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Madeira Beach Rentals

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  • BE ONE WITH THE WHITE SANDY BEACH...AWAKE  TO THE WAVES and RELAX TO THE SUNSET
    From $348 per night (USD)

    VRBO

    BE ONE WITH THE WHITE SANDY BEACH...AWAKE TO THE WAVES and RELAX TO THE SUNSET

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Tranquil 3 bedroomS, 2 bath beach front condo. Wake up to the sounds of the ocean from the master bedroom sliding glass ...

    From $348 per night (USD)

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  • Charming 1 Bedroom Beach Condo.
    From $139 per night (USD)

    Expedia

    Charming 1 Bedroom Beach Condo.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Newly renovated Dec 2025. Enjoy a Gulf of Mexico vacation in our private beach condo. Gulf Gardens is located directly ...

    From $139 per night (USD)

    Expedia

    Details
  • PICTURE PERFECT 3 BEDROOM SOUTHWEST CORNER GULF FRONT! 28 DAY MINIMUM.
    From $283 per night (USD)

    VRBO

    PICTURE PERFECT 3 BEDROOM SOUTHWEST CORNER GULF FRONT! 28 DAY MINIMUM.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    THE SEASIDE REAL ESTATE STORE & PROPERTY SHOPPE PRESENTS A BEAUTIFUL MADEIRA BEACH CONDO! NEW TO THE MARKET... BE THE FI ...

    From $283 per night (USD)

    VRBO

    Details
  • Come enjoy the serenity of Gulf Gardens at Madeira Beach, new renovated unit.
    From $138 per night (USD)

    VRBO

    Come enjoy the serenity of Gulf Gardens at Madeira Beach, new renovated unit.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Come visit the gem of Madeira Beach, and discover the charm that has visitors coming back for decades. Enjoy a quiet, ...

    From $138 per night (USD)

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  • Nightly Sunsets from a Stunning Remodeled Gulf Front Condo
    From $367 per night (USD)

    VRBO

    Nightly Sunsets from a Stunning Remodeled Gulf Front Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    2 Bedroom, 2 Full Baths - Sleeps 6! 30 foot gulf front balcony with seating for 6 to enjoy your coffee and dinners while ...

    From $367 per night (USD)

    VRBO

    Details
  • Bayside Condo with Brand New Interior, Walkable to BEACH, Retail, Dining & more!
    From $211 per night (USD)

    Expedia

    Bayside Condo with Brand New Interior, Walkable to BEACH, Retail, Dining & more!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Just a stone’s throw from Madeira’s white powder sand BEACH and steps from the beautiful views of the Bocca Ciega BAY, t ...

    From $211 per night (USD)

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    Details
  • La Coquina 105: Beachside Bliss - 2BD/2BA Retreat
    From $244 per night (USD)

    VRBO

    La Coquina 105: Beachside Bliss - 2BD/2BA Retreat

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beachfront Bliss at La Coquina 105 | Renovated 2BR/2BA w/ Gulf Views & Pool Soak up the Florida sunshine at La Coquina ...

    From $244 per night (USD)

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  • Direct Beachfront 1b 1b Corner - Sandy Shores #305
    From $282 per night (USD)

    Expedia

    Direct Beachfront 1b 1b Corner - Sandy Shores #305

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Sandy Shores #305 - This condo is light and bright with tropical decor and many windows looking out and over Madeira Bea ...

    From $282 per night (USD)

    Expedia

    Details
  • Direct Beachfront - Updated - Sandy Shores #304
    From $251 per night (USD)

    VRBO

    Direct Beachfront - Updated - Sandy Shores #304

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Sandy Shores #304 - Fantastic large open plan one bedroom one bath unit at Sandy Shores. Updated Kitchen with granite co ...

    From $251 per night (USD)

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    Details
  • Beach View 2b 1.5b Madeira Norte #108
    From $195 per night (USD)

    Expedia

    Beach View 2b 1.5b Madeira Norte #108

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Madeira Norte 108 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavaila ...

    From $195 per night (USD)

    Expedia

    Details
  • Fully Remodeled Madeira Beach Poolside 2BR/2BA Condo Sleeps 6
    From $241 per night (USD)

    VRBO

    Fully Remodeled Madeira Beach Poolside 2BR/2BA Condo Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Gorgeous....2 bedrooms 2 baths ground floor townhouse (upstairs/downstairs) unit right on the pool in a gated waterfront ...

