Search Your Destination Now!

Madeira Beach Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Update Results Reset Dates
Filter

Results: 1,000 Rentals

  • Las Brisas 407 3BR 2BA Gulf Front
    From $438 per night (USD)

    VRBO

    Las Brisas 407 3BR 2BA Gulf Front

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Hurricane Update: This unit was not damaged in the hurricanes, and we'd love to accommodate you! The building is current ...

    From $438 per night (USD)

    VRBO

    Details
  • Madeira Bay Resort 414 Beach Access
    From $299 per night (USD)

    Expedia

    Madeira Bay Resort 414 Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Madeira Bay Resort #414 is a two bedroom, two bathroom condo with a private balcony. The master bedroom has a king size ...

    From $299 per night (USD)

    Expedia

    Details
  • Sea Breeze 505 Gulf Front Balcony with Heated Pool
    From $330 per night (USD)

    VRBO

    Sea Breeze 505 Gulf Front Balcony with Heated Pool

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Hurricane Update: This unit was not damaged in the hurricanes, and we'd love to accommodate you! The building is current ...

    From $330 per night (USD)

    VRBO

    Details
  • Madeira Bay Resort 313 Marina View w\/Beach Access
    From $297 per night (USD)

    Expedia

    Madeira Bay Resort 313 Marina View w\/Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Madeira Bay Resort #313 is a two bedroom, two bathroom condo with a private balcony. View of marina, sunrises, waterway ...

    From $297 per night (USD)

    Expedia

    Details
  • Villa Madeira 601 Gulf Front Corner Unit Large Balcony
    From $430 per night (USD)

    VRBO

    Villa Madeira 601 Gulf Front Corner Unit Large Balcony

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Hurricane Update: This unit was not damaged in the hurricanes and we'd love to accommodate you! The elevator is operatio ...

    From $430 per night (USD)

    VRBO

    Details
  • Madeira Bay Resort 506 Gulf View w\/Beach Access
    From $312 per night (USD)

    Expedia

    Madeira Bay Resort 506 Gulf View w\/Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Madeira Bay Resort #506 is a two bedroom, two bathroom condo with two private balconies. The master bedroom has a king s ...

    From $312 per night (USD)

    Expedia

    Details
  • Villa Madeira 610 Gulf Front Large Balcony
    From $415 per night (USD)

    VRBO

    Villa Madeira 610 Gulf Front Large Balcony

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Hurricane Update: This unit was not damaged in the hurricanes and we'd love to accommodate you! The elevator is operatio ...

    From $415 per night (USD)

    VRBO

    Details
  • Madeira Bay Resort 307 Marina View w\/Beach Access
    From $274 per night (USD)

    Expedia

    Madeira Bay Resort 307 Marina View w\/Beach Access

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Madeira Bay Resort #307 is a two bedroom, one bathroom condo with a private balcony. Views of marina, sunrises, waterway ...

    From $274 per night (USD)

    Expedia

    Details
  • Madeira Bay Resort 416 Beach Access
    From $274 per night (USD)

    VRBO

    Madeira Bay Resort 416 Beach Access

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Madeira Bay Resort #416 is a two bedroom, two bathroom condo with a private balcony. The master bedroom has a king size ...

    From $274 per night (USD)

    VRBO

    Details
  • Madeira Bay Resort 410
    From $273 per night (USD)

    Expedia

    Madeira Bay Resort 410

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Madeira Bay Resort #410 is a two bedroom, one bathroom condo with a private balcony. Views of marina, sunrises, waterway ...

    From $273 per night (USD)

    Expedia

    Details
  • Sea Breeze 508 Gulf Front Balcony with Heated Pool
    From $435 per night (USD)

    VRBO

    Sea Breeze 508 Gulf Front Balcony with Heated Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Hurricane Update: This unit was not damaged in the hurricanes, and we'd love to accommodate you! The building is current ...

    From $435 per night (USD)

    VRBO

    Details
  • Sea Breeze 301 Gulf Front Balcony with Heated Pool
    From $370 per night (USD)

    Expedia

    Sea Breeze 301 Gulf Front Balcony with Heated Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Hurricane Update: This unit was not damaged in the hurricanes, and we'd love to accommodate you! The building is current ...

    From $370 per night (USD)

    Expedia

    Details
  • Madeira Bay Resort 205 Beach Access
    From $257 per night (USD)

    VRBO

    Madeira Bay Resort 205 Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Hurricane Update: This condo was not damaged in the hurricanes! We'd love to accommodate you. The heated pool and elevat ...

