Title: Book the Best Hotels with POOL in Madeira Beach in 2025 | Expedia.ca [Madeira Beach Travel Guide](https://expedia.ca/Madeira-Beach.dx8433)[Hotels in Madeira Beach](https://expedia.ca/Madeira-Beach-Hotels.d8433.Travel-Guide-Hotels)[Vacation Rentals in Madeira Beach](https://expedia.ca/Madeira-Beach-Vacation-Rentals.d8433.Travel-Guide-VacationRentals)[Flights to Madeira Beach](https://expedia.ca/Cheap-Flights-To-Madeira-Beach.d8433.Travel-Guide-Flights)[Things to do in Madeira Beach](https://expedia.ca/Things-To-Do-In-Madeira-Beach.d8433.Travel-Guide-Activities)[Madeira Beach Car Rentals](https://expedia.ca/Car-Rentals-In-Madeira-Beach.d8433.Car-Rental-Guide)[Madeira Beach Vacation Packages](https://expedia.ca/Madeira-Beach.d8433.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/495000/495837-bay-pines-va-medical-center.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Madeira Beach, FL from CA $164 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Madeira Beach Hotels with a Pool Tonight [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=8433&startDate=2025-10-19&endDate=2025-10-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 20 - Oct 21](https://www.expedia.ca/Hotel-Search?regionId=8433&startDate=2025-10-20&endDate=2025-10-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=8433&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=8433&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Madeira Beach Hotels with a Pool ![2 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/af119682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, One Queen and One Sofa Bed, Beachfront | Living room](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/2cc38c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, cribs/infant beds, bed sheets](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/414abed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/f353eb77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barefoot Beach Club Madeira Beach 9.4/10 Exceptional (1066) "This was a wonderful place to stay! Very clean and really close to the beach! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria CA $175 CA $246 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Barefoot-Beach-Club.h1552360.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/47000000/46230000/46226700/46226676/3c846209.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/47000000/46230000/46226700/46226676/e1977dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/47000000/46230000/46226700/46226676/15b99207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/47000000/46230000/46226700/46226676/928c5247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cambria Hotel St Petersburg-Madeira Beach Marina Madeira Beach 9.2/10 Wonderful (1007) "Perfect location. Rooftop pool bar area is my favorite part. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darys CA $198 CA $224 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cambria-Hotel-St-Petersburg-Madeira-Beach-Marina.h46226676.Hotel-Information) ![Room, 1 King Bed with Sofa bed, Non Smoking (Balcony) | View from room](https://images.trvl-media.com/lodging/9000000/8320000/8313400/8313396/d816c7e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/9000000/8320000/8313400/8313396/ed63409d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking | View from room](https://images.trvl-media.com/lodging/9000000/8320000/8313400/8313396/84578041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/9000000/8320000/8313400/8313396/7d05d1fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard St. Petersburg Clearwater/Madeira Beach Madeira Beach 9.4/10 Exceptional (850) "Staff was great!! We enjoyed the ocean view from the balcony. The location was very close to Madeira Beach and many restaurants but was on a quiet street just off the main area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $202 CA $228 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Courtyard-St-Petersburg-ClearwaterMadeira-Beach.h8313396.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/13000000/12710000/12708800/12708795/43143cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12710000/12708800/12708795/6d6a8a16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bungalow, 1 Bedroom | Terrace/patio](https://images.trvl-media.com/lodging/13000000/12710000/12708800/12708795/0458a63f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Studio](https://images.trvl-media.com/lodging/13000000/12710000/12708800/12708795/6fb54441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Isles Resort Madeira Beach 7.2/10 Good (783) "Super friendly staff and beautiful rooms! Will definitely b staying here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara CA $146 CA $164 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Holiday-Isles-Resort.h12708795.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/56000000/55270000/55262600/55262569/7a041394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/56000000/55270000/55262600/55262569/1b047dad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/56000000/55270000/55262600/55262569/21a117cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/56000000/55270000/55262600/55262569/765336a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sandy Shores 307 2 BR Condo on the Beach Madeira Beach 8.0/10 Very good (23) "Super clean. Great location. We had a wonderful time. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle D. CA $139 CA $587 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Sandy-Shores-307-2-BR-Condo-On-The-Beach.h55262569.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/67000000/66960000/66956400/66956350/22f69979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66960000/66956400/66956350/f2513c73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/67000000/66960000/66956400/66956350/fc4be3b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/67000000/66960000/66956400/66956350/450aab6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gulf View and Activities? Stylish Madeira Beach Condo Madeira Beach 10/10 Exceptional (3) "GREAT LOCATION FOR ALL ATTRACTIONS AT JOHNS PASS! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) joseph c. CA $149 CA $478 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Gulf-View-And-Activities-Stylish-Madeira-Beach-Condo.h66956350.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/89000000/88600000/88592800/88592745/29d07655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/89000000/88600000/88592800/88592745/3cd45f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/89000000/88600000/88592800/88592745/a418c31a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/89000000/88600000/88592800/88592745/ec4c440f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Retreat in Madeira Beach/Johns Pass Madeira Beach 10/10 Exceptional (1) "The place was great and easy walking distance to restaurants and the beach. Would stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne J. CA $149 CA $478 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Coastal-Retreat-In-Madeira-BeachJohns-Pass.h88592745.