perfect for unwinding under the sun.

Barefoot Beach Club

  • Why it's great: Barefoot Beach Club is an excellent choice for travelers looking to enjoy a poolside retreat. With a stellar review rating of 9 out of 10, this budget-friendly hotel features an outdoor pool, complete with cabanas and sun loungers, ensuring travelers have a comfortable spot to soak up the sun. The hotel also offers a resort fee that covers access to beach amenities, making it a seamless experience for those who love to relax by the water.
  • Other amenities: The hotel boasts beach views and is located right on the beach, providing easy access for travelers to enjoy the sandy shores. In addition to the well-appointed pool area, travelers can enjoy a hot tub, terrace, and balconies in some rooms. For added convenience, the rooms come equipped with kitchenettes that include a stovetop and microwave, making it easy to prepare meals. Nearby activities such as snorkeling, parasailing, and personal watercraft rentals ensure there’s plenty to explore off-site.
  • Nearby attractions: St. Petersburg - Clearwater Beaches - a 5-minute walk away, Hubbards Marina - less than 1 mile

Courtyard St. Petersburg Clearwater/Madeira Beach

  • Why it's great: The Courtyard St. Petersburg Clearwater/Madeira Beach is a fantastic option for travelers who prioritize pool access and relaxation. Featuring an outdoor pool that is accessible and equipped with sun loungers and umbrellas, this 3-star hotel invites travelers to unwind in a comfortable setting. With a solid review rating of 9 out of 10, it ensures a pleasant stay for those looking to enjoy the water.
  • Other amenities: Located near the waterfront, travelers can take advantage of a variety of nearby activities, including boating tours and sailing. The hotel also offers free breakfast and daily housekeeping for added convenience. Guests can enjoy ocean views, and there’s a hot tub for extra relaxation. The hotel is LGBTQIA welcoming and provides free cribs and rollaway beds, making it a comfortable choice for diverse travel groups. WiFi and terraces in select rooms enhance the stay, allowing travelers to enjoy the beautiful surroundings.
  • Nearby attractions: Bay Pines VA Medical Center - 1 mile, Remember Our Children Park - 1 mile, Archibald Beach Park - 1 mile

Top Madeira Beach Hotel Reviews

Shoreline Island Resort - Exclusively Adult

Shoreline Island Resort - Exclusively Adult

10/10 Excellent
"The resort workers were awesome, friendly, professional and very kind.The facility was very clean and well kept"
Cecil 4-night trip
Posted 2 days ago
Shoreline Island Resort - Exclusively Adult
Courtyard St. Petersburg Clearwater/Madeira Beach

Courtyard St. Petersburg Clearwater/Madeira Beach

10/10 Excellent
"Great Balcony overlooking the Marina, Friendly and Helpful Employees. Walkable to downtown Restaurants, Bars, and Shopping"
Joseph 1-night trip
Posted 4 days ago
Courtyard St. Petersburg Clearwater/Madeira Beach
Holiday Isles Resort

Holiday Isles Resort

10/10 Excellent
"Staff was really nice and hotel located across the beach and there is a great bar restaurant the reef next to it. Food is excellent! Pool is nice ac works great a bit noisy for me. Place was great!"
Maria 2-night trip
Posted 6 days ago
Holiday Isles Resort

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 $84 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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