Holiday Rentals in Madeira Beach, FL

2115 available vacation rental offers

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Madeira Beach, FL holiday rentals
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Best Holiday rentals and Airbnb offers in Madeira Beach, FL

Best family friendly Madeira Beach, FL holiday rentals

Among the 2115 accommodations in Madeira Beach, FL, here are the 4 best family friendly rentals

90 M² Condo ∙ 2 Bedrooms ∙ 6 Guests - Madeira Beach, FL
9.7 18 reviews
Madeira Beach, FL
27/06 – 30/06
SG$497/nighttotal: SG$1491 (3 )

90 M² Condo ∙ 2 Bedrooms ∙ 6 Guests

2 2
apartment , Madeira Beach
Madeira Bay Resort #610, a two-bedroom condo, is situated in Madeira Beach, Florida, a short walk from John's Pass Village & Boardwalk and directly across the street from the beach.
This 90-square-metre (969 square feet) apartment sleeps six, boasting two bathrooms, a full kitchen with dishwasher, a private balcony, a king-size and a queen-size bed plus a sofa bed, free Wi-Fi, resort pool and fitness centre access, and parking.
Waterfront Home  Accommodates Up To 10 Guests! - Madeira Beach, FL
9.2 23 reviews
Madeira Beach, FL
27/06 – 04/07
SG$2076/nighttotal: SG$14532 (7 )

Waterfront Home Accommodates Up To 10 Guests!

4 8
apartment , Treasure Island
This four-bedroom apartment is located in Sunset Beach, just a short walk from the beautiful St. Petersburg-Clearwater Beaches and Sunset Beach, with Sunset Beach Pavilion and St. Petersburg Municipal Beach within a 2.5-kilometre radius. This apartment has excellent user, location and cleanliness ratings, making it a popular choice for families and groups.
This spacious holiday home offers a private swimming pool and fenced yard, perfect for families with children. The apartment features a fully equipped kitchen, a balcony, and barbecue grills, perfect for enjoying the sunshine and fresh air.
90 M² Condo ∙ 2 Bedrooms ∙ 6 Guests - Madeira Beach, FL
9.0 4 reviews
Madeira Beach, FL
01/08 – 08/08
SG$339/nighttotal: SG$2373 (7 )

90 M² Condo ∙ 2 Bedrooms ∙ 6 Guests

2 5
apartment , Madeira Beach
Madeira Bay Resort #315, a two-bedroom condo, is situated in Madeira Beach, Florida, a short walk from John's Pass Village & Boardwalk.
This 90 square metre (969 square foot) apartment sleeps six, boasting two bathrooms, a full kitchen, private balcony, and access to a swimming pool, Jacuzzi, and fitness centre; free Wi-Fi and pet-friendliness are also included.
Madeira Bay Resort #611  Top-floor Corner Condo With Beach & City Views + Private Balcony - Madeira Beach, FL
9.3 56 reviews
Madeira Beach, FL
26/07 – 28/07
SG$379/nighttotal: SG$758 (2 )

Madeira Bay Resort #611 Top-floor Corner Condo With Beach & City Views + Private Balcony

2 2
apartment , Madeira Beach
Madeira Bay Resort 611 is situated in Madeira Beach, just a short walk from the beach and John's Pass Village & Boardwalk, a lively hub offering shops, restaurants, and attractions. This top-floor corner unit boasts excellent user ratings and offers stunning views of the beach and city.
The apartment is spacious, with 70 square metres of living space, two bedrooms, two bathrooms, and a capacity for four guests. It comes equipped with amenities for a comfortable stay, including a fully equipped kitchen, a swimming pool, a fitness centre, and a jacuzzi.

Best Madeira Beach, FL holiday rentals with a pool

Among the 2115 accommodations in Madeira Beach, FL, here are the 4 best rentals with a pool

Coastal Escape At Madeira Bay Resort #310  Stunning Marina Views & Steps From The Sand! - Madeira Beach, FL
10 9 reviews
Madeira Beach, FL
10/07 – 12/07
SG$504/nighttotal: SG$1008 (2 )

Coastal Escape At Madeira Bay Resort #310 Stunning Marina Views & Steps From The Sand!

