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Madeira Beach Rentals

From $171 per night (USD)
VRBO
Water view condo with balcony grill heated pool hot tub and sauna walk to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Summary: Madeira Beach Yacht Club The Space: Make the most of your Gulf Coast getaway at this Madeira Beach Yacht C ...
From $171 per night (USD)
VRBO
From $199 per night (USD)
Expedia
Gulf front getaway with sunset view balcony beachfront pool and easy beach access
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Madeira Norte The Space: Sneak away to this coastal chic condo and experience ultimate relaxation while ad ...
From $199 per night (USD)
Expedia
From $171 per night (USD)
VRBO
Water view condo with balcony heated pool and WD walk to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Madeira Beach Yacht Club The Space: Welcome to Madeira Beach Yacht Club! Relax and unwind in this charm ...
From $171 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Oceanfront condo w stunning views fully equipped kitchen shared hot tub pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Ocean Sands The Space: Welcome to your luxurious oceanfront condo in Madeira Beach! This stunning property ...
From $189 per night (USD)
Expedia
From $209 per night (USD)
VRBO
Madeira Siesta Condo in Madeira Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Madeira Siesta The Space: Nestled in a desirable location, this waterfront oasis presents an incredible op ...
From $209 per night (USD)
VRBO
From $977 per night (USD)
Expedia
Beachfront penthouse with pool great views and pool table
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Summary: Sugar Sands C The Space: Welcome to Sugar Sands, a charming and intimate vacation treasure on the shores o ...
From $977 per night (USD)
Expedia
From $241 per night (USD)
VRBO
Beautifully Updated Madeira Beach Yacht Club Condo | Heated Pool | King Bed | Walk to the Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to the beautiful beaches of Madeira Beach and enjoy a relaxing stay in this beautifully updated one bedroom condo ...
From $241 per night (USD)
VRBO
From $636 per night (USD)
Expedia
Chambre Retreat - Beach View, Pool, Hot Tub, Walk to John
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
✨ Welcome to Chambre Retreat (Units 102 & 103) – Your Ultimate Beachfront Getaway in Madeira Beach| Sleeps 10 ✨ Relax, u ...
From $636 per night (USD)
Expedia
From $585 per night (USD)
VRBO
☀Beachfront🌴Full Property🍹Walk to John's Pass🌊John's Pass-Time Beach Cottages
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Top Reasons To Book John's Pass-Time Beach Cottages: * Beachfront Property with Direct Beach Access * Full Property ...
From $585 per night (USD)
VRBO
From $227 per night (USD)
Expedia
☀Beachfront Condo🌴Heated Pool🐬Great Location🐠Madeira Vista 406
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
**NOTICE: Guests may experience some construction noise during ongoing restoration. The Pool is open! Beach Access Open! ...
From $227 per night (USD)
Expedia
From $1450 per night (USD)
VRBO
Duo Dwellings, Views Galore
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Escape to paradise with our exclusive vacation rental offering two single-family homes, each boasting 3 bedrooms, 3 bath ...
From $1450 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Bayfront Madeira Beach Retreat | Pool, Sun & Sand
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Directly on Boca Ciega Bay | Walk to Archibald Beach | 2 Heated Pools | Screened Waterfront Balcony Wake up to beautifu ...
From $223 per night (USD)
Expedia
From $459 per night (USD)
VRBO
Two Full Condo Units for Larger Groups. Quick Walk to Beach. Pool. Activities. Fishing Dock.
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Perfect for larger families or groups traveling together, this beautifully remodeled two-unit ground-floor retreat offer ...
From $459 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Fantastic 3-bedroom house with walking distance to the serene Madeira Beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Stay comfortably in Madeira Beach at this 3-bedroom house. The bedrooms include a king bed, queen bed, bunk bed, and a f ...
From $461 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Your Gulf Coast Escape in Madeira Beach
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Sunset Beach Suites #1 Step into your perfect beach getaway at Sunset Beach Suites, just moments from the sugar-white sa ...
From $355 per night (USD)
VRBO
From $392 per night (USD)
Expedia
Coastal Comfort Just Steps from the Sand
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover your perfect beachside escape in this inviting ground-floor corner condo, located directly across from the sun- ...
From $392 per night (USD)
Expedia
From $370 per night (USD)
VRBO
Ground Floor Stunner Steps From the Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover your ultimate Gulf Coast getaway at this charming ground-floor beach hideaway, perfectly positioned just across ...
