Madeira Beach is a coastal city in Florida, bordered to the east by St. Petersburg and to the west by the Gulf of Mexico. This popular oceanside resort offers a 2-mile (3.2 km) stretch of pristine, white sand just waiting for visitors to enjoy themselves. The town has many attractions, including John’s Pass Village, a converted, historic fishing village turned shopping district, with its restaurants, bars and watersports outfitters. More shopping can be enjoyed in Boardwalk Place East. For family fun, head to Archibald Park, with its picnic pavilion and beach access, or try out Causeway Park, which is also ideal for a picnic and has a fishing pier. The whole family can have fun on the Pirate Ship Royal Conquest, which is a pirate-themed ship sailing daily and offering children’s activities such as dancing and storytelling. To take advantage of all the attractions, stay in one of the best Vrbo accommodations in Madeira Beach, Florida. You can check out our top picks below.
Local favorite bars and restaurants:
Daiquiri Shak Raw Bar & Grille is a lively gem in Madeira Beach, renowned for its fresh seafood and an impressive selection of daiquiris. Just a short drive over the Tom Stuart Causeway bridge, you’ll find a menu bursting with oysters, shrimp, and mussels. With more than 30 daiquiri flavors to choose from and live entertainment adding to the festive vibe, it’s the perfect spot for a beachside meal. Don’t miss out on local favorites such as blackened chicken wings paired with homemade blue cheese dressing.
Another hit spot in Madeira Beach is Bamboo Beach Bar & Grill, which has a great setting and excellent cuisine. You can find it in John’s Pass Village. They offer yummy dishes such as fish tacos, burgers, mini crab cakes, and their renowned tiki nachos. In a comfy environment, you can enjoy live music and daily drink specials.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on October 19, 2025.
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1. Beachfront condo with shared pool and barbecue
Best for: Families with kids, luxury travelers, beach lovers
The condo offers beachfront living at its best and is perfect for families. The property shares community grills and a beautiful swimming pool, along with all resort amenities for a perfect stay. There are two flat-screen TVs in the condo offering cable channels and free Wi-Fi is available throughout. Ocean views are available from all rooms and there is a private patio for outdoor living.
The kitchen comes equipped with all necessary appliances, including a dishwasher and a breakfast bar. The master bedroom features a queen-size bed, while the second has two full-sized beds. The third bedroom is ideal for children, with two twin beds. There are two bathrooms in the condo.
Madeira Beach, Florida, United States
2.31 km (1.5 mi) from John's Pass
2. Lovely home with direct beach access
Best for: Families with kids and infants, outdoor enthusiasts, beachgoers
This is located on the third floor of Seaview Condominiums, right on beautiful Madeira Beach. The complex has a beach, heated pool, hot tub and a gas grill, plus picnic tables, beach volleyball and shuffleboard. You can hang out at the beach or in the patio, which already has beach chairs and tables that are perfect for outdoor dining. The little ones will be comfortable here too, as a high chair or a booster seat, a travel cot, and beach toys are available for use. A TV, a DVD player, books, games, and cards can help keep everyone busy while delicious food is being prepared in the fully stocked kitchen.
The living area looks on to beautiful views over the ocean and has a 65” HD flat-screen TV with upgraded cable channels, plus Bluetooth/Soundfreaq audio-system and a DVD player with a selection of movies. Wi-Fi and high-speed internet are available to guests. The master bedroom has a king-size bed, while the second has two queen-size beds. The third bedroom has three single beds, making it ideal for families.
Madeira Beach, Florida, United States
2.26 km (1.4 mi) from John's Pass
3. Large vacation home with beachfront patio
Best for: Group trips, beach lovers, outdoor enthusiasts
This spacious beach house has 5 bedrooms and sleeps up to 14 guests, making it ideal for families and groups of friends. There is privacy for everyone, as there are three living areas, each with its own kitchen, bedrooms and bathrooms and a large beachfront balcony on the top floor. Two master suites feature a four-poster king-size bed while other rooms have queen-size beds and pull-out couches.
There is a flat-screen TV in each bedroom and the upstairs and downstairs living areas feature 50” flat-screen TVs and DVD players. There is free high-speed wireless internet available throughout. The outdoor patio is a great place to gather with the group and play some games or have a barbecue party. There is also free parking provided for up to three vehicles.
