Madeira Beach, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Madeira Beach, Florida on RentalSaver.com!

Madeira Beach Rentals

From $262 per night (USD)
VRBO
Trillium 4C Beach Front Condo with Private Balcony|Gorgeous Updates|Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
**NOTICE AS OF 9/26/25 - ELEVATOR CURRENTLY OUT OF SERVICE - NO ETA ON COMPLETION*** Stay more, SAVE more! We offer low ...
From $262 per night (USD)
VRBO
From $209 per night (USD)
VRBO
Madeira Beach Yacht Club 151H | Balcony, Pool + Hot Tub Access
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
**Due to recent hurricanes in Central Florida the small pool is temporarily closed and repairs are actively underway. Th ...
From $209 per night (USD)
VRBO
From $215 per night (USD)
VRBO
Beachfront Condo in Ocean Sands in Madeira Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Fully equipped updated studio right on the Gulf. This is a non-smoking unit, no smoking inside, no smoking outside on b ...
From $215 per night (USD)
VRBO
From $215 per night (USD)
Expedia
Villa Madeira 207 Paradise! So many updates in the awesome beach front condo!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $215 per night (USD)
Expedia
From $306 per night (USD)
VRBO
Penthouse Condo on the Beach with Amazing West and North Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Your condo is the corner unit located on the 10th floor (11 stories up) with beautiful views to the west and north. Dec ...
From $306 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Corner Unit Ocean Views - Shores of Madeira #501
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Shores of Madeira #501 - Please note that due to our hurricane season, there is no pool or patio at this time at The ...
From $178 per night (USD)
Expedia
From $328 per night (USD)
VRBO
Villa Madeira 404 Gorgeous Gulf Views|Many updates|Walk to John's Pass!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $328 per night (USD)
VRBO
From $264 per night (USD)
Expedia
Trillium 2C | Beautiful Updates | North Corner Condo |
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**NOTICE AS OF 9/26/25 - ELEVATOR CURRENTLY OUT OF SERVICE - NO ETA ON COMPLETION*** Stay more, SAVE more! We offer low ...
From $264 per night (USD)
Expedia
From $229 per night (USD)
VRBO
Villa Madeira 410 Spacious Corner Condo, Private Beachfront Balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $229 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Trillium 2A Desired South Corner
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**NOTICE AS OF 9/26/25 - ELEVATOR CURRENTLY OUT OF SERVICE - NO ETA ON COMPLETION*** Stay more, SAVE more! We offer low ...
From $251 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Reduced Pricing Thru End Of Year For 5-Star Beach Front Condo, Check 92 Reviews!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Imagine waking to the sound of the ocean from our 6th floor, beach-front condo! Right on Madeira Beach, our condo compl ...
From $221 per night (USD)
VRBO
From $277 per night (USD)
Expedia
Trillium 2B Beach View from ALL rooms|Very unique|Top location!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**NOTICE AS OF 9/26/25 - ELEVATOR CURRENTLY OUT OF SERVICE - NO ETA ON COMPLETION*** Stay more, SAVE more! We offer low ...
From $277 per night (USD)
Expedia
From $269 per night (USD)
VRBO
Trillium 1C Beach Front Condo with gorgeous updates and amazing view!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**NOTICE AS OF 9/26/25 - ELEVATOR CURRENTLY OUT OF SERVICE - NO ETA ON COMPLETION*** Stay more, SAVE more! We offer low ...
From $269 per night (USD)
VRBO
From $257 per night (USD)
Expedia
Trillium 4A Beach Front Condo with Private Balcony|Amazing Gulf Views|Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**NOTICE AS OF 9/26/25 - ELEVATOR CURRENTLY OUT OF SERVICE - NO ETA ON COMPLETION*** Stay more, SAVE more! We offer low ...
From $257 per night (USD)
Expedia
From $347 per night (USD)
VRBO
Villa Madeira 204 Beach Front|Walk to restaurants, shops, entertainment!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $347 per night (USD)
VRBO
From $316 per night (USD)
Expedia
Trillium 5B Beach Front, LR|both BR face Gulf, gorgeous updates, amazing view
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**NOTICE AS OF 9/26/25 - ELEVATOR CURRENTLY OUT OF SERVICE - NO ETA ON COMPLETION*** Stay more, SAVE more! We offer low ...