2 4
apartment , Madeira Beach
This Madeira Beach condo is situated on Gulf Boulevard, a short 40km drive from Tampa International Airport, offering direct beach access and proximity to John's Pass Village & Boardwalk.
This 72 square metre apartment sleeps six, boasting two bedrooms, a fully equipped kitchen with dishwasher, in-unit laundry, and resort amenities including a heated swimming pool, jacuzzi, and fitness centre; beach gear and board games are provided.
Madeira Bay Resort I #1707  Clean, Comfortable & Just Steps From The Beach - Madeira Beach, FL
9.6 49 reviews
Madeira Beach, FL
01/01 – 31/03
SG$458/nighttotal: SG$40762 (89 )

Madeira Bay Resort I #1707 Clean, Comfortable & Just Steps From The Beach

2 1
apartment , Madeira Beach
The New Madeira Bay Resort I 1707 Marina View is a beachfront apartment located in Madeira Beach, a short walk from John's Pass Village & Boardwalk and the famous St. Petersburg - Clearwater Beaches. It has received excellent guest reviews and offers a prime waterfront location.
This two-bedroom apartment can accommodate up to six guests and features a fully equipped kitchen, a comfortable living space, and a terrace or balcony. Guests can enjoy a range of amenities including a swimming pool, a fitness centre, a Jacuzzi, parking, and free Wi-Fi.
Cute And Cozy Unit- John's Pass - Surf Song #211 - Madeira Beach, FL
10 2 reviews
Madeira Beach, FL
01/07 – 04/07
SG$369/nighttotal: SG$1107 (3 )

Cute And Cozy Unit- John's Pass - Surf Song #211

1 2
apartment , Madeira Beach
This house is located in St. Pete Beach, just a 2-minute walk from Madeira Beach and 18 kilometres from The Pier and Pier 60, making it perfect for exploring both the beach and the city. The surrounding area is quiet and residential, providing a relaxing atmosphere for your stay.
This holiday home can accommodate up to 2 guests, with one bathroom and is ideal for couples or solo travellers. The property offers a range of amenities, including a private swimming pool, air conditioning, free Wi-Fi and parking, ensuring a comfortable and enjoyable stay.
Beachfront Condo With Pool And Island Vibes - Madeira Beach, FL
9.3 22 reviews
Madeira Beach, FL
26/07 – 28/07
SG$276/nighttotal: SG$552 (2 )

Beachfront Condo With Pool And Island Vibes

1 2
apartment , Madeira Beach
This ground-floor Sugar Sands D condo in Madeira Beach offers direct access to a secluded beach and is situated just 800 meters from the shops, restaurants, and boat tours at John's Pass Village.
This pet-friendly one-bedroom flat accommodates two guests with a well-equipped kitchen, air conditioning, and exclusive access to a private pool shared by only three units, alongside complimentary use of beach chairs and kayaks.

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Best Madeira Beach, FL holiday rentals with a balcony

Surf Song By Travel Resort Services - Madeira Beach, FL
9.1 745 reviews
Madeira Beach, FL
14/09 – 20/09
SG$260/nighttotal: SG$1560 (6 )

Surf Song By Travel Resort Services

1 2
resort , Madeira Beach
Surf Song by Travel Resort Services is located in Madeira Beach, just a short walk from the beach and less than a mile from Treasure Island. The resort enjoys an excellent location rating, with easy access to the area's top attractions, and boasts consistently high ratings for cleanliness and user experience.
Each apartment features a fully equipped kitchen, a seating area, and a flat-screen TV, providing comfortable self-catering options. Guests can enjoy a refreshing dip in the year-round outdoor pool, relax on the terrace or balcony, or take advantage of the resort's other amenities, including a tennis court, a garden, and a concierge service.
Coastal Sea-esta: 4 Br Pool Home - Madeira Beach, FL
9.4 59 reviews
Madeira Beach, FL
17/07 – 23/07
SG$677/nighttotal: SG$4062 (6 )

Coastal Sea-esta: 4 Br Pool Home

4 7
apartment , Indian Shores
This family-friendly holiday home is located in Seminole, just 3km from Walsingham County Park, Belleair Beach, and Indian Rocks Shopping Centre.
The 205 square metre property features four bedrooms, three bathrooms, a private pool, and a garden, comfortably accommodating up to 10 guests.
412 - Madeira Place - Madeira Beach, FL
9.8 161 reviews
Madeira Beach, FL
27/09 – 01/10
SG$341/nighttotal: SG$1364 (4 )