Madeira Beach, Florida, United States
1.98 km (1.3 mi) from John's Pass
4. Oceanfront paradise overlooking Madeira Beach
Best for: Beach lovers, group stays
This Las Brisas two-bedroom condo is located right on Madeira Beach with its year-round almost perfect weather. Located on the fifth floor, the condo offers beautiful views, as well as a heated community pool, outdoor barbeque and picnic areas. The property is a short walk from John’s Pass with its restaurants, shops and watersports. The home features a balcony where you can spend a few minutes relaxing while taking in stunning views of the ocean and swimming pool. There are also tiki huts and lounge chairs downstairs to make your outdoor activities by the beach more special.
The living area features a TV with satellite or cable channels and there is heating and air conditioning throughout, as well as an internet connection. There are two bedrooms and two bathrooms with bathtub-shower combinations.
Madeira Beach, Florida, United States
2.31 km (1.5 mi) from John's Pass
5. Great sanctuary for four
Best for: Beach lovers, group stays
This condo is located on the beach with stunning ocean views from the fourth floor of the building. The beach is steps away and there is a community pool in the complex, as well as a spa, barbeque area and tiki hut with games. You can use the beach trolley system to take you to many shops, restaurants around the area.
The living area and bedroom feature flat-screen HD TVs with cable channels and SMART TV, as well as a Blu-ray/DVD player. There is an internet connection for guests’ usage. The bedroom features two queen-size beds and there is one bathroom.
Madeira Beach, Florida, United States
2.56 km (1.6 mi) from John's Pass
6. Cottage by the Pass
Best for: Pet parents, beach lovers, couples
This studio apartment is located across the street from John’s Pass Village & Boardwalk at Madeira Beach. You can spend sunny mornings and cool evenings on the apartment’s spacious balcony while enjoying a meal that you make yourself in the fully equipped kitchen. Several beaches are also within 1 mile (2 kilometers).
Furthermore, you can make your vacation even more enjoyable by bringing your pet along since this property welcomes them with open arms. All you’ll have to do is pay the 100-USD fee.
Madeira Beach, Florida, United States
355 meters (0.3 ft) from John's Pass
Top guest reviews
Host:
the owners were responsive and worked well with usRead more reviewsLocation:
the location was perfect for a day at the beach or visiting john’s passit’s like a cabin close to the beach and everything you need is just across the streetcherie was very helpful great location to beach and restaurants shops and bars right across the street
7. Gulf-facing rental for six
Best for: Group stays, beach lovers
This two-bedroom condo faces the Gulf of Mexico with wonderful views from the living, dining, kitchen and bedrooms. The living area features a TV with satellite or cable channels, a DVD player, a stereo and free wireless Internet. The master bedroom, living room and guest bedroom all open onto the balcony facing the gulf. The kitchen is well-stocked and features stainless steel appliances, new wood cabinets and granite counters.
The master bedroom features a king-size bed and en-suite full bathroom, while the guest bedroom has twin beds and a TV. The guest bathroom also features a shower/bathtub combination. If you want to explore the place more, the hosts prepared beach chairs and towels that you’re free to use. There is even a heated outdoor pool and a spacious outdoor area you can access to hang out with loved ones.
Madeira Beach, Florida, United States
1.74 km (1.1 mi) from John's Pass
8. Three-bedroom home with direct access to the beach
Best for: Group stays, beachgoers, pet parents
It is time to soak your feet in the white sands and enjoy the beautiful waters of Madeira Beach in this three-bedroom house. It provides direct access to the beach, where you can enjoy the pleasures of sunbathing and swimming during the day. At night, on your own private deck, you can enjoy stargazing and listening to the soothing waves of the ocean.
This beachfront home includes a full kitchen, a fireplace, a good Wi-Fi connection, and many more features that can make your stay with friends pleasurable. Also, this house is pet-friendly for an additional charge of 200 USD.