From $316 per night (USD)
Expedia
From $325 per night (USD)
VRBO
Villa Madeira 506 Amazing Updates|Great decor|Large Beach Front Balcony!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $325 per night (USD)
VRBO
From $285 per night (USD)
Expedia
Trillium 5A Beach Front Condo beautifully remodeled with amazing views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**NOTICE AS OF 9/26/25 - ELEVATOR CURRENTLY OUT OF SERVICE - NO ETA ON COMPLETION*** Stay more, SAVE more! We offer low ...
From $285 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Trillium 1B Completely remodeled, Beach Views from all rooms, top location!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**NOTICE AS OF 9/26/25 - ELEVATOR CURRENTLY OUT OF SERVICE - NO ETA ON COMPLETION*** Stay more, SAVE more! We offer low ...
From $246 per night (USD)
VRBO
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Expedia
Villa Madeira 301 South corner with huge wrap around balcony, simply amazing!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
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Expedia
From $258 per night (USD)
VRBO
Beachfront Spectacular! Heated Pool. Great Value. Family Friendly. Perfect Views.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Spend a week at this exceptional Madeira Beach location. Situated beachfront within easy walking distance to Johns Pass ...
From $258 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Wraparound Corner Balcony. Heated Pool. Direct Beachfront. Outstanding Views.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Enjoy the very best views this beachfront building has to offer, with a huge wraparound balcony overlooking the Gulf of ...
From $278 per night (USD)
Expedia
From $273 per night (USD)
VRBO
🌊 Madeira Bay Resort I #1706 – Gulf Views, Pet Friendly & Steps from the Shore
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience coastal comfort in Madeira Bay Resort I #1706, a brand-new two-bedroom, two-bathroom condo featuring a privat ...
From $273 per night (USD)
VRBO
From $222 per night (USD)
VRBO
Sunsets, Surf & Sand at beautiful beachfront condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Madeira Beach, FL, condo with large pool, hot tub, Tiki Bar, shuffleboard, lounge chairs, charcoal grill, covered parkin ...
From $222 per night (USD)
VRBO
Click For Pricing
VRBO
VACATION RETREAT Madeira Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cozy 1st floor 1 bedroom/1 bath of beach duplex is across the street from public access to sugar sand beaches and crysta ...
Click For Pricing
VRBO
From $432 per night (USD)
VRBO
Beautiful, Modern Beachfront Penthouse Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Stunning views greet you in the morning and colorful sunsets relax you each evening. Dolphins play, parasailers fly by, ...
From $432 per night (USD)
VRBO
From $192 per night (USD)
VRBO
TB10: Beautiful Madeira Beach 1 Bedroom 2nd Floor
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This second-floor newly decorated condo has a Gulf view and Free WiFi, Too! The unit sleeps six guests, and there are tw ...
From $192 per night (USD)
VRBO
From $198 per night (USD)
Expedia
Madeira Beach Condo near John's Pass
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
Luxury condominium just across the street from the beach 1 bedroom. And a Den with a window, that has been converted ...
From $198 per night (USD)
Expedia
From $239 per night (USD)
VRBO
Cozy Cottage on Mad Beach-Fully Renovated-Walk Across Gulf Blvd to the Beach!
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
Update: Cozy Cottage is currently under renovation due to devastation caused by Hurricane Helene in 2024. We anticipat ...
From $239 per night (USD)
VRBO
From $358 per night (USD)
Expedia
Luxurious 2BR/BA Beachfront Condo. Seaview
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
WE ARE FULLY RECOVERED AND REOPENED AFTER THE HURICANE. This exceptional CORNER UNIT is completely updated with high e ...
From $358 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Villa Madeira 305 Fresh Updates, Luxurious Beach Getaway!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $320 per night (USD)
VRBO
From $695 per night (USD)
Expedia
BRAND NEW LUXURY CONDO WITH HEATED POOL - 1 BLOCK FROM GULF W/ WATER VIEWS!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Introducing Solace at the Beach! Experience luxury in our newly-built 3BD/3BA condo, just steps away from the world's mo ...