    From $257 per night (USD)

    VRBO

    Details
  • Madeira Bay Resort 413 Marina View w\/Beach Access
    From $254 per night (USD)

    Expedia

    Madeira Bay Resort 413 Marina View w\/Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Madeira Bay Resort #413 is a two bedroom, two bathroom condo with two private balconies. Views of marina, sunrises, wate ...

    From $254 per night (USD)

    Expedia

    Details
  • Sea Breeze 703 Gulf Front Balcony with Heated Pool
    From $415 per night (USD)

    VRBO

    Sea Breeze 703 Gulf Front Balcony with Heated Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Hurricane Update: This unit was not damaged in the hurricanes, and we'd love to accommodate you! The building is current ...

    From $415 per night (USD)

    VRBO

    Details
  • Madeira Bay Resort 301 Marina View w\/Beach Access
    From $264 per night (USD)

    Expedia

    Madeira Bay Resort 301 Marina View w\/Beach Access

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Madeira Bay Resort #301 is a one bedroom, one bathroom condo with a private balcony. Views of marina, sunrises, waterway ...

    From $264 per night (USD)

    Expedia

    Details
  • Madeira Bay Resort 207 Marina View w\/Beach Access
    From $265 per night (USD)

    VRBO

    Madeira Bay Resort 207 Marina View w\/Beach Access

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    4

    Madeira Bay Resort #207 is a two bedroom, one bathroom condo with a private balcony. View of marina, sunrises, waterway ...

    From $265 per night (USD)

    VRBO

    Details
  • Madeira Bay Resort 610 Gulf View w\/Beach Access
    From $338 per night (USD)

    Expedia

    Madeira Bay Resort 610 Gulf View w\/Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Madeira Bay Resort #610 is a two bedroom, two bathroom condo with a private balcony. The master bedroom has a king size ...

    From $338 per night (USD)

    Expedia

    Details
  • Sea Breeze 402 Gulf Front Balcony with Heated Pool
    From $363 per night (USD)

    VRBO

    Sea Breeze 402 Gulf Front Balcony with Heated Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Hurricane Update: This unit was not damaged in the hurricanes, and we'd love to accommodate you! The building is current ...

    From $363 per night (USD)

    VRBO

    Details
  • Sea Breeze 406 Gulf Front Balcony with Heated Pool
    From $418 per night (USD)

    Expedia

    Sea Breeze 406 Gulf Front Balcony with Heated Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Hurricane Update: This unit was not damaged in the hurricanes, and we'd love to accommodate you! The building is current ...

    From $418 per night (USD)

    Expedia

    Details
  • Las Brisas 207 Gulf Front Large Balcony Sleeps 9
    From $418 per night (USD)

    VRBO

    Las Brisas 207 Gulf Front Large Balcony Sleeps 9

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Hurricane Update: This unit was not damaged in the hurricanes, and we'd love to accommodate you! The building is current ...

    From $418 per night (USD)

    VRBO

    Details
  • Sea Breeze 203 Gulf Front Balcony with Heated Pool
    From $368 per night (USD)

    Expedia

    Sea Breeze 203 Gulf Front Balcony with Heated Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Hurricane Update: This unit was not damaged in the hurricanes, and we'd love to accommodate you! The building is current ...

    From $368 per night (USD)

    Expedia

    Details
  • Madeira Bay Resort 510 Gulf View w\/Beach Access
    From $302 per night (USD)

    VRBO

    Madeira Bay Resort 510 Gulf View w\/Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Madeira Bay Resort #510 is a two bedroom, two bathroom condo with a private balcony. The master and second bedroom both ...

    From $302 per night (USD)

    VRBO

    Details
  • Madeira Bay Resort 206 Marina View w\/Beach Access
    From $278 per night (USD)

    Expedia

    Madeira Bay Resort 206 Marina View w\/Beach Access

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Madeira Bay Resort #206 is a two bedroom, one bathroom condo with private balcony. The master bedroom has a king size be ...

    From $278 per night (USD)

    Expedia

    Details
  • Villa Madeira 606 Gulf Front Large Balcony
    From $372 per night (USD)

    VRBO

    Villa Madeira 606 Gulf Front Large Balcony

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    5

    Hurricane Update: This unit was not damaged in the hurricanes and we'd love to accommodate you! The elevator is operatio ...

    From $372 per night (USD)

    VRBO

    Details
  • Madeira Bay Resort 611 ~ TOP FLOOR GREAT VIEWS OF THE BEACH AND CITY, CORNER UNIT FOR GREAT PRIVACY
    From $293 per night (USD)

    Expedia

    Madeira Bay Resort 611 ~ TOP FLOOR GREAT VIEWS OF THE BEACH AND CITY, CORNER UNIT FOR GREAT PRIVACY

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Madeira Bay Resort #611 is a TOP FLOOR CORNER UNIT, offering stunning views of both the beach and city. Its corner locat ...