412 - Madeira Place

1 2
house , Madeira Beach
This charming house is located in St Pete Beach, just 8 kilometres from the St Pete Beach Theatre and 10 kilometres from Boca Ciega Bay Aquatic Preserve, offering a peaceful retreat close to attractions. The property has consistently received excellent ratings for its cleanliness, location, and overall user experience.
The house has one bedroom and two bathrooms, comfortably accommodating up to four guests. It features a fully equipped kitchen with a dishwasher, a private bathroom, air conditioning, a swimming pool, a terrace, a garden, and parking.
Beachfront Studio With Balcony, Pool, Tiki Bar & Stunning Gulf Views - Madeira Beach, FL
Madeira Beach, FL
01/12 – 01/03
SG$260/nighttotal: SG$23400 (90 )

Beachfront Studio With Balcony, Pool, Tiki Bar & Stunning Gulf Views

1 2
studio , Treasure Island
This beachfront studio apartment is situated directly on the white sands of Treasure Island, offering sweeping Gulf of Mexico views and located approximately 1.2 kilometres from John's Pass Village & Boardwalk.
This 4th-floor apartment accommodates two guests with a king-size bed, features a well-equipped kitchenette and private balcony, and provides access to resort amenities including a heated swimming pool, poolside bar, and fishing dock, with complimentary daily admission to Busch Gardens and The Clearwater Aquarium included.

Best Madeira Beach, FL holiday rentals with parking

Beachfront Complex - 2b 2b - Beach Place #503 - Madeira Beach, FL
8.6 992 reviews
Madeira Beach, FL
27/09 – 01/10
SG$235/nighttotal: SG$940 (4 )

Beachfront Complex - 2b 2b - Beach Place #503

1 2
apartment , Madeira Beach
This beachfront apartment is located in St. Pete Beach, just a short walk from Madeira Beach, and is 16km from both Tropicana Field and the Chihuly Collection. The property has received very good user ratings, with excellent ratings for location and cleanliness.
The apartment has three bedrooms, making it ideal for families or groups. Guests can enjoy a range of amenities, including a swimming pool, tennis court, and a fully equipped kitchen, as well as a garden and a terrace.
Sandy Shores 209 Remodeled Beach Condo - Madeira Beach, FL
8.6 36 reviews
Madeira Beach, FL
04/07 – 08/07
SG$411/nighttotal: SG$1644 (4 )

Sandy Shores 209 Remodeled Beach Condo

2 4
apartment , Madeira Beach
This Madeira Beach condo is situated less than 0.8 km from John's Pass Village & Boardwalk and St. Petersburg-Clearwater Beaches, with easy access to Belleair Beach and Hubbard's Marina.
The two-bedroom, two-bathroom apartment sleeps six guests and boasts a fully equipped kitchen, private balcony, swimming pool, free Wi-Fi, on-site water park, and parking.
Ground Floor Stunner Steps From The Beach - Madeira Beach, FL
Madeira Beach, FL
02/07 – 05/07
SG$430/nighttotal: SG$1290 (3 )

Ground Floor Stunner Steps From The Beach

1 3
apartment , Madeira Beach
This Madeira Beach flat offers convenient access to water sports and is a mere 3-minute walk to St. Petersburg-Clearwater Beach, with Archibald Beach Park 11 minutes away on foot, and close to John's Pass Village Boardwalk.
This apartment for four guests includes a kitchen with a fridge and microwave, air conditioning, Wi-Fi, and on-site parking, with opportunities for wildlife viewing in the Tampa Bay area.
Newly Renovated Coastal Retreat  Steps From Madeira Beach - Madeira Beach, FL
Madeira Beach, FL
01/07 – 04/07
SG$364/nighttotal: SG$1092 (3 )

Newly Renovated Coastal Retreat Steps From Madeira Beach

1 2
apartment , Madeira Beach
This newly renovated flat offers direct beachside access opposite Madeira Beach, with restaurants, shops, and the Suncoast Beach Trolley all within a 500-meter walk.
This one-bedroom, one-bathroom flat accommodates up to four guests and features air conditioning, Wi-Fi, a fully equipped kitchen, and a private patio, with attractions like Smugglers Cove Adventure Golf and Splash Island Water Park nearby.
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