    From $241 per night (USD)

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  • 2 BR 2 Bath  Sandy Shores Condos Right  Across the street from JohnsPass Village
    From $260 per night (USD)

    Expedia

    2 BR 2 Bath Sandy Shores Condos Right Across the street from JohnsPass Village

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    Relax and enjoy beautiful sunsets and great sand beaches in this 2 bedroom 2 full bath with full kitchen condo on the Gu ...

    From $260 per night (USD)

    Expedia

    Details
  • Great RENOVATED Beach Place 2 Bedroom-2 Bath Unit RIGHT next to Beach/Johns Pass
    From $338 per night (USD)

    VRBO

    Great RENOVATED Beach Place 2 Bedroom-2 Bath Unit RIGHT next to Beach/Johns Pass

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Our 2BR at Beach Place Resorts (at John's Pass) is available along with our 3BR in the same complex! We continue to be ...

    From $338 per night (USD)

    VRBO

    Details
  • Dolphins and Manatees in Your Backyard!
    From $284 per night (USD)

    Expedia

    Dolphins and Manatees in Your Backyard!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Located in John's Pass, great shopping, dining, nightlife, wildlife, and the beach are all within walking distance of th ...

    From $284 per night (USD)

    Expedia

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  • Stunning Oceanfront Retreat with Modern Comfort
    From $444 per night (USD)

    VRBO

    Stunning Oceanfront Retreat with Modern Comfort

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Experience coastal luxury at its finest in this stunning newly remodeled corner condo in Madeira Beach. Located in the e ...

    From $444 per night (USD)

    VRBO

    Details
  • Penthouse Beachfront Luxury Condo 30’ft balcony and Gulf Views @OceanSands1203
    From $388 per night (USD)

    VRBO

    Penthouse Beachfront Luxury Condo 30’ft balcony and Gulf Views @OceanSands1203

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to "Mad Beach!" Our penthouse beachfront condo is a sparkling gem located on the Gulf of Mexico. We are situate ...

    From $388 per night (USD)

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  • Madeira Bay Condo w/Gulf Views Walk to John's Pass & Private Balcony!
    From $255 per night (USD)

    VRBO

    Madeira Bay Condo w/Gulf Views Walk to John's Pass & Private Balcony!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Escape to the sun-drenched shores of Madeira Beach and experience the ultimate in coastal living at our charming 2-bedro ...

    From $255 per night (USD)

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  • 3/2 Waterfront Home with Private Pool!
    From $398 per night (USD)

    VRBO

    3/2 Waterfront Home with Private Pool!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    This lovely, tropical three-bedroom, two-bath Physician's vacation home is available for your dream vacation. The waterf ...

    From $398 per night (USD)

    VRBO

    Details
  • Direct Beachfront Corner Unit - Beach Place #206
    From $402 per night (USD)

    VRBO

    Direct Beachfront Corner Unit - Beach Place #206

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Beach Place #206 - This is a highly desirable 3 bedroom, 2 bathroom corner beachfront unit in sought after Beach Place C ...

    From $402 per night (USD)

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    Details
  • Madeira Beach Yacht Club
    From $219 per night (USD)

    VRBO

    Madeira Beach Yacht Club

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Madeira Beach Yacht Club first floor condo located walking minutes from the beautiful Florida Intercoastal Waterway of ...

    From $219 per night (USD)

    VRBO

    Details
  • Ocean Sands Corner Unit, Beachfront, Stunning Gulf of Mexico and Sunset Views
    From $217 per night (USD)

    VRBO

    Ocean Sands Corner Unit, Beachfront, Stunning Gulf of Mexico and Sunset Views

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Now Available, this newly renovated and beautifully furnished beachfront condo overlooking pool/hot-tub and grill area a ...

    From $217 per night (USD)

    VRBO

    Details
  • Direct Gulf Front Las Brisas 105, Very Nicely Updated 3 Bedroom/2 Bath
    From $390 per night (USD)

    Expedia

    Direct Gulf Front Las Brisas 105, Very Nicely Updated 3 Bedroom/2 Bath

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Master bedroom and Living room have an ocean front balcony directly overlooking the Gulf of Mexico. There are 3 bedrooms ...

    From $390 per night (USD)

    Expedia

    Details
  • Direct Beachfront Condo! Sleeps 6
    From $405 per night (USD)

    VRBO

    Direct Beachfront Condo! Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Sea Breeze 603 in Madeira Beach Rental is perfect for a family beach getaway! This Madeira Beach Vacation ...