From $370 per night (USD)
VRBO
From $362 per night (USD)
Expedia
Ground Floor Amazingly Updated 1 Bedroom Just Steps to the Sand
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to your own slice of paradise! This cozy ground-floor retreat sits in a quiet, low-rise building just across the ...
From $362 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Ground-Floor Beach Retreat – Steps from Madeira Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to your perfect beach escape, located on the ground floor of a quiet, low-rise building just across the street f ...
From $357 per night (USD)
VRBO
From $370 per night (USD)
Expedia
Newly Renovated Coastal Retreat – Steps from Madeira Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience beachside bliss in this newly renovated second-floor retreat, perfectly located just across the street from t ...
From $370 per night (USD)
Expedia
From $437 per night (USD)
VRBO
🌴 Modern 2BR at Park Shore Suites | Steps to Madeira Beach | Courtyard & Grill 🌅
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to your dreamy beach escape—just a few sandy steps from the shimmering Gulf! This fully renovated 2-bedroom suit ...
From $437 per night (USD)
VRBO
From $352 per night (USD)
Expedia
🌴 Updated1BR at Park Shore Suites | Steps to Madeira Beach | Courtyard & Grill 🌅
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to your dreamy beach escape—just a few sandy steps from the shimmering Gulf! This fully renovated 1-bedroom suit ...
From $352 per night (USD)
Expedia
From $357 per night (USD)
VRBO
🌴 Modern 1BR at Park Shore Suites | Steps to Madeira Beach | Courtyard & Grill 🌅
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your dreamy beach escape—just a few sandy steps from the shimmering Gulf! This fully renovated 1-bedroom suit ...
From $357 per night (USD)
VRBO
From $371 per night (USD)
Expedia
Modern 1BR at Park Shore Suites | Steps to Madeira Beach | Courtyard & Grill
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your dreamy beach escape—just a few sandy steps from the shimmering Gulf! This fully renovated 1-bedroom suit ...
From $371 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Modern 2BR at Park Shore Suites | Walk to Madeira Beach | Courtyard & Grill
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to your dreamy beach escape—just a few sandy steps from the shimmering Gulf! This fully renovated 2-bedroom suit ...
From $410 per night (USD)
VRBO
From $371 per night (USD)
Expedia
Newly Updated 1BR at Park Shore Suites | Steps to Madeira Beach | Courtyard & Grill
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your dreamy beach escape—just a few sandy steps from the shimmering Gulf! This fully renovated 1-bedroom suit ...
From $371 per night (USD)
Expedia
From $349 per night (USD)
VRBO
🌞 Top-Floor Corner Suite | Steps to Madeira Beach | Sleeps 4 + Porch & Kitchen 🌴
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Your perfect beach retreat awaits! Nestled in a quiet, low-rise complex, this top-floor corner suite offers comfort, con ...
From $349 per night (USD)
VRBO
From $362 per night (USD)
Expedia
🌞 Top-Floor Corner Suite Across from Madeira Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your perfect beach retreat, nestled on the top floor of a quiet, low-rise complex. This bright and breezy cor ...
From $362 per night (USD)
Expedia
From $362 per night (USD)
VRBO
🌞 Top-Floor 1 Bedroom Suite Just Steps from Madeira Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your perfect beach retreat, perched on the top floor of a quiet, low-rise complex. This inviting suite featur ...
From $362 per night (USD)
VRBO
From $371 per night (USD)
Expedia
🌅 Steps to Madeira Beach Modern 1BR w/ Courtyard & Grill🌴
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your dreamy beach escape—just a few sandy steps from the shimmering Gulf! This modern 1-bedroom apartment, co ...
From $371 per night (USD)
Expedia
From $363 per night (USD)
VRBO
🌴 Modern 1BR at Park Shore Suites | Steps to Madeira Beach | Courtyard & Grill 🌅
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your dreamy beach escape—just a few sandy steps from the shimmering Gulf! This fully renovated 1-bedroom suit ...
From $363 per night (USD)
VRBO
From $416 per night (USD)
Expedia
🌴 Spacious Top-Floor Escape Across from Madeira Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to your ideal beach retreat, nestled on the top floor of a quiet, low-rise complex just steps from the sugar-whi ...
From $416 per night (USD)
Expedia
From $324 per night (USD)
VRBO
Beautiful Beachfront Condo at Arie Dam | Pool, Spa, Gulf Views
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
**Enjoy complimentary Beach Chairs and Umbrellas with every rental.** Beachfront 2BR/2BA at Arie Dam | Heated Pool, Gulf ...