From $695 per night (USD)
Expedia
From $214 per night (USD)
VRBO
GULF VIEWS
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
WE HAVE SEVERAL APARTMENTS AVAILABLE IN THE SAME BUILDING, GREAT FOR MULTIPLE GROUPS TRAVELING TOGETHER. CHECK OUT MY PR ...
From $214 per night (USD)
VRBO
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Expedia
STYLISH STAY AT OCEAN SANDS
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
ABOUT BREATHTAKING views of the Gulf of Mexico and beautiful beach from this posh 1BR/1.5BA condo located in the highly ...
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Expedia
From $201 per night (USD)
VRBO
COASTAL GETAWAY !!!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
WE HAVE SEVERAL APARTMENTS AVAILABLE IN THE SAME BUILDING, GREAT FOR MULTIPLE GROUPS TRAVELING TOGETHER. CHECK OUT MY PR ...
From $201 per night (USD)
VRBO
From $278 per night (USD)
VRBO
WATERFRONT -Madeira Beach Yacht Club 2 BR 1 Bath Condo, on Florida- Intercoastal
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
2- BR 1- Bath - Unit 329 #E Medallion Blvd. * Clean * Comfortably furnished Condo. This is a recently remodeled 2nd f ...
From $278 per night (USD)
VRBO
From $235 per night (USD)
VRBO
All Updated, Great Location. Quiet and Private Building in Central Madeira Beach. Beach Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The La Coquina building in central Madeira Beach gives you some of the best values in a beach vacation spot. Located ne ...
From $235 per night (USD)
VRBO
From $176 per night (USD)
VRBO
UPDATED, CHARMING BEACH COTTAGE STYLED CONDO ON MADEIRA BEACH!
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Fantastic, updated, spacious town home "cottage styled" condo located inside the gates of The Madeira Beach Yacht Club o ...
From $176 per night (USD)
VRBO
From $594 per night (USD)
VRBO
Luxury Beach Escape near John's Pass - Seaview #403
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beachfront Paradise Awaits You! Welcome to your slice of heaven on the golden sands of Madeira Beach! Watch the playful ...
From $594 per night (USD)
VRBO
From $404 per night (USD)
Expedia
Direct Beachfront - Ocean Views - Las Brisas #103
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Las Brisas #103 - You won't be disappointed with this wonderful beachfront 3 bedroom, 2 bathroom vacation retreat locat ...
From $404 per night (USD)
Expedia
From $264 per night (USD)
VRBO
8th Floor End Unit directly on Madeira Beach- Walkable to Eats & More!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Welcome to Ocean Sands Condos located directly on beautiful Madeira Beach and the Gulf of Mexico! This meticulously ma ...
From $264 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Madeira Del Mar 305 - Stunning Luxury Condo, Steps From The Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $308 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Trillium 3A Amazing and luxurious updates, beach front with breathtaking views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**NOTICE AS OF 9/26/25 - ELEVATOR CURRENTLY OUT OF SERVICE - NO ETA ON COMPLETION*** Top Reasons to book: • You’ll l ...
From $327 per night (USD)
VRBO
From $306 per night (USD)
Expedia
Accepting bookings .Amazing view. No owner booking fee
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
*Contactless entry. * Please note, All beach front facilities were impacted by hurricanes. Facility is completely funct ...
From $306 per night (USD)
Expedia
From $288 per night (USD)
VRBO
Villa Madeira 609 | Beach FRONT|Walk to John's Pass!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $288 per night (USD)
VRBO
From $520 per night (USD)
Expedia
Welcome to Seaview #103, Steps to Sand, Miles from Stress!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Seaview #103 – Oceanfront Madeira Beach Getaway Welcome to Seaview #103, your perfect beach destination! This beautifu ...
From $520 per night (USD)
Expedia
From $235 per night (USD)
VRBO
1B/1BA Prime Location to Johns Pass/Beach/Shopping!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy Steps away from JOHNS PASS, literally! This quaint turn-of-the-century fishing village in a huge attraction for lo ...