    From $293 per night (USD)

    Expedia

    Details
  • Madeira Bay Resort 210 Marina View w\/Beach Access
    From $293 per night (USD)

    VRBO

    Madeira Bay Resort 210 Marina View w\/Beach Access

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Madeira Bay Resort #210 is a two bedroom, two bathroom condo with a private balcony. Corner balcony with access from liv ...

    From $293 per night (USD)

    VRBO

    Details
  • Madeira Bay Resort 602 Gulf View w\/Beach Access
    From $307 per night (USD)

    Expedia

    Madeira Bay Resort 602 Gulf View w\/Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Madeira Bay Resort #602 is a two bedroom, two bathroom condo with two private balconies. The master bedroom has a king s ...

    From $307 per night (USD)

    Expedia

    Details
  • Madeira Bay Resort 402 Beach Access
    From $248 per night (USD)

    VRBO

    Madeira Bay Resort 402 Beach Access

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Madeira Bay Resort #402 is a one bedroom, one bathroom condo with a private balcony. This spacious floorplan is handicap ...

    From $248 per night (USD)

    VRBO

    Details
  • Madeira Bay Resort 412 Marina View w\/Beach Access
    From $267 per night (USD)

    Expedia

    Madeira Bay Resort 412 Marina View w\/Beach Access

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Madeira Bay Resort #412 is a two bedroom, one bathroom condo with a private balcony. Views of marina, sunrises, waterway ...

    From $267 per night (USD)

    Expedia

    Details
  • Madeira Bay Resort 208 Beach Access
    From $276 per night (USD)

    VRBO

    Madeira Bay Resort 208 Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Madeira Bay Resort #208 is a two bedroom, two bathroom condo and private balcony. The master bedroom has a queen size be ...

    From $276 per night (USD)

    VRBO

    Details
  • Sea Breeze 305 Gulf Front Balcony with Heated Pool
    From $314 per night (USD)

    Expedia

    Sea Breeze 305 Gulf Front Balcony with Heated Pool

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Hurricane Update: This unit was not damaged in the hurricanes, and we'd love to accommodate you! The building is current ...

    From $314 per night (USD)

    Expedia

    Details
  • Madeira Bay Resort 504 Marina View w\/Beach Access
    From $399 per night (USD)

    VRBO

    Madeira Bay Resort 504 Marina View w\/Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Madeira Bay Resort #504 is a three bedroom, two bathroom condo with two private balconies. Views of marina, sunrises, wa ...

    From $399 per night (USD)

    VRBO

    Details
  • Madeira Bay Resort 404 Beach Access
    From $288 per night (USD)

    Expedia

    Madeira Bay Resort 404 Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Enjoy our updated Madeira Beach condo with a great location to beach and John's Pass! Madeira Bay Resort #404 is a two b ...

    From $288 per night (USD)

    Expedia

    Details
  • Madeira Bay Resort 608 Marina View w\/Beach Access
    From $304 per night (USD)

    VRBO

    Madeira Bay Resort 608 Marina View w\/Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Madeira Bay Resort #608 is a two bedroom, two bathroom condo with two private balconies. Spacious corner unit with views ...

    From $304 per night (USD)

    VRBO

    Details
  • Villa Madeira 304 Gulf Front Large Balcony Sleeps 8
    From $491 per night (USD)

    Expedia

    Villa Madeira 304 Gulf Front Large Balcony Sleeps 8

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Hurricane Update: This unit was not damaged in the hurricanes and we'd love to accommodate you! The elevator is operatio ...

    From $491 per night (USD)

    Expedia

    Details
  • Chambre #301 Beach Front Balcony and Pool
    From $259 per night (USD)

    VRBO

    Chambre #301 Beach Front Balcony and Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Hurricane Update: This unit was not damaged in the hurricanes, and we'd love to accommodate you! The pool is currently c ...

    From $259 per night (USD)

    VRBO

    Details
  • Madeira Bay Resort 408 Marina View w\/Beach Access
    From $265 per night (USD)

    Expedia

    Madeira Bay Resort 408 Marina View w\/Beach Access

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Madeira Bay Resort #408 is a two bedroom, one bathroom condo with a private balcony. Views of marina, sunrises, waterway ...

    From $265 per night (USD)

    Expedia

    Details
  • Madeira Bay Resort 314 Beach Access
    From $288 per night (USD)

    VRBO

    Madeira Bay Resort 314 Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Hurricane Update: This condo was not damaged in the hurricanes! We'd love to accommodate you. The heated pool and elevat ...

