All Grown-Up but Still Having Fun in Madeira Beach


Representing sun-dappled leisure at its best, Madeira Beach delivers the classic Florida experience while managing to throw in a few surprises. A destination once dominated by youngsters looking to have a good time (Mad Beach anyone?) has evolved into a fully formed scene with broader appeal, so examine Madeira Beach vacation rentals and start planning a trip that will satisfy the desire to vacation like a grown-up.

Florida’s Gulf Coast is known for it white sandy beaches and abundance of activities. Rent a Madeira Beach vacation home on the golf course for an easy golf trip. This particular destination doesn’t lack in either department, as you’ll see once you’re settled in a Madeira Beach condo. Perhaps located right on the water, you’ll have access to boating, swimming and sunset views for as long as you choose to stay. Nearby John’s Pass Village should satisfy your craving for people watching, shopping and dining out so visit this famous spot for at least an afternoon or make the trip out to Busch Gardens, the Salvador Dali Museum or the Clearwater Marine Aquarium.

With the ever-available option of hanging out at “home” thanks to Madeira Beach condo rentals, this vacation will stand out from previous ones. The option to cook and grill your own meals, play in your own pool, soak in your own hot tub and generally go at your own pace should make you feel utterly in charge. While still managing to offer relaxation and frivolity, Madeira Beach exudes a certain dependability that you’ll surely appreciate no matter how hard you once liked (or still like) to party.

Expand your search for Florida vacation rentals to include Miami vacation rentals and Ft. Lauderdale rentals in South Florida, Destin vacation rentals and Siesta Key rentals on the Gulf Coast, or Orlando vacation home rentals near Disney.

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Madeira Beach: Condos, Houses & More(545)

545 Results
$149 - $328
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
3 - 7 night minimum stay
(29)
$1,350 - $2,395
per week
7 night minimum stay
  • 3 BR,
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  • Sleeps 12
7 night minimum stay
(22)
$1,250 - $2,395
per week
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(29)
$700 - $1,600
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(61)
$99 - $149
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(22)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(18)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(14)
$973 - $1,540
per week
7 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
7 night minimum stay
(13)
$900 - $2,295
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 7
7 night minimum stay
(11)
$114 - $233
per night
3 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
3 - 7 night minimum stay
(34)
$175
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 10
3 - 7 night minimum stay
(8)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
7 night minimum stay
(7)
$850 - $1,500
per week
14 night minimum stay
  • 2 BR,
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  • Sleeps 5
14 night minimum stay
(36)
$120 - $178
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 28 night minimum stay
(14)
$1,000
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
(7)
$1,250 - $2,395
per week
7 night minimum stay
  • 3 BR,
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  • Sleeps 10
7 night minimum stay
(5)
$171 - $342
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 9
3 - 7 night minimum stay
1 Review
$130 - $239
per night
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 - 7 night minimum stay
(55)
  • 2 BR,
  • 2 BA,
  • Sleeps 10
4 - 7 night minimum stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(23)
$171 - $214
per night
5 - 7 night minimum stay
  • 2 BR,
  • Sleeps 6
5 - 7 night minimum stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 28 night minimum stay
(4)
  • 2 BR,
  • 1 BA,
  • Sleeps 6
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
3 - 28 night minimum stay
(3)
$78 - $243
per night
3 - 28 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 28 night minimum stay
(3)
$2,600 - $3,000
per month
90 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
90 night minimum stay
(10)
$763 - $1,289
per week
7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night minimum stay
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 8
3 - 28 night minimum stay
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 28 night minimum stay
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