From $235 per night (USD)
VRBO
From $170 per night (USD)
VRBO
Walk to Madeira Beach: Family Resort Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Resting across the street from sand and surf, this 1-bed, 1-bath vacation rental is a great home base for families and f ...
From $170 per night (USD)
VRBO
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VRBO
Brand new 3-bedroom beach house
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Kick back and relax in a brand new beach house with an open floor plan with modern touches throughout. Easy 3 minute wal ...
Click For Pricing
VRBO
From $202 per night (USD)
Expedia
Madeira Beach Cozy 1-Bedroom Second-Floor Condo at Tropic Breeze #17
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience Relaxation at Tropic Breezes Condo in Madeira Beach Escape to a beautifully redecorated second-floor condo a ...
From $202 per night (USD)
Expedia
From $454 per night (USD)
VRBO
Luxury Beach Condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to our brand-new, spacious, 3BR/3BA beach condo, just steps away from the sand. **We survived the hurricanes. N ...
From $454 per night (USD)
VRBO
From $418 per night (USD)
Expedia
Exclusive PENTHOUSE Footsteps from Madeira Beach! 3BR/3BA with a Heated Pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Welcome to Bella Vita (Italian for the good life), Madeira’s most luxurious condo. Our family’s rare Penthouse boasts an ...
From $418 per night (USD)
Expedia
From $199 per night (USD)
VRBO
UPDATED ONE BEDROOM, WATERFRONT CONDO IN THE FABULOUS MADEIRA BEACH YACHT CLUB
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
UPDATED ONE BEDROOM, WATERFRONT CONDO IN THE FABULOUS MADEIRA BEACH YACHT CLUB COMMUNITY. Perfect location for your dre ...
From $199 per night (USD)
VRBO
From $223 per night (USD)
Expedia
4th Floor spacious 2 BR, 2 BA w/ spectacular views of Boca Ciega Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Easiest Way to Get Away: 1.) Book & Pay online here on this website (7+ nights 5%, 28+ nights 10% discount automaticall ...
From $223 per night (USD)
Expedia
From $232 per night (USD)
VRBO
La Coquina 306: Beachside Comfort - 2BD/2BA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Coastal retreat! This top-floor, end-unit condo offers a slice of paradise with unobstructed beach views that will take ...
From $232 per night (USD)
VRBO
From $364 per night (USD)
Expedia
Centrally-located Beach House with direct access to a secluded beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Your family will be close to everything when you stay at this centrally-located place. Short walk to world-famous John's ...
From $364 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Madeira Beach 2BR/1.5B with Boat Slip
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Please note that due to Hurricane Helene not all amenities are available at this time. However, both pools ARE open! ...
From $214 per night (USD)
VRBO
From $272 per night (USD)
VRBO
Coastal Madeira Beach Condo - Walk to Gulf!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Take a trip to coastal Florida for sunny days on the beach and plenty of community amenities when you stay at this Madei ...
From $272 per night (USD)
VRBO
From $317 per night (USD)
VRBO
Waterfront Home Gulf view 100 steps to Beach very private Close to everything.
Bedrooms:
2
Bathrooms:
3
Sleeps:
2
This house is the perfect slice of paradise location location location the home is located on Boca ciega Bay Intercoasta ...
From $317 per night (USD)
VRBO
From $235 per night (USD)
VRBO
Walk to Madeira Beach: Coastal Condo w/ Balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Book your next Gulf Coast getaway at this charming Madeira Beach condo. Boasting an ocean-themed interior, a fully equip ...
From $235 per night (USD)
VRBO
From $403 per night (USD)
VRBO
Stunning 3 bedroom 2 bath at Madeira Sands
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
A gut-renovated custom designed 3 bedroom, 2 bath in the coveted Madeira Sands Condominium is available for a minimum of ...
From $403 per night (USD)
VRBO
From $204 per night (USD)
Expedia
Madeira Bay Resort I 1504 NEW, amazing Gulf Beach view in top location!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $204 per night (USD)
Expedia
From $471 per night (USD)
VRBO
**2 bedroom/2 bath- Brand New Madeira Beach condo steps from John’s Pass
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2 bed/ 2 bath brand new condo on Madeira Beach steps from John’s Pass restaurants and entertainment. 1 king bed (Maste ...