Madeira Beach, Florida, United States
605 meters (0.4 ft) from John's Pass
9. Stunning home by the gulf
Best for: Outdoor enthusiasts, beach lovers, group trips
You won’t have to cross the street or walk for an hour to get to the beach if you live in this property. It is a beachfront rental so it has direct access to Madeira Beach. This three-bedroom house provides everything you need for the perfect beach vacation, from beach bags to beach chairs.
The house also features a fence for privacy and an outdoor patio with a tiki bar, which is ideal for serving up cold refreshments. Other essential amenities include heating, air conditioning, and parking.
Madeira Beach, Florida, United States
873 meters (0.6 ft) from John's Pass
Top guest reviews
Host:
owners are very responsive and were great to work withthe home owner thatch was amazing and truly kept in mind the guests’ needsLocation:
the location was greatgreat location and thatch was very responsivethe house is in a great location and is very secure with privacyeasy walk to the beach and short drive to anything else neededCleanliness:
super clean and very easyvery clean comfortable 3 big bedrooms50 feet to a very clean beachthe house is exactly as listed and is super cleanthe third bathroom is accessible from outside which was great for getting clean after the beachRead more reviewsAmenities & Room:
kitchen had everything we needed plus the patio tiki bar and gas grill was awesome
10. Spacious haven with a master bedroom
Best for: Beach lovers, group trips
You will get to marvel at unobstructed views of both the ocean and sunset when you stay at this unit. The home’s two bedrooms can accommodate up to six people, with the master bedroom having a small balcony. Anyone will surely be encouraged to cook his or her own meals by using the stainless appliance and complete cooking essentials found in the kitchen.
The property also has an internet connection and a cable TV that you can use for the duration of your stay.
Madeira Beach, Florida, United States
1.02 km (0.7 mi) from John's Pass
11. Charming bungalow with a beach view
Best for: Families with kids, group stays, outdoor enthusiasts, beach lovers
Waking up to the calming sound of the beach in this 1938 bungalow. This property, located just a few steps from the ocean, is unlike any other. If you get tired of swimming on the beach, this house has a private plunge pool that you will undoubtedly adore. It also features a private hot tub on the back deck, which is the ideal way to end a tiring day. The hosts even provide access to kayaks, paddle boards, beach chairs, and other amenities you might need to fully enjoy and maximize your vacation at the beach.
Although one of the last remaining bungalows from 1938, this three-bedroom property boasts a modern and fully functional kitchen that includes a microwave, a stove, a coffee maker, and a refrigerator. Hence, the next time you plan a vacation to Madeira Beach, make this place your first choice for lodging.
Madeira Beach, Florida, United States
701 meters (0.5 ft) from John's Pass
Top guest reviews
Host:
very quick response with the owner and he made sure we were taken care ofloved the porches owner is top notchplunge pool is also a shared space with the owner'sLocation:
close to beach cute house easy to accessa nice walk to stit was painless and a great locationthis bungalow is the cutest clean great location can’t say enough about the locationvery cool eclectic old beach bungalow great location i would recommend making the 2nd bedroom a queen vice doubleCleanliness:
very clean and the owner was great to work withRead more reviewsAmenities & Room:
great property for a four night family vacation kitchen was well stocked
12. Homey abode with three bedrooms
Best for: Beachgoers, group stays, outdoor enthusiasts
You will get to marvel at views of the ocean and witness dolphins while staying at this homey vacation rental. The abode has three bedrooms and two bathrooms that can perfectly accommodate up to eight people. Every room has its own TV and ceiling fan that will make every guest occupied and comfortable.
The outdoor patio has many seating options and tables that are suitable for some al fresco dining. Moreover, the modern appliances and cooking essentials available in the kitchen will make preparing delicious meals more exciting.
Madeira Beach, Florida, United States
2.31 km (1.5 mi) from John's Pass
13. Lovely dwelling with a great dining space
Best for: Group trips, beach lovers
This lovely unit is definitely a bang for your buck since it comes with a superb location and comfortable furniture. The living room has comfortable sofas and two recliner chairs that are perfect for relaxation after a long day at the beach.
On the other hand, the dining space is the ideal spot to gather with the family and enjoy delicious meals prepared in the fully equipped kitchen. At the end of the day, you will have a comfortable sleep on the king-sized bed that is available in every bedroom.