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/67000000/66160000/66151100/66151097/2a9303ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66160000/66151100/66151097/51ff4df0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66160000/66151100/66151097/d22a2e93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/67000000/66160000/66151100/66151097/79dfbc6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Gulf View/Balcony - 7th Floor @Johns Pass Madeira Beach 10/10 Exceptional (7) "This was great location . stunning views" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather Marie W. CA $157 CA $488 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-STUNNIG-Gulf-ViewBALCONY-7th-Floor-Johns-Pass.h66151097.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/89000000/88600000/88592200/88592155/90fa7602.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/89000000/88600000/88592200/88592155/3312c66c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88600000/88592200/88592155/ff09baba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/89000000/88600000/88592200/88592155/7e546661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gulf of Mexico Beach Retreat | Madeira/John\`s Pass Madeira Beach 9.6/10 Exceptional (4) "Amazing location, very recommendable!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Guido R. CA $149 CA $478 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Gulf-Of-Mexico-Beach-Retreat-MadeiraJohns-Pass.h88592155.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/89000000/88600000/88592700/88592660/098e9f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88600000/88592700/88592660/fdfa6b6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88600000/88592700/88592660/bd9f17e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/89000000/88600000/88592700/88592660/9965e06d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Live it Up @Madeira Bay Beach Pool & Marina View Madeira Beach 10/10 Exceptional (3) "The property was in a great location. Very close to the beach and the owner provided beach towels and beach chairs for you which was nice. It was less than a 5 minite walk to Johns pass and several restaurants and other activities. The condo was clean and well stocked. My only complaint was the hallways, stairwell, and elevators were dirty and not well maintained, but that did not impact the quality of the condo itself." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacy R. CA $149 CA $479 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Make-Waves.h88592660.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03®ionId=8433&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Madeira Beach Hotel Reviews ![Shoreline Island Resort - Exclusively Adult](//images.trvl-media.com/lodging/3000000/2630000/2626200/2626102/382198c3_y.jpg) ### Shoreline Island Resort - Exclusively Adult 10/10 Excellent "Our gulf view room had a full unobstructed view of the ocean and pool. The staff was great at communicating some issues with the non functioning elevators. The staff were all very friendly. awe The area in general was significantly damaged in 2024 by Helene & Milton. Although there were still some repairs occurring, the staff have done an amazing job at restoring the beauty to the property. The property is very clean as well as the room, pool area, and beach area. There were some beach items at the property for use. We did rent beach lounge chairs, and beach umbrella from a local vendor. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Shoreline-Island-Resort-Exclusively-Adult.h2626102.Hotel-Information) ![Holiday Isles Resort](//images.trvl-media.com/lodging/13000000/12710000/12708800/12708795/43143cf5_y.jpg) ### Holiday Isles Resort 10/10 Excellent "We had a very nice room - Definitely recommend the bigger units with the kitchen. We paid for parking for the days we were there and everything was close by. Everything was very clean considering the area was hit by a hurricane a year ago. " [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Holiday-Isles-Resort.h12708795.Hotel-Information) ![Barefoot Beach Club](//images.trvl-media.com/lodging/2000000/1560000/1552400/1552360/af119682_y.jpg) ### Barefoot Beach Club 10/10 Excellent "Loved Barefoot! This was our 3rd time staying and will definitely plan on returning!" [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Barefoot-Beach-Club.h1552360.Hotel-Information) ![Courtyard St. Petersburg Clearwater/Madeira Beach](//images.trvl-media.com/lodging/9000000/8320000/8313400/8313396/d816c7e4_y.jpg) ### Courtyard St. Petersburg Clearwater/Madeira Beach 10/10 Excellent "Staff was great!! We enjoyed the ocean view from the balcony. The location was very close to Madeira Beach and many restaurants but was on a quiet street just off the main area." [](https://expedia.ca/St-Petersburg-Clearwater-Hotels-Courtyard-St-Petersburg-ClearwaterMadeira-Beach.h8313396.Hotel-Information) ## Frequently asked questions ### 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](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Cambria-Hotel-St-Petersburg-Madeira-Beach-Marina.h46226676.Hotel-Information): Hotel located near John's Pass Village & Boardwalk. Features 3 restaurants, an outdoor pool, and 20 beach bars. [Azul Townhomes A3 and A4 Sunrise-sunset](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Azul-Townhomes-A3-And-A4-Sunrise-Sunset.h116649160.Hotel-Information): Affittacamere located near John's Pass Village & Boardwalk. Offers free self parking, a pool, and a complimentary grocery shopping service. [Azul Townhomes A1](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Azul-Townhomes-A1.h115544191.Hotel-Information): Affittacamere located near John's Pass Village & Boardwalk. Provides free self parking, a pool, and a complimentary grocery shopping service. [Madeira Beach Florida Vacation Rentals - ROYAL REXHOST RESORTS - Yacht Club](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Madeira-Beach-Yacht-Club-REXHOST-Vacation-Rentals.h71933704.Hotel-Information): Resort located near John's Pass Village & Boardwalk. Features an indoor pool, an outdoor pool, and a water park. [Azul Townhomes A5](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Azul-Townhomes-A5.h115545430.Hotel-Information): Affittacamere located near John's Pass Village & Boardwalk. Offers free self parking, a pool, and a complimentary grocery shopping service. ### How many hotels with pools will I 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 like John's Pass Village & Boardwalk while you're in Madeira Beach. The picturesque setting of Archibald Beach Park and Belleair 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. ## Explore a world of travel with Expedia - Lodging - More ways to book - [Hotels with Childcare in Clearwater Beach](https://www.expedia.ca/Clearwater-Beach-Hotels-Hotels-With-Childcare.0-0-d10759-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Golf Hotels in Clearwater](https://www.expedia.ca/Clearwater-Hotels-Golf-Hotel.0-0-d6033-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Clearwater](https://www.expedia.ca/Clearwater-Hotels-Hotel-With-Early-Check-In.0-0-d6033-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Clearwater](https://www.expedia.ca/Clearwater-Hotels-Hotels-With-Childcare.0-0-d6033-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Clearwater](https://www.expedia.ca/Clearwater-Hotels-Hotels-With-Smoking-Rooms.0-0-d6033-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - 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