    From $405 per night (USD)

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  • 8BR/4BA sleeps up to 20 people! PRIME LOCATION!
    From $1322 per night (USD)

    VRBO

    8BR/4BA sleeps up to 20 people! PRIME LOCATION!

    Bedrooms:
    4
    Bathrooms:
    8
    Sleeps:
    20

    NOTE: The safety and security of our Guests and Team Members has always been our priority. We are taking additional prec ...

    From $1322 per night (USD)

    VRBO

    Details
  • Direct Gulf View! Sleeps 6
    From $405 per night (USD)

    VRBO

    Direct Gulf View! Sleeps 6

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Sea Breeze 604 in Madeira Beach Rental is perfect for a family beach getaway! This Madeira Beach Vacation ...

    From $405 per night (USD)

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  • Beachfront Ocean View! Large Family Friendly Condo
    From $418 per night (USD)

    Expedia

    Beachfront Ocean View! Large Family Friendly Condo

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy beach front living! Corner 3 bedroom, 2 bath condo with beautiful ocean-front views from the large balcony! Slee ...

    From $418 per night (USD)

    Expedia

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  • Madeira Bay Condo Suite, 2bdr 2 bath, miles of white sand beach!
    From $303 per night (USD)

    VRBO

    Madeira Bay Condo Suite, 2bdr 2 bath, miles of white sand beach!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Updated open floor plan condo, with all the comforts of home. Condo includes washer and dryer, master bedroom and den wi ...

    From $303 per night (USD)

    VRBO

    Details
  • Right On The Beach,  Las Brisas 308, Gulf Front,  Speculator View
    From $309 per night (USD)

    Expedia

    Right On The Beach, Las Brisas 308, Gulf Front, Speculator View

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    *** BE ADVISED DUE TO RECENT HURRICANES THE POOL IS NOT AVAILABLE THROUGH APRIL 2025*** Spectacular views at our Gulf fr ...

    From $309 per night (USD)

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  • Beach-Front Condo With 180-degree Views Of The Gulf Of Mexico
    From $283 per night (USD)

    VRBO

    Beach-Front Condo With 180-degree Views Of The Gulf Of Mexico

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    After months searching for the perfect beach getaway, we discovered a Madeira Beach gulf front gem, then improved it wit ...

    From $283 per night (USD)

    VRBO

    Details
  • Beach Front Complex - Madeira Norte #106
    From $170 per night (USD)

    Expedia

    Beach Front Complex - Madeira Norte #106

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Madeira Norte 106 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavaila ...

    From $170 per night (USD)

    Expedia

    Details
  • Beautiful Gulf Front Condo
    From $314 per night (USD)

    VRBO

    Beautiful Gulf Front Condo

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    This condo is located directly on the shores of the Gulf of Mexico in beautiful Madeira Beach, 1.5 miles north of the fa ...

    From $314 per night (USD)

    VRBO

    Details
  • Seaview 305 is Open for Guest Rental  \Beautiful Oceanfront Condo\
    From $423 per night (USD)

    Expedia

    Seaview 305 is Open for Guest Rental \"Beautiful Oceanfront Condo\"

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    7

    Seaview 305...PARADISE… On a beautiful stretch of private, white sandy beach in the western Gulf of America, this is sim ...

    From $423 per night (USD)

    Expedia

    Details
  • Scenic Beach View - Balcony - Madeira Norte #213
    From $201 per night (USD)

    VRBO

    Scenic Beach View - Balcony - Madeira Norte #213

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Madeira Norte 213 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavaila ...

    From $201 per night (USD)

    VRBO

    Details
  • Large 1B1B Unit - Pool Side - Surf Song #229
    From $222 per night (USD)

    Expedia

    Large 1B1B Unit - Pool Side - Surf Song #229

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Surf Song #229 - Very spacious 1 bedroom, 1 bathroom condo is the only one bedroom unit near the pool at Surf Song. This ...

    From $222 per night (USD)

    Expedia

    Details
  • Beachfront Complex - 2b 2b - Beach Place #304
    From $250 per night (USD)

    VRBO

    Beachfront Complex - 2b 2b - Beach Place #304

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Beach Place #304 - This condo is spacious with tons of natural light, a beautiful 2 bedroom, 2 bath retreat ready for f ...

    From $250 per night (USD)

    VRBO

    Details
  • 3br Luxury 1400 sq ft - Oceanfront - Crimson #301
    From $298 per night (USD)

    Expedia

    3br Luxury 1400 sq ft - Oceanfront - Crimson #301

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Crimson on the Gulf #301 - Beautiful and completely updated 3 bedroom 2 bathroom beachfront condo in popular Crimson On ...