From $471 per night (USD)
VRBO
From $230 per night (USD)
Expedia
Snowbird-friendly, waterfront condo with WiFi, central AC, washer/dryer, & pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Dockside Destiny Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $230 per night (USD)
Expedia
From $232 per night (USD)
VRBO
Water-view condo with balcony, grill, pool, hot tub, & sauna - walk to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Madeira Beach Yacht Club 169 #G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $232 per night (USD)
VRBO
From $381 per night (USD)
Expedia
Villa Madeira 402 | Beach front | Breathtaking Views | Gorgeous Updates!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $381 per night (USD)
Expedia
From $311 per night (USD)
VRBO
Tropical Oasis Directly on the Gulf!~ OS608
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome To Ocean Sands 608 This beautiful 2-bedroom 2-bathroom condo sleeps 6. The primary bedroom has a k ...
From $311 per night (USD)
VRBO
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Expedia
Great family vacation destination Townhome with private double car garage~
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Lone Palm in Mad Beach This updated 4-bedroom 3 1/2 bath townhouse is located in Madeira Beach ...
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Expedia
From $306 per night (USD)
VRBO
Gulf Front Corner Unit & Million Dollar Views~ Chb305
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome To Chambre 305 This brightly furnished, 2-bedroom and 2-bathroom condo sleeps 6 and has a fully equ ...
From $306 per night (USD)
VRBO
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Expedia
Amazing Location for the Perfect Vacation!~ 1 bedroom sleeps 4 MP410
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome To Madeira Place 410 The Gulf of Mexico is directly across the street! You will have access to the ...
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Expedia
From $496 per night (USD)
VRBO
REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Be the first to book a stay at Sea Breeze Condominium #404, a spacious 2BR, 2Bath renovated unit (August 2023) which com ...
From $496 per night (USD)
VRBO
From $109 per night (USD)
Expedia
2 min walk to beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cozy 1/1 on second floor. just a few minutes walk to beach. Small condo building with only 9 units. On-site laundry and ...
From $109 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Beautiful water views at the Skyline Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This beautiful fully equipped condo has beautiful water views of the Boca Ciega Bay and marina, located in the Skyline R ...
From $214 per night (USD)
VRBO
From $281 per night (USD)
Expedia
1st-floor, beachfront condo with 2 kayaks & outdoor pool - dog-friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sugar Sands A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $281 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Extraordinary Gulf front condo w/screened-in balcony, W/D, AC, pool, pool spa
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Arie Dam 201 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $410 per night (USD)
VRBO
From $828 per night (USD)
Expedia
Beachfront penthouse with pool, great views & pool table
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Sugar Sands C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $828 per night (USD)
Expedia
From $393 per night (USD)
VRBO
Beautiful oceanfront condo in Madeira Beach w/balcony & pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Arie Dam 102 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $393 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Beach-chic condo across from beach, close to John’s Pass - on-site pool, dogs ok
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Madeira del Mar 303 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $378 per night (USD)
Expedia
From $222 per night (USD)
VRBO
Top-floor, beachfront condo with Gulf views, balcony, pool, hot tub & bocce
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sea Breeze 705 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $222 per night (USD)
VRBO
From $255 per night (USD)
Expedia
Upscale, beachfront condo with dual balconies, Gulf view, pool, hot tub & bocce
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sea Breeze 608 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $255 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Madeira Norte - The Perfect Beachfront Escape
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to your slice of paradise! This beautifully updated 2-bedroom, 1.5-bath condo is located directly on the beach a ...
From $310 per night (USD)
VRBO
From $380 per night (USD)
Expedia
Villa Madeira #605 3 Bedroom 2 Bath Unit WIFI
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
*Construction work in the parking lot* *POOL IS OPEN, POOL BATHROOMS ARE CLOSED* Absolutely magnificent 3 bedroom 2 ba ...
From $380 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Peaceful beachfront escape w/private balcony, heated pool, pool spa, BBQ grills
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Arie Dam 403 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $387 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Beautiful Madeira Yacht Club Beach Condo-1BR/ 1.5BA. Sleeps 4 comfortably!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
ACCOMODATIONS: Steps away from the beach and your toes touching the sand! Enjoy leisurely afternoon strolls around the b ...