From $324 per night (USD)
VRBO
From $138 per night (USD)
Expedia
Beach & Marina Condo in marvelous Madeira Beach.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Get ready to relax in this charming one-bedroom condo in Madeira Beach! Just a 4-minute walk to the beach, you’ll have e ...
From $138 per night (USD)
Expedia
From $1134 per night (USD)
VRBO
Sleeps 24-Beachfront Resort-Outdoor Pool 7BR
Bedrooms:
7
Bathrooms:
7
Sleeps:
24
Welcome to Gulf Madeira Beach 336 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. We ...
From $1134 per night (USD)
VRBO
From $520 per night (USD)
Expedia
King Bed-Step to Madeira Beach-Heated Pool-Private
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Gulf Madeira Beach 743 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. We ...
From $520 per night (USD)
Expedia
From $296 per night (USD)
VRBO
Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Gulf Madeira Beach 185 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. We ...
From $296 per night (USD)
VRBO
From $241 per night (USD)
Expedia
Queen Bed-Step 2 Madeira Beach-Heated Pool-Private
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Gulf Madeira Beach 989 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. We ...
From $241 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Steps to Beach, Heated Pool, Boutique Hotel Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Gulf Madeira Beach 155 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. Pl ...
From $231 per night (USD)
VRBO
From $247 per night (USD)
Expedia
King Bed-Step to Madeira Beach-Heated Pool-Private
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Gulf Madeira Beach 750 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. We ...
From $247 per night (USD)
Expedia
From $243 per night (USD)
VRBO
King Bed-Step to Madeira Beach-Heated Pool-Private
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Gulf Madeira Beach 456 by LuxuryLodgingSTR, the name guests can easily remember when planning their stay. We ...
From $243 per night (USD)
VRBO
From $288 per night (USD)
Expedia
Madeira Gulf Front Condo Ocean Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Relax and unwind at this beautifully updated 2-bedroom, 2-bathroom beachfront condo in the exclusive Kima Condos of Made ...
From $288 per night (USD)
Expedia
From $236 per night (USD)
VRBO
Beachfront 2BR with Large Gulf-View Balcony, Heated Pool, Hot Tub & Amazing Madeira Beach Sunsets.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy incredible Gulf views from this fourth-floor beachfront condo in the Ocean Sands building of Madeira Beach. With a ...
From $236 per night (USD)
VRBO
From $345 per night (USD)
Expedia
Updated 2-Level Madeira Beach Yacht Club Condo – Porch, Pool Access & Walk to the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Step into a bright, modern retreat perfectly situated for a relaxing Madeira Beach getaway. Located in the secure, gated ...
From $345 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Welcome to Mad Beach OctoEscape! The perfect getaway for all ages!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to **Mad Beach OctoEscape** — your playful, polished, and perfectly located Madeira Beach retreat! Featuring ou ...
From $225 per night (USD)
VRBO
From $279 per night (USD)
VRBO
Beachfront 3 bed 2 bath Condo with Wrap Around Balcony, Pool, and Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Spacious Direct Beachfront Condo with Wraparound Balcony – Sunrise & Sunset Views 3 Bedrooms | 2 Bathrooms | Sleeps 8 ...
From $279 per night (USD)
VRBO
From $234 per night (USD)
VRBO
Strollin' to Mad Beach Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Whether you're seeking sunny days on Madeira Beach or shopping and dining at John's Pass Village, this lovely poolside c ...
From $234 per night (USD)
VRBO
From $446 per night (USD)
Expedia
ON THE BEACH! 3-bedroom condo in fabulous Madeira Beach. Amazing views.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Get away from it all at this direct beach front 3-bedroom, 2 bath unit at Las Brisas Condos in sunny Madeira Beach. Larg ...
From $446 per night (USD)
Expedia
From $358 per night (USD)
VRBO
Beachfront 2BR/2BA Condo, Ocean Views, Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Wake up to the sound of waves and uninterrupted Gulf views in this beautifully updated 2-bedroom, 2-bath beachfront cond ...
From $358 per night (USD)
VRBO
From $191 per night (USD)
Expedia
2BR/2BA Madeira Beach Condo, 40 Yards to Beach, Heated Pool, Near John’s Pass.
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to your home away from home in Madeira Beach. This comfortable 2-bedroom, 2-bath condo is perfect for families o ...
From $191 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Arena de Madeira 201 - Gulf Front
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Experience the best of coastal living in this spacious 3-bedroom corner beachfront condo in Madeira Beach. With a wrapar ...
