Vacation Rentals in Madeira Beach, Florida

50 Properties Available

BEACH HOUSE GETAWAY! BEAUTIFUL WATER VIEWS & SUNSETS! PERFECT LOCATION! Private vacation home
BEACH HOUSE GETAWAY! BEAUTIFUL WATER VIEWS & SUNSETS! PERFECT LOCATION!
$2054 / night
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Luxury Beach Escape near John's Pass - Seaview #403 Condo
Luxury Beach Escape near John's Pass - Seaview #403
$1082 / night
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Beach Flower 501 - Directly on the Beach | Luxury 3BR Condo | Epic Sunsets Condo
Beach Flower 501 - Directly on the Beach | Luxury 3BR Condo | Epic Sunsets
$973 / night
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RARE Beachfront Home with a pool, walk to Johns Pass Private vacation home
RARE Beachfront Home with a pool, walk to Johns Pass
$880 / night
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The Waterfront House near Madeira Beach Private vacation home
The Waterfront House near Madeira Beach
$818 / night
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Saltwater heated POOL! Walk to the beach! By John’s Pass Village Boardwalk! Private vacation home
Saltwater heated POOL! Walk to the beach! By John’s Pass Village Boardwalk!
$759 / night
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Intracoastal Water Views Madeira Resort Beach Pool Condo
Intracoastal Water Views Madeira Resort Beach Pool
$707 / night
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The Penthouse at Madeira Beach—Waterfront Condo w/ Panoramic Views, Steps to Sand & Dining Condo
The Penthouse at Madeira Beach—Waterfront Condo w/ Panoramic Views, Steps to Sand & Dining
$698 / night
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?New Build?Azul Townhome B3?Across From Beach?Private Rooftop Deck Private vacation home
?New Build?Azul Townhome B3?Across From Beach?Private Rooftop Deck
$626 / night
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The Waterfront Relax House Villa
The Waterfront Relax House
$616 / night
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NEW! Madeira Beach Luxury 4BR Condo, Huge Private Balcony, Pool & Hot Tub Condo
NEW! Madeira Beach Luxury 4BR Condo, Huge Private Balcony, Pool & Hot Tub
$605 / night
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3BR Madeira Beach Home - Walk to Beach & Johns Pas Private vacation home
3BR Madeira Beach Home - Walk to Beach & Johns Pas
$604 / night
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BRAND NEW LUXURY CONDO WITH HEATED POOL - 1 BLOCK FROM GULF W\/ WATER VIEWS!! Condo
BRAND NEW LUXURY CONDO WITH HEATED POOL - 1 BLOCK FROM GULF W\/ WATER VIEWS!!
$588 / night
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3b 2b Direct Beach Front Top Floor Corner Condo
3b 2b Direct Beach Front Top Floor Corner
$588 / night
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Gorgeous New Home with Ocean View, Steps to Beach Private vacation home
Gorgeous New Home with Ocean View, Steps to Beach
$554 / night
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Welcome to Seaview #103, your perfect beach destination! Condo
Welcome to Seaview #103, your perfect beach destination!
$544 / night
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Trillium 3A Amazing and luxurious updates, beach front with breathtaking views! Condo
Trillium 3A Amazing and luxurious updates, beach front with breathtaking views!
$517 / night
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Sand Beach lifestyle and boardwalk vacation house Private vacation home
Sand Beach lifestyle and boardwalk vacation house
$516 / night
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Madeira Del Mar 305 - Stunning Luxury Condo, Steps From The Beach Condo
Madeira Del Mar 305 - Stunning Luxury Condo, Steps From The Beach
$516 / night
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Modern Madeira Beach 3BR|Heated Pool|Walk to Beach Apartment
Modern Madeira Beach 3BR|Heated Pool|Walk to Beach
$514 / night
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Luxurious 2BR\/BA Beachfront Condo. Seaview Condo
Luxurious 2BR\/BA Beachfront Condo. Seaview
$511 / night
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Beautiful Beach Front 3 bedroom condo unit 307 In Las Brisas on Madeira Beach Condo
Beautiful Beach Front 3 bedroom condo unit 307 In Las Brisas on Madeira Beach
$507 / night
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3b 2.5b Luxury at The Harbor Condos Condo
3b 2.5b Luxury at The Harbor Condos
$501 / night
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Harbors411 · New Spacious Condo Steps to Sandy Beach\/Pool Apartment
Harbors411 · New Spacious Condo Steps to Sandy Beach\/Pool
$500 / night
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Luxury Beach Condo Condo
Luxury Beach Condo
$499 / night
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Corner Unit. 2 Bedroom+Bonus Room\/Den. Overlooking the Gulf. Amazing Views! Easy Walk to Johns Pass. Condo
Corner Unit. 2 Bedroom+Bonus Room\/Den. Overlooking the Gulf. Amazing Views! Easy Walk to Johns Pass.