    From $298 per night (USD)

    Expedia

    Details
  • Direct Beach View Studio 2nd Fl - Surf Song #226
    From $213 per night (USD)

    VRBO

    Direct Beach View Studio 2nd Fl - Surf Song #226

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Surf Song #226 - This beachfront Studio Efficiency is perfect for couples looking for a memorable Florida vacation alon ...

    From $213 per night (USD)

    VRBO

    Details
  • Exquisitely Decorated-Beach Views Crimson #205
    From $191 per night (USD)

    Expedia

    Exquisitely Decorated-Beach Views Crimson #205

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Crimson on the Gulf #205 - Enjoy Southern Madeira Beach at its best from this spacious, gulf view, newly renovated 2 bed ...

    From $191 per night (USD)

    Expedia

    Details
  • Corner Unit Views John's Pass - Beach Place #204
    From $271 per night (USD)

    VRBO

    Corner Unit Views John's Pass - Beach Place #204

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Beach Place #204 - Spacious, comfortable and relaxing are three words that describe 204 Beach Place. This 2 bedroom 2 ba ...

    From $271 per night (USD)

    VRBO

    Details
  • Direct Beachfront Balcony - Beach Place #309
    From $267 per night (USD)

    Expedia

    Direct Beachfront Balcony - Beach Place #309

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    This is a very nice 1 bedroom, 1 bathroom condo with beach front view in southern Madeira Beach that sleeps up to four! ...

    From $267 per night (USD)

    Expedia

    Details
  • 1br 1b Beach View - Surf Song #332
    From $181 per night (USD)

    VRBO

    1br 1b Beach View - Surf Song #332

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Surf Song #332 - Nice floor plan, complete with gulf views in this 1 bedroom, 1 bath condo in popular Surf Song Resort. ...

    From $181 per night (USD)

    VRBO

    Details
  • Direct Oceanfront Views -  Madeira Norte #110
    From $241 per night (USD)

    Expedia

    Direct Oceanfront Views - Madeira Norte #110

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Madeira Norte #110 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...

    From $241 per night (USD)

    Expedia

    Details
  • Beach View Balcony 1b 1b - King - Surf Song #239
    From $214 per night (USD)

    VRBO

    Beach View Balcony 1b 1b - King - Surf Song #239

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Surf Song #239 - Great beach getaway at popular Surf Song Resort! This is a 1 bedroom, 1 bathroom condo with side view b ...

    From $214 per night (USD)

    VRBO

    Details
  • Beachfront Complex - 2b 2b - Beach Place #302
    From $275 per night (USD)

    Expedia

    Beachfront Complex - 2b 2b - Beach Place #302

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beach Place #302 - This is a cute and comfortable 2 bedroom, 2 bath condo offering terrific views of popular John's Pass ...

    From $275 per night (USD)

    Expedia

    Details
  • 2b 2b Ground Floor Poolside - Surf Song #120
    From $229 per night (USD)

    VRBO

    2b 2b Ground Floor Poolside - Surf Song #120

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Surf Song #120 - Relax in this bright and airy 2 bedroom, 2 bath poolside condo, complete with brand new kitchen, new fu ...

    From $229 per night (USD)

    VRBO

    Details
  • Beach View - Balcony - 3b 2b - Beach Place #505
    From $307 per night (USD)

    Expedia

    Beach View - Balcony - 3b 2b - Beach Place #505

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Views? Check! Spacious rental condo with all the amenities? Check! Near beaches, pool and John's Pass Village? Check! He ...

    From $307 per night (USD)

    Expedia

    Details
  • Large 1,225 sq ft Unit Beach Views Crimson #204
    From $202 per night (USD)

    VRBO

    Large 1,225 sq ft Unit Beach Views Crimson #204

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Crimson on the Gulf #204 - This condo is a popular vacation 2 bedroom 2 bathroom retreat that is near it all: beaches, h ...

    From $202 per night (USD)

    VRBO

    Details
  • Beachfront Complex - 2b 2b - Beach Place #401
    From $270 per night (USD)

    Expedia

    Beachfront Complex - 2b 2b - Beach Place #401

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Beach Place 401 - Need lots of room not to mention incredible views? Look no further than this popular vacation rental a ...