From $310 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Peaceful 1-bedroom apartment with AC near beautiful Madeira Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This memorable apartment is the perfect home base for your trip to Madeira Beach. Guests will enjoy a delightful space f ...
From $178 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Steps to Sea! Snowbird Escape in Madeira Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Perched on the shores of Madeira Beach, this stunning home offers a wrap-around view of the Gulf of Mexico that will tak ...
From $224 per night (USD)
VRBO
From $202 per night (USD)
Expedia
Beach View Large Balcony - Madeira Norte #408
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavailable during the const ...
From $202 per night (USD)
Expedia
From $347 per night (USD)
VRBO
Beachfront condo with pool and island vibes
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Sugar Sands D The Space: Welcome to Sugar Sands, a charming and intimate vacation treasure on the shores o ...
From $347 per night (USD)
VRBO
From $147 per night (USD)
VRBO
Paradice Madeira Beach 1/1
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Totally updated unit If you're looking for the perfect place to relax and enjoy an unforgettable vacation, you've come ...
From $147 per night (USD)
VRBO
From $168 per night (USD)
VRBO
Mad Beach Retreat | Sleeps 6| Pool
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Sleeps 6 in the heart of `Mad Beach`! 2BR/1BA , queen beds, Air mattress fast WiFi & access to a community pool. Steps f ...
From $168 per night (USD)
VRBO
From $1336 per night (USD)
Expedia
John’s Pass|Heated Pool+Hot Tub|360° Water Views|Across Beach|5 Floors|Elevator
Bedrooms:
8
Bathrooms:
9
Sleeps:
23
🏖️ John’s Pass Waterfront Villa | Sleeps 23 Adults | 360° Water Views + Multi-Level Decks • 🌅 Towers directly over hi ...
From $1336 per night (USD)
Expedia
From $233 per night (USD)
VRBO
☀Beachfront Condo🐬End Unit🍹Ocean Sands I-501🌴Heated Pool/Hot Tub🏖️Beach Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Top Reasons To Book This Madeira Beach Condo: * Beachfront, End Unit Condo on 5th Floor with Amazing Gulf and Beach Vie ...
From $233 per night (USD)
VRBO
From $233 per night (USD)
Expedia
Cozy 1-bedroom Madeira Beach Yacht Club condo, one block from the beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Located in Madeira Beach, this condo is located in the sought-after location of Madeira Beach Yacht Club and is the perf ...
From $233 per night (USD)
Expedia
From $321 per night (USD)
VRBO
🌴Beach Across the Street🐬Heated Pool/Hot Tub/Workout Room☀ Madeira Bay II #314
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Top Reasons To Book This Condo: * Beach Access Directly Across the Street – Easy access via a designated guest crosswa ...
From $321 per night (USD)
VRBO
From $553 per night (USD)
Expedia
Sea Breeze 702 | Modern Beachfront Luxury & Endless Gulf Front Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sea Breeze #702 – Modern Gulf-Front Luxury Experience breathtaking Gulf-front views from this completely reimagined top- ...
From $553 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Cozy Beachside Condo With Intracoastal Water Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Waterfront Madeira Beach Escape – Intracoastal Views & Resort-Style Amenities Welcome to your Happy Place at Madeira Be ...
From $182 per night (USD)
VRBO
From $356 per night (USD)
Expedia
🏠Single Family Home🏖️200ft to Beach Access🌴Sunset Paradise🐬Backyard Area
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Top Reasons to Book This Home: * Quick and Easy Walk to Beach Access - Only 200ft Away! * Single Family Home to Your ...
From $356 per night (USD)
Expedia
From $183 per night (USD)
VRBO
Cozy 1-bedroom on Gulf Blvd Madeira Beach, 5 min walk to John’s Pass
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Mad Beach Sunnyside condo is a great place to get away. Whether you are local or visiting from out of town, come enjoy ...
From $183 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Walk to Ocean! Couples Getaway in Madeira Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Quiet Neighborhood | Near Local Shops & Restaurants | 1 Mi to John's Pass Village Experience Madeira Beach’s coastal ch ...
From $178 per night (USD)
Expedia
From $287 per night (USD)
VRBO
“Sun, Sand & Spectacular Views Family-Friendly Madeira Beach Condo-Corner Unit
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your Madeira Beach happy place—where sunshine, salty air, and spectacular views set the tone for an unforgett ...