From $182 per night (USD)
Expedia
From $344 per night (USD)
VRBO
Newly renovated condo w/private balcony, gas grill, & on-site heated pool, AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach Place 1-404 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $344 per night (USD)
VRBO
From $231 per night (USD)
Expedia
Intracoastal-view condo with pool, hot tub & marina access - walk to beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Madeira Bay Resort 509 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $231 per night (USD)
Expedia
From $255 per night (USD)
VRBO
Waterfront condo with marina views - walk to John’s Pass
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Madeira Bay Resort 508 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $255 per night (USD)
VRBO
From $291 per night (USD)
Expedia
AMAZING SEASIDE GETAWAY. PRIVATE BEACH, JUST YOU and the SEA LIFE. GO HOME NEW.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
THE Newly Updated “SUNGLOW SEASIDE” ( was Sunglow Condo Apts) IN BEAUTIFUL DOWNTOWN MADEIRA BEACH HAS EVERYTHING AVAILA ...
From $291 per night (USD)
Expedia
From $296 per night (USD)
VRBO
Large unit in Beach Front Complex
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sandy Shores #109 - Two Bedroom Two Bath condo with balcony and garden view. #109 Located in Sandy Shores, a beautifully ...
From $296 per night (USD)
VRBO
From $364 per night (USD)
Expedia
1st-floor, beachfront condo with outdoor pool with views, AC & W/D
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Sugar Sands B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $364 per night (USD)
Expedia
From $312 per night (USD)
VRBO
Beautiful corner condo w/ample balcony, beach views, W/D, heated pool, pool spa
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Arie Dam 301 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $312 per night (USD)
VRBO
From $150 per night (USD)
Expedia
Madeira Beach Condo Steps from the Gulf
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
** Not impacted by Hurricane Idalia ** Madeira Beach has been a sought out destination for decades. Enjoy an amazing cu ...
From $150 per night (USD)
Expedia
From $403 per night (USD)
VRBO
Top floor beachfront condo. Incredibly Spacious. Overlooking the best beach in Florida!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
When you look for the perfect beachfront vacation spot for your family, this is the place. Setup for larger families (o ...
From $403 per night (USD)
VRBO
From $281 per night (USD)
Expedia
Bay front condo, shared pool and hot tub right next to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Bay Front Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $281 per night (USD)
Expedia
From $357 per night (USD)
VRBO
🌊 Madeira Bay Resort I #1602 – Gulf View Family Retreat in the Heart of Madeira Beach ~ Walk to John's Pass
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Madeira Bay Resort I #1602, a two-bedroom, two-bathroom coastal haven offering breathtaking views of the Gulf ...
From $357 per night (USD)
VRBO
From $407 per night (USD)
Expedia
Top floor beachfront unit at premier building
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This top floor condo will leave you breathless from the moment you arrive. The entire unit has been tastefully renovate ...
From $407 per night (USD)
Expedia
From $195 per night (USD)
VRBO
Madeira Bay Resort I 1505 NEW Complex with a Breathtaking Bayfront View!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $195 per night (USD)
VRBO
From $187 per night (USD)
Expedia
Walk to Everything, Beach Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You'll love this one bedroom condo in the Madeira Beach Yacht Club. 2 pools/jacuzzi, fishing piers, free parking, clubh ...
From $187 per night (USD)
Expedia
From $272 per night (USD)
VRBO
PRIVACY, RELAX with the DOLPHINS at the SEASIDE,no people. LOUNGERS & UMBRELLA,
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
MADEIRA BEACH. TOTAL PRIVACY at SUNGLOW SEASIDE IS A RARE in TOWN PROPERTY FIND.. SLEEPS 4. THIS GROUND FLOOR END UNIT ...
From $272 per night (USD)
VRBO
From $232 per night (USD)
VRBO
Madeira Towers 802 Renovated Beachfront Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Construction Notice 'Updated 7/13/2025': Please be aware that through September 1st, there will be ongoing building cons ...
From $232 per night (USD)
VRBO

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