    From $270 per night (USD)

    Expedia

    Details
  • Awesome Florida Cottage - 2b 1b - Surf Song #113
    From $338 per night (USD)

    VRBO

    Awesome Florida Cottage - 2b 1b - Surf Song #113

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Surf Song #113 - This is a 2 bedroom 1 bath Surf Song Cottage - Ground floor. The cottage is a separate building apart f ...

    From $338 per night (USD)

    VRBO

    Details
  • Beachfront Complex - 2b 2b - Beach Place #501
    From $269 per night (USD)

    Expedia

    Beachfront Complex - 2b 2b - Beach Place #501

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    What more could you want in a vacation property? Here at Beach Place #501 we have a terrific 2 bedroom, 2 bath condo jus ...

    From $269 per night (USD)

    Expedia

    Details
  • Direct Beachfront Unit- 3b 2b - Las Brisas #104
    From $362 per night (USD)

    VRBO

    Direct Beachfront Unit- 3b 2b - Las Brisas #104

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Wake up to breathtaking Gulf views, cool ocean breezes, and the sound of the waves at Las Brisas #104, a beautifully app ...

    From $362 per night (USD)

    VRBO

    Details
  • Beach View 1b 1b - Balcony - King - Surf Song #347
    From $212 per night (USD)

    Expedia

    Beach View 1b 1b - Balcony - King - Surf Song #347

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Surf Song #347 - Great opportunity to rent a beach view property in popular Surf Song Resort in Madeira Beach! This 1 be ...

    From $212 per night (USD)

    Expedia

    Details
  • Direct Beachfront 3B2B - Beach Place #310
    From $412 per night (USD)

    VRBO

    Direct Beachfront 3B2B - Beach Place #310

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Ready to soak up some sun? How about a vacation retreat with prime ocean and pool views? If so, 310 Beach Place is ready ...

    From $412 per night (USD)

    VRBO

    Details
  • 1b Direct Beachfront - Balcony - Beach Place #409
    From $272 per night (USD)

    Expedia

    1b Direct Beachfront - Balcony - Beach Place #409

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Views, views and more views are all here in this 1 bedroom, 1 bath condo in Madeira Beach. This updated 940 square foot ...

    From $272 per night (USD)

    Expedia

    Details
  • Beachfront Complex - 2b 2b - Beach Place #503
    From $261 per night (USD)

    VRBO

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

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Too many words can describe this 2 bedroom, 2 bath condo including: Big! Updated! Location! Step inside this 1,140 squar ...

    From $261 per night (USD)

    VRBO

    Details
  • 2b 2b Direct Beachfront - Surf Song #121
    From $286 per night (USD)

    Expedia

    2b 2b Direct Beachfront - Surf Song #121

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Surf Song #121 - A Great opportunity to rent a beachfront property in popular Surf Song Resort in Madeira Beach! This 2 ...

    From $286 per night (USD)

    Expedia

    Details
  • Beach View 1b 1b - Balcony - King - Surf Song #345
    From $212 per night (USD)

    VRBO

    Beach View 1b 1b - Balcony - King - Surf Song #345

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Surf Song #345 - Reserve this bright and spacious 1 bedroom, 1 bath condo if you desire a relaxing Florida vacation clos ...

    From $212 per night (USD)

    VRBO

    Details
  • Prime Beachfront Balcony - Madeira Norte #311
    From $247 per night (USD)

    Expedia

    Prime Beachfront Balcony - Madeira Norte #311

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Madeira Norte #311 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...

    From $247 per night (USD)

    Expedia

    Details
  • Stunning Beach & Gulf Views - Madeira Norte #214
    From $202 per night (USD)

    VRBO

    Stunning Beach & Gulf Views - Madeira Norte #214

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Madeira Norte #214 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...

    From $202 per night (USD)

    VRBO

    Details
  • Beach View 2b 2.5b Townhouse - Surf Song #342
    From $250 per night (USD)

    Expedia

    Beach View 2b 2.5b Townhouse - Surf Song #342

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Surf Song #342 - Great 2 bedroom and 2 1/2 bath condo with two floors of living including large dining area, living room ...

    From $250 per night (USD)

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    Details
  • Coastal Decor - Top Floor View - Crimson #303
    From $285 per night (USD)

    VRBO

    Coastal Decor - Top Floor View - Crimson #303

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Crimson on the Gulf #303 - This is a wonderful 3 bedroom, 3 bathroom condo. With gulf views, this spacious, beautifully ...

    From $285 per night (USD)

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    Details
  • Awesome Beach & Gulf Views - Madeira Norte #111
    From $222 per night (USD)

    Expedia

    Awesome Beach & Gulf Views - Madeira Norte #111

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Madeira Norte #111 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...

