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 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

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 8 - Nov 9
Total with taxes and fees
Wyndham Grand Clearwater Beach
A poolside area with white canopies, lounge chairs, and a clear blue pool.
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.
A living room with a sofa, a coffee table, and a TV mounted on the wall.

2. Barefoot Beach Club

Barefoot Beach Club
Madeira Beach
  • Soak up the sun at this beachfront oasis with 2 sparkling pools and private cabanas.
$167 nightly
$189 total
Nov 16 - Nov 17
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 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.
$176 nightly
$199 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 balcony with a view of the sunset over the ocean, a table with chairs, and a potted plant.
A balcony with a table and chairs, overlooking a beach with blue umbrellas and a clear view of the ocean.
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.
$273 nightly
$308 total
Oct 18 - Oct 19
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 beachfront hotel with a large mural of a sailboat, outdoor seating, and a view of the sea.
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
Oct 21 - Oct 22
Total with taxes and fees
RumFish Beach at TradeWinds
A hotel pool area with a clear pool, sun loungers, and a fenced deck.
A breakfast bar with a variety of food options including cereal, fruit, yogurt, eggs, and milk.
A hotel room with a bed, a desk with a chair, a TV, and a blue sofa.
A coffee station with two coffee machines and a variety of coffee pods and cups.

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.
$121 nightly
$137 total
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Express & Suites St. Petersburg - Madeira Beach by IHG
A pool area with lounge chairs and umbrellas, a clear view of the ocean, and a thatched-roof structure.
A hotel with multiple balconies, a pool area with umbrellas, and a beach with sun loungers.
A modern hotel room with a balcony, a sofa, a dining table, and a view of a cityscape.
View from room

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 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 hotel named 'Balmar' with a view of the beach and ocean.
A beachfront hotel with multiple floors, a pool, and a beach area with umbrellas.
A beach view from a window with palm trees, a sandy path, and beach chairs.

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.
$164 nightly
$185 total
Oct 18 - Oct 19
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 modern hotel room with a sofa, coffee table, and a dining area. There is a large window with a view of the outdoors.
A spacious restaurant with high ceilings, hanging wicker chandeliers, and a view of the sea through large windows.

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.
$169 nightly
$191 total
Nov 1 - Nov 2
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 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.
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.
$211 nightly
$238 total
Oct 25 - Oct 26
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 hotel lobby with a seating area, a reception desk, and a bar/lounge area.
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.

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.
A modern lounge area with a blue sofa, wire chairs, and a round table. Large windows offer a view of palm trees and buildings.
A swimming pool with lounge chairs and umbrellas, surrounded by a covered area with a view of the city skyline.
A hotel room with a large TV, a desk, a brown chair, a grey sofa, and a view of the city.

Cambria Hotel St Petersburg-Madeira Beach Marina

Cambria Hotel St Petersburg-Madeira Beach Marina
Madeira Beach
$116 nightly
$131 total
Oct 26 - Oct 27
Total with taxes and fees
Cambria Hotel St Petersburg-Madeira Beach Marina
A beach with white sand, blue umbrellas, and lounge chairs.
A poolside area with white canopies, lounge chairs, and a clear blue pool.
A modern living room with a sofa, a coffee table, and a view of the sea through a glass door.
A multi-story hotel with a pool, located near a beach.

Barefoot Beach Club

Barefoot Beach Club
Madeira Beach
$167 nightly
$189 total
Nov 16 - Nov 17
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 neatly made bed with a blue blanket and pillows, a wall-mounted lamp, and a tropical-themed wall decal.
A modern kitchen with a double sink, a coffee maker, and a decorative ship wheel on the backsplash.

Tranquil Top Floor Condo Walking Distance to Madeira Beach

Tranquil Top Floor Condo Walking Distance to Madeira Beach
Madeira Beach
$235 nightly
$263 total
Oct 20 - Oct 21
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 multi-story hotel with balconies, a marina with boats, and a beach in the background.

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

Bay & Blvd | Steps to Beach, Pool & John`s Pas
Madeira Beach
$307 nightly
$342 total
Oct 26 - Oct 27
Total with taxes and fees
Bay & Blvd | Steps to Beach, Pool & John`s Pas
Property grounds
Living area
Private kitchen
Dining

Sea Breeze 101

Sea Breeze 101
Madeira Beach
$418 nightly
$466 total
Oct 20 - Oct 21
Total with taxes and fees
Sea Breeze 101
An aerial view of a coastal area with a beach, buildings, and water bodies.
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.
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
$311 nightly
$347 total
Oct 25 - Oct 26
Total with taxes and fees
Madeira Beach Penthouse Gulf Views Balcony Sunsets
A breathtaking balcony offering spectacular views!
A swimming pool with lounge chairs and a building in the background.
Stunning views captured from your balcony!
Master Bedroom with an ensuite Bathroom. Bright and roomy.

Coastal Retreat in Madeira Beach/Johns Pass

Coastal Retreat in Madeira Beach/Johns Pass
Madeira Beach
$317 nightly
$354 total
Oct 25 - Oct 26
Total with taxes and fees
Coastal Retreat in Madeira Beach/Johns Pass
A living room with a TV, two sofas, a coffee table, and a balcony with curtains.
A marina with multiple boats docked, a central pool, and surrounding buildings with balconies.
A bedroom with a large bed, a nightstand, a lamp, a painting, and a window with a view of the sea and buildings.
A modern living room with a sofa, coffee table, and chairs, a dining area with a table and chairs, a kitchen with appliances, and a ceiling fan.

Gulf of Mexico Beach Retreat | Madeira/John`s Pass

Gulf of Mexico Beach Retreat | Madeira/John`s Pass
Madeira Beach
$309 nightly
$344 total
Oct 21 - Oct 22
Total with taxes and fees
Gulf of Mexico Beach Retreat | Madeira/John`s Pass
An aerial view of a coastal area with a marina, buildings with orange roofs, and a beach.
A beach with sand, a few umbrellas, and the ocean.
A marina with boats docked, a thatched-roof structure, and a well-maintained grassy area with small plants.
A swimming pool with lounge chairs and a building in the background.

Stunning Gulf View/Balcony - 7th Floor @Johns Pass

Stunning Gulf View/Balcony - 7th Floor @Johns Pass
Madeira Beach
$317 nightly
$353 total
Nov 2 - Nov 3
Total with taxes and fees
Stunning Gulf View/Balcony - 7th Floor @Johns Pass
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Top Madeira Beach Hotel Reviews

Barefoot Beach Club

Barefoot Beach Club

10/10 Excellent
"Directly on the beach, pool area is very nice and plenty of chairs and towels!"
david 4-night trip
Posted less than an hour ago
Barefoot Beach Club
Shoreline Island Resort - Exclusively Adult

Shoreline Island Resort - Exclusively Adult

8/10 Good
"Everything was very nice. Only complaint was they had fairly basic cable. Nothing to stream like Netflix or Hulu."
Anonymous traveler 2-night trip
Posted 3 days ago
Shoreline Island Resort - Exclusively Adult

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 $102 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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