Madeira Beach, Florida, United States
990 meters (0.7 ft) from John's Pass
14. Picturesque beachside cottage with access to heated pool
Best for: Pet parents, outdoor enthusiasts, couples, families with kids
No accommodation will be closer to the beach than this quaint and charming cottage just a 30-second stroll to the shore. Located in a complex containing a heated pool and outdoor barbecue, this place is perfect for vacationing in the summer and experiencing coastal living. Guests will also enjoy access to an equipped kitchen and free wireless Internet.
As for pets, this rental allows up to two cats of any size for a pet fee of 15 USD and support dogs with papers.
Madeira Beach, Florida, United States
2.09 km (1.3 mi) from John's Pass
Top guest reviews
Host:
the host was very responsive to all questionsthe host was very accommodating and gave us a lovely list of nearby restaurants etchouse keeping (sue) was excellent the manager was very nice and informativeLocation:
perfect location close to everythingnice unit close to beachawesome that it's so close to the beach for a firm bed it was pretty comfyCleanliness:
super clean lovely comfortable bed i think it was queen sizethe cabin was very clean and comfortable for our family of 3the listing was accurate and very cleanit's the perfect lil beach house not ritzy but very cleanRead more reviewsAmenities & Room:
bed and sofa sleeper were comfortable as was the temperature
15. The Flamingo Cottage
Best for: Pet parents, couples
This accommodation is located in a complex of four cottages made in the old-school Florida style. The complex shares a heated saltwater pool and hot tub along with an outdoor bar and grills. You can take a stroll to the beach or John’s Pass Village & Boardwalk and enjoy delicious food, fun activities, and a lively atmosphere. For indoor entertainment, you can make use of the cottage’s free WiFi or smart television.
Do note that this cottage allows certain breeds of dogs at a fee of 150 USD per pet.
Madeira Beach, Florida, United States
588 meters (0.4 ft) from John's Pass
Top guest reviews
Host:
we had a great time while staying here judy & drake were super friendly and very helpfulLocation:
very thoughtful property especially so close to beach to have everything to play outsideCleanliness:
everything very clean king bed super comfyour cottage was clean and attractive a short walk to the beach and restaurantsRead more reviewsAmenities & Room:
it includes tons of amenities and a beautiful private pool areapool and hot tub a great p us
16. Cute beach rental with heated pool
Best for: Pet parents, beach lovers, group trips
Experience the perfect beach vacation by staying in this charming beach cottage that offers several additional amenities for its guests. You can lounge in a heated pool with spa jets or enjoy a summer night barbecue on this property. You’ll also have access to a shared shed containing beach gear. Make home-cooked meals in the rental’s well-equipped kitchen and enjoy them on the patio.
The best part is that you won’t have to leave your beloved pet at home as this accommodation allows pets at an additional fee of 100 USD.
Madeira Beach, Florida, United States
734 meters (0.5 ft) from John's Pass
Top guest reviews
Host:
rating details:the property manager was adequately helpfulrating details:the property manager was adequately helpfulrating details:the property manager was adequately helpfulrating details:the property manager was adequately helpfulrating details:the property manager was very helpfulLocation:
the location close to the beach was the best parti was very happy with the locationi was very happy with the locationi was very happy with the locationi was very happy with the locationRead more reviewsCleanliness:
very clean & very cozythe unit was mostly cleanthe unit was mostly cleanthe vacation rental was cleanthe vacation rental was clean
17. Charming cottage one minute from the beach
Best for: Beach lovers, budget travelers, group stays
This charming, one-bedroom beach cottage is located across the street from the beach and the Gulf of Mexico and convenient to shops and restaurants. At the cottage, guests have access to a swimming pool surrounded by lush, tropical gardens and a poolside patio. Enjoy sunset views from the front yard of the house.
The living area features a TV with cable channels, DVD and VCR player and free Wi-Fi is available throughout. The kitchen is well-stocked and ready for daily cooking. The bedroom has a queen-size bed and there is a sofa bed in the living room and one bathroom.
1.77 km (1.1 mi) from John's PassAccommodates: 4
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.