    From $288 per night (USD)

    VRBO

    Details
  • Madeira Bay Resort 415 Beach Access
    From $295 per night (USD)

    Expedia

    Madeira Bay Resort 415 Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Madeira Bay Resort #415 is a two bedroom, two bathroom condo with a private balcony. The master bedroom has a king size ...

    From $295 per night (USD)

    Expedia

    Details
  • Madeira Bay Resort 501 Gulf View w\/Beach Access
    From $261 per night (USD)

    VRBO

    Madeira Bay Resort 501 Gulf View w\/Beach Access

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Madeira Bay Resort #501 is a one bedroom, one bathroom condo with a private balcony. This spacious floorplan is handicap ...

    From $261 per night (USD)

    VRBO

    Details
  • Sea Breeze 403 Gulf Front Balcony with Heated Pool
    From $392 per night (USD)

    Expedia

    Sea Breeze 403 Gulf Front Balcony with Heated Pool

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Hurricane Update: This unit was not damaged in the hurricanes, and we'd love to accommodate you! The building is current ...

    From $392 per night (USD)

    Expedia

    Details
  • Madeira Bay Resort 505 Marina View w\/Beach Access
    From $364 per night (USD)

    VRBO

    Madeira Bay Resort 505 Marina View w\/Beach Access

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Madeira Bay Resort #505 is a three bedroom, two bathroom condo with two private balconies. Views of marina, sunrises, wa ...

    From $364 per night (USD)

    VRBO

    Details
  • Sea Breeze 206 Gulf Front Balcony with Heated Pool
    From $364 per night (USD)

    Expedia

    Sea Breeze 206 Gulf Front Balcony with Heated Pool

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Hurricane Update: This unit was not damaged in the hurricanes, and we'd love to accommodate you! The building is current ...

    From $364 per night (USD)

    Expedia

    Details
  • Madeira Bay Resort 502 Marina View w\/Beach Access
    From $301 per night (USD)

    VRBO

    Madeira Bay Resort 502 Marina View w\/Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Madeira Bay Resort #502 is a two bedroom, two bathroom condo with a private balcony. Views of marina, sunrises, waterway ...

    From $301 per night (USD)

    VRBO

    Details
  • Madeira Bay Resort 604 Marina View w\/Beach Access
    From $394 per night (USD)

    Expedia

    Madeira Bay Resort 604 Marina View w\/Beach Access

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Madeira Bay Resort #604 is a three bedroom, two bathroom condo with two private balconies. Views of marina, sunrises, wa ...

    From $394 per night (USD)

    Expedia

    Details
  • Madeira Bay Resort 507 Marina View w\/Beach Access
    From $362 per night (USD)

    VRBO

    Madeira Bay Resort 507 Marina View w\/Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Madeira Bay Resort #507 is a three bedroom, two bathroom condo with two private balconies. Views of marina, sunrises, wa ...

    From $362 per night (USD)

    VRBO

    Details
  • Large Family Condo with Outstanding View of the Beach
    From $486 per night (USD)

    Expedia

    Large Family Condo with Outstanding View of the Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Hurricane Update: This unit was not damaged in the hurricanes, and we'd love to accommodate you! The building is current ...

    From $486 per night (USD)

    Expedia

    Details
  • Luxury Beachfront Corner Condo 3 BR 2 BA with a Pool - It’s 5 o’clock somewhere!
    From $446 per night (USD)

    VRBO

    Luxury Beachfront Corner Condo 3 BR 2 BA with a Pool - It’s 5 o’clock somewhere!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    This newly remodeled Villa Madeira condo is a large north corner unit that has a screened in balcony facing the white sa ...

    From $446 per night (USD)

    VRBO

    Details
  • NEW Luxury Penthouse @ Madeira Beach pool & views!
    Click For Pricing

    Expedia

    NEW Luxury Penthouse @ Madeira Beach pool & views!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    NEW Luxury Fourth Floor Penthouse Condo on Madeira Beach with direct views of the Gulf out the front door & intercoastal ...

    Click For Pricing

    Expedia

    Details
  • 5⭐️  Coastal Luxury: 3BR, 3BA Condo with Heated Pool – Steps from the Beach
    From $618 per night (USD)

    VRBO

    5⭐️ Coastal Luxury: 3BR, 3BA Condo with Heated Pool – Steps from the Beach

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    10

    Experience luxury & comfort in this stunning newly built 3BR/3BA condo. Perfectly located just a short walk from the be ...