From $287 per night (USD)
VRBO
From $442 per night (USD)
Expedia
Waterfront 3-bedroom house in Madeira Beach with private pool, spa, & boat dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
This lovely 1960’s Madeira Beach home was thoughtfully designed by a professional designer and offers a comfortable retr ...
From $442 per night (USD)
Expedia
From $316 per night (USD)
VRBO
2-bedroom condo in adorable Madeira Beach with cool AC amazing view
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Your cozy getaway awaits in Madeira Beach at this brilliant condo. With two comfortable bedrooms featuring a king bed an ...
From $316 per night (USD)
VRBO
From $193 per night (USD)
VRBO
Cozy Chic & Modern 1-Bedroom condo -Steps to Sand - Sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly renovated and upgraded since the hurricane! 400 ft from Madeira Beach, enjoy what this 1-bedroom condo has to off ...
From $193 per night (USD)
VRBO
From $178 per night (USD)
VRBO
Spacious 2-bedroom condo with AC, walking distance to the beach, no pets.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Discover this 2-bedroom condo in Madeira Beach, which can accommodate six people. It features one queen bed and two twin ...
From $178 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Beach Front Near John's Pass - Sea Breeze #602
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Spacious 2-bedroom, 2-bathroom beachfront condo located in the sought-after Sea Breeze Condos on Madeira Beach. Perfectl ...
From $271 per night (USD)
Expedia
From $541 per night (USD)
VRBO
Seaside Sunset Haven
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Newly renovated 3 bedroom, 2 bathroom condo on beautiful Madeira Beach with stunning sunset views of the Gulf from the b ...
From $541 per night (USD)
VRBO
Click For Pricing
Expedia
Price Drop! Madeira Norte 416🌞Beachfront Condo🐬Private Balcony
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
***POOL CLOSURE - THE POOL WILL BE CLOSED BEGINNING MAY 1ST, 2026 - MORE EXTENSIVE REPAIRS ARE REQUIRED AND CURRENTLY TH ...
Click For Pricing
Expedia
From $399 per night (USD)
VRBO
501 Villa Madeira Beachfront 3BR/2 BA Condo w/ Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Boasting an unbeatable beachfront location in Madeira Beach, this beautifully updated 3-bedroom, 2-bathroom condo at Vil ...
From $399 per night (USD)
VRBO
From $316 per night (USD)
VRBO
Madeira Towers 402 Renovated Beachfront Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the ultimate beachfront escape at this stunning Gulf-front corner condo in the heart of Madeira Beach. Wake u ...
From $316 per night (USD)
VRBO
From $427 per night (USD)
VRBO
Sandy Shores 202 - Gulf Front 1 bedroom / 1 bath
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sandy Shores 202 is a Newly Renovated one bedroom/one bathroom gulf front condo located in Sandy Shores on the beautiful ...
From $427 per night (USD)
VRBO
From $388 per night (USD)
Expedia
Beachside Condo • Across to Johns Pass Village
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
NEWLY RENOVAED 2BD/2BA Located directly on the beach and just steps away from the vibrant Johns Pass Village, the Sandy ...
From $388 per night (USD)
Expedia
From $1004 per night (USD)
VRBO
Beach Flower 501 - Directly on the Beach | Luxury 3BR Condo | Epic Sunsets
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
*Please note the pool at Beach Flower is not yet operational. Welcome to your dream Gulf-front getaway in beautiful Mad ...
From $1004 per night (USD)
VRBO
From $241 per night (USD)
Expedia
NEW:Waterfront Condo at Madeira Beach MBYC
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to beautiful Madeira Beach! Whether you are taking time away from cold weather or planning a staycation getaway, ...
From $241 per night (USD)
Expedia
From $132 per night (USD)
VRBO
Calming Coastal Studio-Steps to Madeira Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Unwind in Madeira Beach at this adorable apartment. The space features one cozy bedroom with a queen bed, perfect for a ...
From $132 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Spacious 3-bedroom condo in beautiful Madeira Beach on the intercoastal!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Make yourself at home in this 3-bedroom Madeira Beach condo. The space features one king bed and two queen beds, comfort ...
From $397 per night (USD)
Expedia
From $368 per night (USD)
VRBO
🌴Sandy Shores #204 - Across from John's Pass, Pool, Gulf front!🌴
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
🌊 Welcome to Sandy Shores at John's Pass - Your Ultimate Beachfront Retreat! 🌊 Get ready to unwind and relax in paradi ...
From $368 per night (USD)
VRBO
From $282 per night (USD)
Expedia
2-bedroom condo in peaceful Madeira Beach with AC.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover this 2-bedroom condo in Madeira Beach. The space features a king bed, queen bed, and a full bed, perfect for a ...