Top guest reviews
Host:
Kelly was so easy to deal with and always answered my questions quicklythe property manager was very nice and helpful with any questionsso we drove a bit and tried a variety of placesMy husband and I fell in love with this sweet cottageWe loved the area as wellLocation:
25 minutes walk from Johns Pass with a bundle of bars shops and restarauntsThe grounds of this property are amazinglitrally 45 seconds walk to the beachThe airport PIE is only 10 miles away Very convenientThere are very few available within walking distanceCleanliness:
The pool is very clean and invitingthe place was very cleanIt was decorated very beachy and it was the perfect size Imrethe area was clean and well decoratedRead more reviewsAmenities & Room:
Had all of the amenities we neededThe sofa bed was also comfyThe cottage was clean and cozy - enough room for the two of usIt was everything that I neededClean comfortable and cozy
18. Bayfront cottage with private dock
Best for: Outdoor enthusiasts, group stays
This luxurious waterfront cottage has a private dock and offers access to a swimming pool on the waterfront, while within an easy stroll from the beach. The home has a landscaped yard and is close to restaurants, shops and activities in the area. The living area features a large, flat-screen TV with satellite or cable channels and the home has air conditioning and heating throughout. Guests also have access to an internet connection.
The kitchen is well-equipped and well-stocked with all modern appliances, The master suite has a king-size bed while the second has twins beds, convertible to a king-size if required. There is also a comfortable sofa bed in the living area.
2.37 km (1.5 mi) from John's PassTop guest reviews
Host:
We had the pleasure of meeting the owner and she was extremely delightful and more than accommodating not to mention her 5 star tasteWe drove to the beach but walking is definitely an optionprofessional and helpful We also found the neighbours to be very friendly and approachableThe pool was absolutely amazingAppliances decor bedsLocation:
The neighbours were informative and helpful but not intrusiveGood unitWell maintained Pretty water viewGood locationjust enough distance from all the hussle busslethe location is its strength - beautiful bay viewsNearby plazas offer convenient access to groceries pharmacy and 7-Eleven About 10 minute southCleanliness:
Everything was as described and even betterRead more reviewsAmenities & Room:
(although the tires need some air)All the furnishings were top of the lineIf you like fresh seafood there are plenty of markets to purchaseimaginable right outside your doorParking- says there is room for one vehicle and that is true
19. Top-floor lodging with breathtaking gulf views
Best for: Group trips, beach lovers
This top-floor condo offers breathtaking views of the beach and the Gulf of Mexico. The beach is a few steps away and the property offers access to a community heated pool and hot tub. All shops, restaurants and entertainment are within a short distance from the complex. The newly renovated condo has a master bedroom with king-size bed, overlooking the view. The second bedroom has two, full-size beds for up to four additional guests.
The kitchen comes well equipped with everything to make your life easier while on vacation. The condo is air-conditioned, offers a TV with cable or satellite channels and there is access to free wireless Internet.
2.25 km (1.4 mi) from John's PassTop guest reviews
Host:
Beach was great for long walksvery well thought out very nicely furnished and VERY CLEANThe building is kept up very well and the maintenance man is very friendly and helpful as was the lady in the officeAll in all the best of all worldsThe owner Sherry responds immediately to requests/questions and the in-house office staff are excellentLocation:
walked to John's Pass a few times Hope to go back sometimeThe location was great as we were close to Treasure Island and close to several restaurantsDockside Dave's across the street has great food (onion rings to die for) and Screwy Louie's also right across the street has a killer breakfast504 Seaview is a lovely property with many recent upgradesThe apartment is first class and is on a white sandy beach which stretches for milesCleanliness:
The beds were very comfy and the bathrooms were very niceIt is also extremely clean which is very important to meOnly disappointment was pool heater was broken and water was cold - was scheduled for replacement the week after we leftRead more reviewsAmenities & Room:
The only down side I would say is that it wasn't clearly communicated that we would need basic essentials like Paper towelsIt was nice to sit on the comfy outdoor "couch" to readThe condo was in great conditionIt was super handy to have our own washer and dryer in the condo- I might have taken a nap or 2 on that)
20. Spacious two-bedroom right at the beach
Best for: Budget travelers, group trips, beach lovers
This spacious condo is set in a complex overlooking the Intra-Coastal Waterway and the Gulf of Mexico. Guests have direct access to the beach, just across the road. There is a heated communal pool in the complex. Enjoy the views from the balcony or relax in the living area with a TV with satellite or cable channels.