    From $618 per night (USD)

    VRBO

    Details
  • ---Temporary Discount--- BEST LOCATION ON FLORIDA BEACHES!  30ft BALCONY.
    From $454 per night (USD)

    VRBO

    ---Temporary Discount--- BEST LOCATION ON FLORIDA BEACHES! 30ft BALCONY.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    **Offering a temporary discount on this unit while the complex undergoes repairs from the hurricane damage.*** Can send ...

    From $454 per night (USD)

    VRBO

    Details
  • Gorgeous New Home with Ocean View, Steps to Beach
    From $764 per night (USD)

    VRBO

    Gorgeous New Home with Ocean View, Steps to Beach

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    11

    Luxurious 3BR/3BA fully furnished new home that sleeps 11. Enjoy the gorgeous ocean views with two large balconies, perf ...

    From $764 per night (USD)

    VRBO

    Details
  • One of a kind large condo located right on the beach
    From $328 per night (USD)

    VRBO

    One of a kind large condo located right on the beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Amazing condo apartment located right on the beach. 3 large bedrooms and 2 bathrooms. New storm shutters, and furniture. ...

    From $328 per night (USD)

    VRBO

    Details
  • Slice of Heaven-walk to the beach!
    Click For Pricing

    VRBO

    Slice of Heaven-walk to the beach!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Our little slice of paradise: 1 bedroom ground floor condo in Madeira Beach Yacht Club. 2 heated pools, gym, jacuzzi, & ...

    Click For Pricing

    VRBO

    Details
  • 2nd floor view of the gulf in Madeira Beach FL
    Click For Pricing

    Expedia

    2nd floor view of the gulf in Madeira Beach FL

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    This is the most adorable little place right on the beach and right across the street from John's Pass! If you are not f ...

    Click For Pricing

    Expedia

    Details
  • Madeira Bay Resort 606 Marina View w\/Beach Access
    From $446 per night (USD)

    VRBO

    Madeira Bay Resort 606 Marina View w\/Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Madeira Bay Resort #606 is newly remodeled 1,200 square foot Three-bedroom two-bathroom condo with a private double balc ...

    From $446 per night (USD)

    VRBO

    Details
  • Coconut Paradise- Waterfront
    From $395 per night (USD)

    Expedia

    Coconut Paradise- Waterfront

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Top reasons to Book: • Direct waterfront views from your private dock! • The location- Walking distance to the sugary ...

    From $395 per night (USD)

    Expedia

    Details
  • Las Brisas 203 Gulf Front Large Balcony Sleeps 8
    From $464 per night (USD)

    VRBO

    Las Brisas 203 Gulf Front Large Balcony Sleeps 8

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Hurricane Update: This unit was not damaged in the hurricanes, and we'd love to accommodate you! The building is current ...

    From $464 per night (USD)

    VRBO

    Details
  • Sunny condo with heated pool, two blocks from the beach - vacation ready
    From $405 per night (USD)

    Expedia

    Sunny condo with heated pool, two blocks from the beach - vacation ready

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Mad Beach Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...

    From $405 per night (USD)

    Expedia

    Details
  • Villa Madeira 406 Gorgeous, Beach Front, Top Location!
    From $448 per night (USD)

    VRBO

    Villa Madeira 406 Gorgeous, Beach Front, Top Location!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    **Please note that due to damage from Hurricane Helene, this property temporarily has no access to the pool. Parking is ...

    From $448 per night (USD)

    VRBO

    Details
  • Gulf Gardens Resort The Manatee.  No pool currently.
    From $160 per night (USD)

    VRBO

    Gulf Gardens Resort The Manatee. No pool currently.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Quiet, clean 1 bedroom unit with the best view of the water in all of Gulf Gardens. Enjoy peek a boo views of the Gulf ...

    From $160 per night (USD)

    VRBO

    Details
  • BEST BEACH DEALS! Beautiful Beach Front Condo!
    From $320 per night (USD)

    VRBO

    BEST BEACH DEALS! Beautiful Beach Front Condo!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    This Kima unit has a beautiful sought after 2 bedroom 2 bathroom gulf front condo. Enjoy the gulf view and flat screen t ...

    From $320 per night (USD)

    VRBO

    Details
  • Johns Pass Studio # 1 Fisherman's Cove and Cottages
    From $275 per night (USD)

    Expedia

    Johns Pass Studio # 1 Fisherman's Cove and Cottages

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Only 150 steps into Johns Pass. Studio 1 - Newley Renovated Studio. No expense spared. Quality Linens, Smart Television, ...