$490 / night
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Remodeled Top Floor Beachfront Condo Condo
Remodeled Top Floor Beachfront Condo
$488 / night
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Select Feb & March Dates open! 8th Floor End Unit directly on Mad Beach! Condo
Select Feb & March Dates open! 8th Floor End Unit directly on Mad Beach!
$476 / night
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Stunning 3 bed\/2 bath beachfront condo in Madeira Beach, FL Condo
Stunning 3 bed\/2 bath beachfront condo in Madeira Beach, FL
$476 / night
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Amazing Ocean View, Pool @ Mad. Beach- John's Pass Apartment
Amazing Ocean View, Pool @ Mad. Beach- John's Pass
$473 / night
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Trillium 3C Huge Beachfront Condo on Madeira Beach Condo
Trillium 3C Huge Beachfront Condo on Madeira Beach
$466 / night
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Waterfront condo, steps from the beach, located in the center of Madeira Beach Condo
Waterfront condo, steps from the beach, located in the center of Madeira Beach
$453 / night
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A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear! Condo
A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear!
$448 / night
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Waterfront Apartment! 2BD/2BA at Johns Pass Walk to Beach/Shopping! Condo
Waterfront Apartment! 2BD/2BA at Johns Pass Walk to Beach/Shopping!
$444 / night
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?~175ft To Beach Access?Waterway Views?Pool/Fishing Dock?Skyline Of Madeira 306 Condo
?~175ft To Beach Access?Waterway Views?Pool/Fishing Dock?Skyline Of Madeira 306
$443 / night
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Beachfront Bungalow. Your Costal Retreat. 1st floor with Private Backyard Condo
Beachfront Bungalow. Your Costal Retreat. 1st floor with Private Backyard
$442 / night
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Beachfront Bliss! Sea Breeze #104 ~ Spacious Condo Near John's Pass w\/ Stunning Gulf Views Condo
Beachfront Bliss! Sea Breeze #104 ~ Spacious Condo Near John's Pass w\/ Stunning Gulf Views
$433 / night
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Beautiful, Modern Beachfront Penthouse Condo Condo
Beautiful, Modern Beachfront Penthouse Condo
$431 / night
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2 bedroom beach front condo in Madeira Beach OS502 Condo
2 bedroom beach front condo in Madeira Beach OS502
$417 / night
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Superb Location on the Beaches of Madeira. Great Corner Unit Views. Beachfront Pool on the Sand! Condo
Superb Location on the Beaches of Madeira. Great Corner Unit Views. Beachfront Pool on the Sand!
$417 / night
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**DIRECT BEACH FRONT**GREAT LOCATION** 2 BEDROOM 2 BATH**AWESOME VIEWS** Condo
**DIRECT BEACH FRONT**GREAT LOCATION** 2 BEDROOM 2 BATH**AWESOME VIEWS**
$411 / night
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Dog-friendly townhome with Gulf\/Intracoastal view, pool, balcony, & fast WiFi Private vacation home
Dog-friendly townhome with Gulf\/Intracoastal view, pool, balcony, & fast WiFi
$407 / night
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Luxury Condo - Panoramic Views Of Both John's Pass & Direct Ocean Front Condo
Luxury Condo - Panoramic Views Of Both John's Pass & Direct Ocean Front
$405 / night
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Bright Beachfront Spacious 2 Bedroom Condo!!!\nStunning Beach view Condo
Bright Beachfront Spacious 2 Bedroom Condo!!!\nStunning Beach view
$400 / night
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Direct Gulf Front Las Brisas 105, Very Nicely Updated 3 Bedroom/2 Bath Condo
Direct Gulf Front Las Brisas 105, Very Nicely Updated 3 Bedroom/2 Bath
$398 / night
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\"Fiddler's Green\" at Madeira Norte - Spectacular Beachfront Unit. Condo
\"Fiddler's Green\" at Madeira Norte - Spectacular Beachfront Unit.
$397 / night
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Beach Front Madeira Beach Condo
Beach Front Madeira Beach
$396 / night
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Sunsets in Paradise from Balcony with Gulf Views Condo
Sunsets in Paradise from Balcony with Gulf Views
$394 / night
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Beachfront on Gulf of Mexico- Madeira Beach , Florida 2 br\/2ba Fully remodeled Condo
Beachfront on Gulf of Mexico- Madeira Beach , Florida 2 br\/2ba Fully remodeled
$390 / night
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Great views of the dolphins playing under the bridge. Condo
Great views of the dolphins playing under the bridge.
$390 / night
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