From $282 per night (USD)
Expedia
From $526 per night (USD)
VRBO
SEAVIEW 204 3BR 2BA SPACIOUS BEACHFRONT BEAUTY
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beachfront beauty! Stay comfortably in Madeira Beach at our 3-bedroom condo. Our condo features a king bed, queen bed, b ...
From $526 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Modern & Quiet Oasis, 1 minute walk to the Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Dolphin, a chic, modern 1 bed / 1 bath beach bungalow just steps from the sugar-sand shores of Madeira Beach. ...
From $165 per night (USD)
Expedia
From $622 per night (USD)
VRBO
Luxury 4-Story Townhome with Heated Pool, Private Elevator, Rooftop Deck & Steps to Madeira Beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Welcome to Seahaven, a newly built coastal townhome perfect for families and groups looking for space, comfort, and an u ...
From $622 per night (USD)
VRBO
From $203 per night (USD)
VRBO
Waterfront 2-bed 2-bed Just a Short Walk from Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to this fully renovated 2-bedroom, 2-bath condo nestled along the Intracoastal Waterway, where comfort meets coa ...
From $203 per night (USD)
VRBO
From $639 per night (USD)
VRBO
Two Private Cottages with Heated Pool – Walk to Madeira Beach & John's Pass, Sleeps Eight
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Perfect for larger families, multiple couples, or friends traveling together, this unique combination at Island Paradise ...
From $639 per night (USD)
VRBO
From $318 per night (USD)
Expedia
Marina Luxe Waterfront Residence | Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your luxury waterfront escape in the heart of Madeira Beach. This newly constructed fourth-floor condo offers ...
From $318 per night (USD)
Expedia
From $434 per night (USD)
VRBO
1 Block to Beach! Boutique Condo at John’s Pass
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Dock Access On-Site | Near Fishing Charters | 10 Mi to St Pete Pier Grab your crew and head to the coast for an unforge ...
From $434 per night (USD)
VRBO
From $317 per night (USD)
Expedia
1 Block to John's Pass: Condo w/ Shared Dock!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Waterfront Suite | Walk to Beach, Dining & Shopping | Reserved Parking Spot Coastal charm meets unbeatable convenience ...
From $317 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Walk to Everything! John’s Pass Gem w/ Dock Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Shared Waterfront Patio | Beach Towels Provided | Close to Trolley Stop Wish your only commute was a 2-block stroll to ...
From $310 per night (USD)
VRBO
From $310 per night (USD)
Expedia
Walk to Beach + John’s Pass: Waterfront Gem!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Dock Access On-Site | Shared Patio | Near Fishing Charters Sun-drenched days and salty breezes await the ‘Sea Shell’ va ...
From $310 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Waterside Retreat! Boutique Condo in Madeira Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Walk to John’s Pass Village | 1 Block to Beach | Near Boat & Kayak Rentals Hook the perfect Southwest Florida getaway a ...
From $310 per night (USD)
VRBO
From $384 per night (USD)
Expedia
Private Elevator, Spectacular Pool & Marina Views, Steps to Madeira Beach & John's Pass Village
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to a truly one-of-a-kind vacation experience in the heart of Madeira Beach. Originally designed as the building' ...
From $384 per night (USD)
Expedia
From $1495 per night (USD)
VRBO
Spacious Oceanfront 6-bedroom 2 condo combo in superb Madeira Beach on the Beach
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Welcome to this pleasant dual condo combo in Madeira Beach. With six bedrooms featuring a mix of king, queen, bunk, and ...
From $1495 per night (USD)
VRBO
From $318 per night (USD)
Expedia
✨ 2BR/2BA Condo — Stylish Comfort, Resort Amenities, Right on the Beach, Collwood #202
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your luxury home on the Gulf — a privately owned 2‑bedroom, 2‑bath condominium offering the perfect blend of ...
From $318 per night (USD)
Expedia
From $153 per night (USD)
VRBO
Coastal Comfort at Madeira Beach Yacht Club #175A
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to your Madeira Beach getaway! This comfortable 1-bedroom, 1-bath condo at Madeira Beach Yacht Club offers ever ...
From $153 per night (USD)
VRBO
From $385 per night (USD)
Expedia
Beach Front 3 Bedroom - Beach Place #507
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Beach Place #507, a beautiful beachfront condo in Madeira Beach, Florida, offering everything you need for a ...
From $385 per night (USD)
Expedia

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