    From $275 per night (USD)

    Expedia

    Details
  • Luxury Beachhouse W\/ Direct Ocean Views Sleeps 11
    From $678 per night (USD)

    VRBO

    Luxury Beachhouse W\/ Direct Ocean Views Sleeps 11

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    12

    Welcome to your perfect beachfront escape on Madeira Beach, Florida! Discover the allure of our modern 3-bedroom Beachho ...

    From $678 per night (USD)

    VRBO

    Details
  • AWESOME Marina View\/BALCONY - 4th Floor @ John's Pass
    From $303 per night (USD)

    VRBO

    AWESOME Marina View\/BALCONY - 4th Floor @ John's Pass

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Entire condo BRAND NEW Marina-front condo with balcony 2 bedroom 2 bath Master: King bed Bedroom: "Full-size" bunk beds ...

    From $303 per night (USD)

    VRBO

    Details
  • BEACHFRONT LUXURY … PRIVATE WRAP AROUND BALCONY WITH AMAZING BEACH WATER VIEWS!
    From $291 per night (USD)

    VRBO

    BEACHFRONT LUXURY … PRIVATE WRAP AROUND BALCONY WITH AMAZING BEACH WATER VIEWS!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Imagine a frontage view of the Gulf of America paradise, on a sandy beach, away from the crowds! No Hurricane damage! Ou ...

    From $291 per night (USD)

    VRBO

    Details
  • Beach Front - John's Pass - Beach Place #210
    From $511 per night (USD)

    Expedia

    Beach Front - John's Pass - Beach Place #210

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Beach Place #210 - Please note that due to our hurricane season the elevator in the beachside building is temporarily o ...

    From $511 per night (USD)

    Expedia

    Details
  • Beach Front Sky Suite - Shores of Madeira #1004
    From $308 per night (USD)

    VRBO

    Beach Front Sky Suite - Shores of Madeira #1004

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    The Shores of Madeira #1004 - Please note that due to our hurricane season, there is no pool or patio at this time at Th ...

    From $308 per night (USD)

    VRBO

    Details
  • Beautiful 2 Bedroom End Unit Beach Front Condo - Affordable!
    From $403 per night (USD)

    VRBO

    Beautiful 2 Bedroom End Unit Beach Front Condo - Affordable!

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Beautiful views right on the beach....Dine on the balcony and take in a gorgeous sunset. This 1285 sq ft condo is an end ...

    From $403 per night (USD)

    VRBO

    Details
  • Modern Beachfront condo overlooking Mad Beach
    From $600 per night (USD)

    VRBO

    Modern Beachfront condo overlooking Mad Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    ** Working Elevator, and Heated Pool!** About this space Create your dream vacation from our gulf-front home with oc ...

    From $600 per night (USD)

    VRBO

    Details
  • Johns Pass Fisherman's Cove & Cottage
    From $354 per night (USD)

    Expedia

    Johns Pass Fisherman's Cove & Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Water Front Newley Renovated 2-bedroom 1-bath cottage with its own entrance. No expense spared. Quality Linens, Smart Te ...

    From $354 per night (USD)

    Expedia

    Details
  • JOHNS PASS \Studio 4\ Fisherman's Cove & Cottages
    From $235 per night (USD)

    VRBO

    JOHNS PASS \"Studio 4\" Fisherman's Cove & Cottages

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Waterfront view - Studio 4 - Newley Renovated . No expense spared. Quality Linens, Smart Television, Quality Oversized L ...

    From $235 per night (USD)

    VRBO

    Details
  • BEACHFRONT- 3BED\/3BATH TOP FLOOR
    From $694 per night (USD)

    Expedia

    BEACHFRONT- 3BED\/3BATH TOP FLOOR

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    9

    WE ARE BACK!!!!!!!! We are so happy to host you again!!!! If you enjoy the beach and beautiful views this is your opport ...

    From $694 per night (USD)

    Expedia

    Details
  • Luxury condo directly on the beach Ocean Sands 606
    From $287 per night (USD)

    VRBO

    Luxury condo directly on the beach Ocean Sands 606

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Hurricane Update: The condo itself was not damaged in the hurricanes! The building is currently undergoing repairs on th ...

    From $287 per night (USD)

    VRBO

    Details
  • Madeira Beach Condo w\/ Patio, Walk to Gulf!
    From $268 per night (USD)

    Expedia

    Madeira Beach Condo w\/ Patio, Walk to Gulf!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    The best of coastal living is right outside your door when you stay at this cheerful 1-bedroom, 1-bath vacation rental. ...

    From $268 per night (USD)

    Expedia

    Details
  • 3 Bedroom Direct Gulf Front Condo- 1 mile from John's Pass
    From $389 per night (USD)

    VRBO

    3 Bedroom Direct Gulf Front Condo- 1 mile from John's Pass

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Three bedroom condo in the heart of Madeira Beach with direct access to the sugary sand beaches of the Gulf of Mexico. W ...