    From $222 per night (USD)

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    Details
  • Best Value, 2nd Floor 2b 2b Near Pool - Surf Song #230
    From $229 per night (USD)

    VRBO

    Best Value, 2nd Floor 2b 2b Near Pool - Surf Song #230

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Surf Song #230 - Delightful, nicely appointed 2 bedroom, 2 bathroom condo in popular Surf Song Resort! Located near the ...

    From $229 per night (USD)

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    Details
  • Poolside 2b 2b Unit - 2nd Floor - Surf Song #224
    From $196 per night (USD)

    Expedia

    Poolside 2b 2b Unit - 2nd Floor - Surf Song #224

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Surf Song #224 - Very nice 2 bedroom, 2 bath poolside condo at popular Surf Song Resort. Located just steps from the la ...

    From $196 per night (USD)

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    Details
  • Beachfront Complex - 2b 2b - Beach Place #303
    From $250 per night (USD)

    VRBO

    Beachfront Complex - 2b 2b - Beach Place #303

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beach Place #303 - Here is your perfect home away from home! Enjoy a memorable vacation in this beautiful 2 bedroom, 2 b ...

    From $250 per night (USD)

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    Details
  • Direct Beachfront - Gulf Views - Beach Place #407
    From $360 per night (USD)

    Expedia

    Direct Beachfront - Gulf Views - Beach Place #407

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Unit 407 is a large, 3 bedroom, 2 bath condo with direct beach front balcony view in popular Beach Place Condos is ready ...

    From $360 per night (USD)

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    Details
  • Beachfront Complex - 2b 2b - Beach Place #202
    From $250 per night (USD)

    VRBO

    Beachfront Complex - 2b 2b - Beach Place #202

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beach Place #202 is a 2 bedroom, 2 bath condo centrally located to beaches, pool and popular John's Pass Village is read ...

    From $250 per night (USD)

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    Details
  • Beach View 1b 1b - Balcony - King - Surf Song #346
    From $203 per night (USD)

    Expedia

    Beach View 1b 1b - Balcony - King - Surf Song #346

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Surf Song #346 - Beautiful and completely updated 1 bedroom 1 bathroom condo in popular Surf Song Resort is ready for yo ...

    From $203 per night (USD)

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    Details
  • Beach View - Balcony - 2 Queen - Surf Song #350
    From $241 per night (USD)

    VRBO

    Beach View - Balcony - 2 Queen - Surf Song #350

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Surf Song #350 - This is a wonderful opportunity to vacation near all the amenities of southern Madeira Beach! Here you ...

    From $241 per night (USD)

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    Details
  • Studio Unit Facing Beach 2nd Fl - Surf Song #227
    From $175 per night (USD)

    Expedia

    Studio Unit Facing Beach 2nd Fl - Surf Song #227

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Surf Song #227 - Terrific opportunity to enjoy poolside and beach views from this Studio Efficiency in popular Surf Song ...

    From $175 per night (USD)

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    Details
  • Beach View 1b 1b Balcony Quiet - Surf Song #238
    From $203 per night (USD)

    VRBO

    Beach View 1b 1b Balcony Quiet - Surf Song #238

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Surf Song #238 - Lovely 1 bedroom, 1 bath condo close to all of the popular attractions in south Madeira Beach. Bright a ...

    From $203 per night (USD)

    VRBO

    Details
  • Direct Oceanfront - 4 Queen Beds - Surf Song #241
    From $345 per night (USD)

    Expedia

    Direct Oceanfront - 4 Queen Beds - Surf Song #241

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Surf Song #241 - Beautiful! Spacious! Great views! First class! Just a few of the words you will say when entering this ...

    From $345 per night (USD)

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    Details
  • Luxury Direct Ocean Front 1315 sq ft. - Hot Tub & Pool
    From $321 per night (USD)

    VRBO

    Luxury Direct Ocean Front 1315 sq ft. - Hot Tub & Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Crimson on The Gulf #101 - Enjoy oceanfront and pool views from this bright and well appointed 3 bedroom, 2 bath condomi ...

    From $321 per night (USD)

    VRBO

    Details
  • Direct Beach Front Views - Surf Song #222
    From $290 per night (USD)

    Expedia

    Direct Beach Front Views - Surf Song #222

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Surf Song #222 - Here is your home away from home! Relaxing and comfortable 2 bedroom, 2 bathroom vacation retreat at th ...