The kitchen has everything necessary for daily cooking. Sleeping arrangements include a king-size bed in the master bedroom, a queen-size bed in the second and a sofa bed and a baby crib.
Madeira Beach, FL, US
1.39 km (0.9 mi) from John's PassTop guest reviews
Host:
He was quick to respond and offer helpOwner was very helpful and responsive Great locationCommunications were great with the owner ValerieQuiet close to beach Sweet Brewnettes breakfast/lunch cafe right downstairs with excellent reasonable foodnice pool and dock Beautiful viewsLocation:
A lovely area within a short walk to John's Pass which had lovely restaurantsAlso location is great and convenient to everythingIt was perfect then and still perfect Great location across the street from the beachIt ihas easy access to the beach and is very close to Johns PassShort walk to John Pass which was great and the beach was a 2 minute walk across the streetCleanliness:
The pool is very small but it was always clean which was the most importantRead more reviewsAmenities & Room:
Kitchen fully stocked beds comfortableThere was lots of room and the condo was great sizeeverything we needed was right thereThe apartment was as described and fitted the needs for our family of fiveVery pleased with the condo Great view
21. Ocean Breeze Cottage
Best for: Pet parents, outdoor enthusiasts, beach lovers
Find all the comforts of home during your next beach vacation by staying in this cozy cottage across the road from a beautiful beach. With a landscaped courtyard and a grill, you can spend plenty of time outdoors and take full advantage of the warm weather in Florida.
The property also allows guests to bring a maximum of two pets for an additional fee of 150 USD. This place will be a treat for dogs because of its proximity to Bicentennial Beach Park, where they can play and walk to their heart’s content.
Madeira Beach, Florida, United States
773 meters (0.5 ft) from John's Pass
Top guest reviews
Host:
john was an excellent host who responded to our questions very quicklyLocation:
perfect location as wellRead more reviewsCleanliness:
it was very clean
22. Tranquil beach-facing house in Madeira Beach
Best for: Pet parents, group stays, beachgoers
Enjoy your vacation in Florida by soaking up the sun on the spacious deck of this cozy and agreeable rental. Located on Madeira Beach, this place is less than 1 mile (2 kilometers) from John’s Pass Village & Boardwalk and St. Petersburg Municipal Beach. You can make your meals in the property’s kitchen and make use of the washing machine to save on laundry money.
You’ll also have the option of bringing your pets with you as long as you pay a 200-USD nonrefundable pet fee.
Madeira Beach, Florida, United States
394 meters (0.3 ft) from John's Pass
Top guest reviews
Location:
shopping restaurants entertainment everything is a 5 minute walk absolutely loved this locationbeach is just a short walk it’s a nice quiet location with a shared beach pathclose to everything beach john pass just plain greatRead more reviewsCleanliness:
very clean and with everything we neededdirect access to the beach - clean and with blue and green waterbeds were amazingly comfortable and linens clean
23. Gulf Gardens
Best for: Beach lovers, outdoor enthusiasts, couples
Gulf Gardens is for you if you want something tranquil with a touch of the tropics. This cottage provides a range of amenities to guarantee a relaxing yet enjoyable vacation. It has everything you could possibly need, including a strong Wi-Fi connection and a kitchen where you can cook delicious food.
Outside, this one-bedroom cottage also has a private swimming pool and beach chairs where you can relax with family and friends while soaking up the Florida sun.
Madeira Beach, Florida, United States
1.75 km (1.1 mi) from John's Pass
Top guest reviews
Host:
the property manager is very friendlyproperty staff were very friendly and willing to assist and always said “hello” “good morning” etcLocation:
everything was perfect and walking distance for uswe had an amazing time we utilized the location the pool and things nearbyRead more reviewsCleanliness:
the grounds are clean cute and safethe pool area was perfect clean and beautiful at nighti was extremely impressed with how clean and fresh the cottage was
Fun in the sun at Madeira Beach
Looking for a beach vacation? Enjoy your stay at the beach while relaxing in comfort on one of the best Vrbo accommodations in Madeira Beach, Florida.
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