    From $389 per night (USD)

    VRBO

    Details
  • Madeira Bay Resort 309 Beach Access
    From $309 per night (USD)

    Expedia

    Madeira Bay Resort 309 Beach Access

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Hurricane Update: This condo was not damaged in the hurricanes! We'd love to accommodate you. The heated pool and elevat ...

    From $309 per night (USD)

    Expedia

    Details
  • BEST BEACH DEALS! Listen To The Waves 75ft to Ocean 55\TV Heated Pool Wifi
    Click For Pricing

    VRBO

    BEST BEACH DEALS! Listen To The Waves 75ft to Ocean 55\"TV Heated Pool Wifi

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Kima Condominium is located at 14300 Gulf Blvd. at Madeira Beach, Florida, just 40 minutes from Tampa International Airp ...

    Click For Pricing

    VRBO

    Details
  • The Flamingo Cottage. Walk To Beach, Shops, Dining & Water Sports
    From $233 per night (USD)

    VRBO

    The Flamingo Cottage. Walk To Beach, Shops, Dining & Water Sports

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    These 4 quaint authentic (built in 1940's)Key West style tiny cottages are cozy and very clean with 'Old Florida' charm ...

    From $233 per night (USD)

    VRBO

    Details
  • Beautiful Condo Great for Family and Friends - Beach Access - Steps from Condo.
    From $338 per night (USD)

    VRBO

    Beautiful Condo Great for Family and Friends - Beach Access - Steps from Condo.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    What's more relaxing than a sunshine-filled day on the beach? This condo has gorgeous sunset and sunrise views, so you c ...

    From $338 per night (USD)

    VRBO

    Details
  • MODERN HOME STEPS FROM BEACH
    From $848 per night (USD)

    Expedia

    MODERN HOME STEPS FROM BEACH

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    10

    -8 Blocks away from John's Pass entertainmet district ~The beach has been cleaned up and ready for you to build memories ...

    From $848 per night (USD)

    Expedia

    Details
  • Luxury Condo - Panoramic Views Of Both John's Pass &  Direct Ocean Front
    From $544 per night (USD)

    VRBO

    Luxury Condo - Panoramic Views Of Both John's Pass & Direct Ocean Front

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Condo, 3 Bedrooms + Office, 2 Baths, (Sleeps 8 max) Location, Location, Location, that's what I've always heard about re ...

    From $544 per night (USD)

    VRBO

    Details
  • Save Top Corner Condo Direct Gulf Penthouse Views Beach
    From $488 per night (USD)

    VRBO

    Save Top Corner Condo Direct Gulf Penthouse Views Beach

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    5

    From our top floor penthouse level corner condo, you will see a panoramic 270 degree view of the Gulf of Mexico, Boca Ci ...

    From $488 per night (USD)

    VRBO

    Details
  • Madeira Norte On the  Beach -View across Johns Pass \n
    From $255 per night (USD)

    VRBO

    Madeira Norte On the Beach -View across Johns Pass \n

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy the most beautiful sunsets in the world. Fish off the jetty just down the beach. Step off the elevator and onto ...

    From $255 per night (USD)

    VRBO

    Details
  • 5th Floor 3 Bedroom Gulf Front directly across from John's Pass
    From $494 per night (USD)

    VRBO

    5th Floor 3 Bedroom Gulf Front directly across from John's Pass

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Discounts minimum day stay reduced as elevator is not operational waiting on part’s.Association assures up and running ...

    From $494 per night (USD)

    VRBO

    Details
  • Beachfront Condo Private Balcony Top Floor Madeira Beach
    From $367 per night (USD)

    VRBO

    Beachfront Condo Private Balcony Top Floor Madeira Beach

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Top floor with private balcony overlooking the beach! 1 bedroom, 1 bath condominium with full kitchen. Sleeps 4 - there ...

    From $367 per night (USD)

    VRBO

    Details
  •  ON THE BEACH with GREAT VIEWS - Madeira  Beach Private House
    From $495 per night (USD)

    VRBO

    ON THE BEACH with GREAT VIEWS - Madeira Beach Private House

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    6

    Located directly ON the BEACH - Private Vacation House. 'High Tides' ON Madeira BEACH Vacation Home Directly on the Gul ...