    From $290 per night (USD)

    Expedia

    Details
  • Studio Efficiency Ground Floor - Surf Song #117
    From $179 per night (USD)

    VRBO

    Studio Efficiency Ground Floor - Surf Song #117

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Surf Song #117 - This unit is a ground floor non-smoking Studio Efficiency overlooking the pool and the beautiful gulf w ...

    From $179 per night (USD)

    VRBO

    Details
  • Top Floor Beach & Gulf Views - Madeira Norte #516
    From $212 per night (USD)

    Expedia

    Top Floor Beach & Gulf Views - Madeira Norte #516

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Madeira Norte #516 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...

    From $212 per night (USD)

    Expedia

    Details
  • Clear Beach Views  - Balcony - Madeira Norte #414
    From $203 per night (USD)

    VRBO

    Clear Beach Views - Balcony - Madeira Norte #414

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Madeira Norte #414 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...

    From $203 per night (USD)

    VRBO

    Details
  • Luxury Updated Unit w/ Balcony - Crimson #105
    From $212 per night (USD)

    Expedia

    Luxury Updated Unit w/ Balcony - Crimson #105

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Crimson on the Gulf #105 - This is a well maintained 2 bedroom, 2 bathroom condo in sought after southern Madeira Beach ...

    From $212 per night (USD)

    Expedia

    Details
  • 2b 2b Ground Floor Poolside - Surf Song #118
    From $238 per night (USD)

    VRBO

    2b 2b Ground Floor Poolside - Surf Song #118

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Surf Song #118 - Enjoy this wonderful 2 bedroom, 2 bath poolside condo in sought after Madeira Beach. Nicely furnished ...

    From $238 per night (USD)

    VRBO

    Details
  • Beach View - John's Pass - Madeira Norte #208
    From $199 per night (USD)

    Expedia

    Beach View - John's Pass - Madeira Norte #208

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    Madeira Norte #208 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...

    From $199 per night (USD)

    Expedia

    Details
  • Coastal Property - Johns Pass Beach Place #201
    From $270 per night (USD)

    VRBO

    Coastal Property - Johns Pass Beach Place #201

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beach Place #201 - The unit is a 2 bedroom, 2 bath rental property that offers terrific views of popular John's Pass Vil ...

    From $270 per night (USD)

    VRBO

    Details
  • Direct Beach Front 1b 1b Balcony - Surf Song #240
    From $219 per night (USD)

    Expedia

    Direct Beach Front 1b 1b Balcony - Surf Song #240

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Surf Song #240 - Well laid out 1 bedroom, 1 bathroom condo allows you to vacation near it all in Madeira Beach! Enjoy vi ...

    From $219 per night (USD)

    Expedia

    Details
  • Beachfront Complex - 2b 2b - Beach Place #504
    From $270 per night (USD)

    VRBO

    Beachfront Complex - 2b 2b - Beach Place #504

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beach Place #504 is a lovely 2 bedroom, 2 bath condo close to all of the popular attractions in south Madeira Beach. Bri ...

    From $270 per night (USD)

    VRBO

    Details
  • Corner Unit John's Pass View- Beach Place #101
    From $263 per night (USD)

    Expedia

    Corner Unit John's Pass View- Beach Place #101

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Beach Place #101 - Get away from it all in this delightful 2 bedroom, 2 bath condominium in exclusive southern Madeira B ...

    From $263 per night (USD)

    Expedia

    Details
  • Top Floor Direct Beachfront - Madeira Norte #510
    From $246 per night (USD)

    VRBO

    Top Floor Direct Beachfront - Madeira Norte #510

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Madeira Norte #510 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...

    From $246 per night (USD)

    VRBO

    Details
  • Beachfront Complex - 2b 2b - Beach Place #403
    From $250 per night (USD)

    Expedia

    Beachfront Complex - 2b 2b - Beach Place #403

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    8

    Beach Place #403 - Find out why guests come back over and over again to Beach Place Condos! Close to everything, includi ...

    From $250 per night (USD)

    Expedia

    Details
  • Top Floor John's Pass Village Views - Madeira Norte #503
    From $172 per night (USD)

    VRBO

    Top Floor John's Pass Village Views - Madeira Norte #503

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Madeira Norte #503 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...

    From $172 per night (USD)

    VRBO

    Details
  • Studio Efficiency Ground Floor - Surf Song #116
    From $181 per night (USD)

    Expedia

    Studio Efficiency Ground Floor - Surf Song #116

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Surf Song #116 - This cozy ground floor Studio efficiency is directly facing the beach and offers every amenity for a on ...