    From $495 per night (USD)

    VRBO

    Details
  • BEST BEACH DEALS! Gulf Front 75ft To Water And Waves! Heated Pool WIFI
    Click For Pricing

    VRBO

    BEST BEACH DEALS! Gulf Front 75ft To Water And Waves! Heated Pool WIFI

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    This condo has a "WOW" view factor! Enjoy this beautiful 2 bedroom 2 bathroom gulf/beach front condo on Madeira Beach Fl ...

    Click For Pricing

    VRBO

    Details
  • Madeira Bay Resort Bayfront Oasis #202: 2BD\/2BA
    From $293 per night (USD)

    Expedia

    Madeira Bay Resort Bayfront Oasis #202: 2BD\/2BA

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy your little slice of paradise at Madeira Bay Resort #202, a two-bedroom, two-bath on the quiet and peaceful baysid ...

    From $293 per night (USD)

    Expedia

    Details
  • Listen to the Waves - Direct Gulf Front - WiFi, Parking Included
    From $349 per night (USD)

    VRBO

    Listen to the Waves - Direct Gulf Front - WiFi, Parking Included

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Listen to the soothing sound of the Gulf waves and enjoy the view of white sand beaches and eager beachcombers with your ...

    From $349 per night (USD)

    VRBO

    Details
  • Las Brisas, Breathtaking view! Oceanfront, 3 Bedroom, 2 Bath, Sleeps 9
    From $550 per night (USD)

    Expedia

    Las Brisas, Breathtaking view! Oceanfront, 3 Bedroom, 2 Bath, Sleeps 9

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    Our Las Brisas three bedroom/two bath condominium rental is among the larger units available in the Tampa-St. Pete-Clear ...

    From $550 per night (USD)

    Expedia

    Details
  • Quiet, Waterfront Top Floor Unit-Close to Beach & Dining, Private Screened In Balcony, Fishing Docks
    From $219 per night (USD)

    VRBO

    Quiet, Waterfront Top Floor Unit-Close to Beach & Dining, Private Screened In Balcony, Fishing Docks

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    The Madeira Beach Yacht Club is located on the Bay, in a quiet and peaceful section of Madeira Beach. The gated communi ...

    From $219 per night (USD)

    VRBO

    Details
  • Spotless, Newly Renovated,Family Friendly Beachfront Three Bedroom Corner Unit
    From $388 per night (USD)

    Expedia

    Spotless, Newly Renovated,Family Friendly Beachfront Three Bedroom Corner Unit

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Walk the beach, watch the dolphins play, go for a swim in the pool or simply relax on the balcony of this newly remodele ...

    From $388 per night (USD)

    Expedia

    Details
  • Boca Vista Condo - Madeira Beach
    From $177 per night (USD)

    VRBO

    Boca Vista Condo - Madeira Beach

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    5

    Gorgeous condo in a beautiful, well maintained water front complex. Two blocks away from the beach with supermarkets, r ...

    From $177 per night (USD)

    VRBO

    Details
  • Madeira Bay Resort 311 condo sleeps 7 with All Resort Amenities
    From $309 per night (USD)

    Expedia

    Madeira Bay Resort 311 condo sleeps 7 with All Resort Amenities

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Unit 311 is a newly renovated condo with relaxing waterway views, high ceilings, and modern finishes and is directly acr ...

    From $309 per night (USD)

    Expedia

    Details
  • Great Views and Value.  Two King Size Beds!  Located in the Heart of Madeira Beach.
    From $299 per night (USD)

    VRBO

    Great Views and Value. Two King Size Beds! Located in the Heart of Madeira Beach.

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located very conveniently in Madeira Beach, this condo at the Skyline of Madeira Beach building offers value and comfort ...

    From $299 per night (USD)

    VRBO

    Details
  • Luxurious beach condo, family friendly, huge balcony, spectacular sunsets
    From $258 per night (USD)

    VRBO

    Luxurious beach condo, family friendly, huge balcony, spectacular sunsets

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    The swimming pool and spa have been restored and are now open for use by owners and renters. This beautiful, luxury c ...

    From $258 per night (USD)

    VRBO

    Details
  • Million Dollar Gulf View, Madeira Beach FL
    Click For Pricing

    VRBO

    Million Dollar Gulf View, Madeira Beach FL

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Stand on the balcony and observe the most beautiful view of the Gulf you can imagine. Walk from sparking pool and hot t ...

    Click For Pricing

    VRBO

    Details
  • Oceanfront Condo with Community Pool, Balcony + Beach Access
    From $369 per night (USD)

    VRBO

    Oceanfront Condo with Community Pool, Balcony + Beach Access

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Wake up to the sound of the Gulf every morning when you stay at Ocean Sands 1101. This Madeira Beach, FL vacation condo ...

    From $369 per night (USD)

    VRBO

    Details