    From $181 per night (USD)

    Expedia

    Details
  • Beach Front 1B1B Balcony 2 Beds - Surf Song #349
    From $234 per night (USD)

    VRBO

    Beach Front 1B1B Balcony 2 Beds - Surf Song #349

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Surf Song #349 - Rain or shine, enjoy spectacular beach views from the covered balcony in this delightful 1 bedroom, 1 b ...

    From $234 per night (USD)

    VRBO

    Details
  • Beachfront Complex - 2b 2b - Beach Place #301
    From $270 per night (USD)

    Expedia

    Beachfront Complex - 2b 2b - Beach Place #301

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Beach Place #301- This is a recently remodeled charming 2 bedroom, 2 bathroom condo with views of John's Pass waterway, ...

    From $270 per night (USD)

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    Details
  • Luxury Direct Beachfront Views - Crimson #201
    From $268 per night (USD)

    VRBO

    Luxury Direct Beachfront Views - Crimson #201

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Crimson on the Gulf #201 - See why guests come back year after year to this beachfront condo. Crimson #201 is a highly p ...

    From $268 per night (USD)

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    Details
  • Beachfront 1b 1b Suite - Beach Place #209
    From $270 per night (USD)

    Expedia

    Beachfront 1b 1b Suite - Beach Place #209

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Beach Place #209 - Planning a Vacation? Have a young family? What better place to soak up some sun than this large 1 be ...

    From $270 per night (USD)

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    Details
  • 1br 1b - 3rd Floor - King - Surf Song #335
    From $181 per night (USD)

    VRBO

    1br 1b - 3rd Floor - King - Surf Song #335

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Surf Song 335 - Enjoy your stay at Madeira Beach in your home away from home! Here you will find a 1 bedroom, 1 bath con ...

    From $181 per night (USD)

    VRBO

    Details
  • Beach View - Balcony - 3b 2b - Beach Place #405
    From $330 per night (USD)

    Expedia

    Beach View - Balcony - 3b 2b - Beach Place #405

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This is a very cute and updated 3 bedroom, 2 bath home is available at popular Beach Place Condos. This 1,360 square foo ...

    From $330 per night (USD)

    Expedia

    Details
  • 2b 2b Ground Floor - Near Pool - Surf Song #114
    From $238 per night (USD)

    VRBO

    2b 2b Ground Floor - Near Pool - Surf Song #114

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Surf Song #114 - A quaint, adorable ground floor 2 bedroom, 2 bath unit, just steps away from the relaxing, heated swim ...

    From $238 per night (USD)

    VRBO

    Details
  • Endless Beach Views 2b 1.5b - Madeira Norte #513
    From $203 per night (USD)

    Expedia

    Endless Beach Views 2b 1.5b - Madeira Norte #513

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Madeira Norte #513 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...

    From $203 per night (USD)

    Expedia

    Details
  • Paradise Villa at MADEIRA NORTE - Awesome Beach Front Unit
    From $320 per night (USD)

    VRBO

    Paradise Villa at MADEIRA NORTE - Awesome Beach Front Unit

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Note: As of July 1st the pool is undergoing unscheduled maintenance. We believe our Unit "Paradise Villa" at Madeira ...

    From $320 per night (USD)

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    Details
  • Beach Place Bliss on Madeira Beach by John's Pass Village
    From $367 per night (USD)

    VRBO

    Beach Place Bliss on Madeira Beach by John's Pass Village

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    This is a spacious 1400 square foot ocean front corner condo. The balcony has a great full view of the beach. There have ...

    From $367 per night (USD)

    VRBO

    Details
  • Updated Pool Side - 2nd Floor - Surf Song #228
    From $242 per night (USD)

    VRBO

    Updated Pool Side - 2nd Floor - Surf Song #228

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Surf Song #228 - Bright and colorful 2 bedroom, 2 bathroom condo just steps from beautiful southern Madeira Beach offers ...

    From $242 per night (USD)

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    Details
  • Ocean Sands 504 Beachfront Studio Condo - Perfect Getaway for Two!
    From $180 per night (USD)

    Expedia

    Ocean Sands 504 Beachfront Studio Condo - Perfect Getaway for Two!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Welcome to Ocean Sands 504! Nestled in the heart of Madeira Beach, Florida, this beachfront studio condo offers an idyll ...

    From $180 per night (USD)

    Expedia

    Details