
Madeira Beach Rentals

- From $372 per night (USD)
VRBO
3b 2b Direct Beach Front Top Floor Corner
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place #506 - Please note: The elevator in this building is scheduled to be out of service for maintenance starting ...
From $372 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Madeira Beach Tropic Breeze Unit 12 Second Floor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The second floor is a Gulf and pool view condo with one bedroom and one bathroom. Sleeps two in a king-size bed in the b ...
From $194 per night (USD)Expedia
- From $280 per night (USD)
VRBO
3b 2.5b Luxury at The Harbor Condos
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury 3 bedroom 2.5 bath waterfront condominium, newly constructed in 2023. This condo has a split floor plan with one ...
From $280 per night (USD)VRBO
- From $343 per night (USD)
Expedia
Gulf Front Oasis with Dual Balconies, Heated Pool & Stunning Sunset Views in Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your perfect beachfront retreat in beautiful Madeira Beach! This two-bedroom condo offers breathtaking ocean ...
From $343 per night (USD)Expedia
- From $370 per night (USD)
VRBO
Bright, beachy & luxurious 3-bedroom condo with 3 full baths for every room.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Pool, elevator and beach are in full swing! Quiet END UNIT in newer building with everything you could possibly need a ...
From $370 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Beachfront Bliss: Upgraded 2BR/2BA Condo with Gulf Views, Pool & Sunset Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Discover the perfect retreat for your next Florida getaway in this upgraded 2-bedroom, 2-bathroom condo, where the sand, ...
From $250 per night (USD)Expedia
- From $256 per night (USD)
VRBO
Updated Top-Floor Beachfront Condo with Heated Pool, Views, and Steps to John’s Pass Village!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the ultimate coastal retreat in this top-floor, two-bedroom, two-bath condo located in Sandy Shores, a beachf ...
From $256 per night (USD)VRBO
- From $233 per night (USD)
Expedia
Studio apartment directly on the beach with private heated pool.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Perfect cozy and romantic place, where you can see sunrise and sunset from the comfort of your bed. Private heated pool ...
From $233 per night (USD)Expedia
- From $151 per night (USD)
VRBO
🏖️Steps to Beach-Gulf Views-Private Balcony🌞Heated Pool-La Coquina 102🌴
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to Book this Condo: * Private Balcony with Gulf Views * Across the Street from the Beach * Onsite Heate ...
From $151 per night (USD)VRBO
- From $409 per night (USD)
VRBO
OCEAN SANDS: Beach Condo with a view in the heart of Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Ocean Sands Unit 1006! For those looking for fun and relaxation, look no further than Ocean Sands. Ocean Sand ...
From $409 per night (USD)VRBO
- From $245 per night (USD)
VRBO
Cute & Cozy Beach Condo With Stunning Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our cute and cozy beach condo nestled in the heart of Madeira Beach. Whether you're visiting for business or ...
From $245 per night (USD)VRBO
- From $323 per night (USD)
Expedia
☀Short Walk to Beach🌊 Marina Views🐬Large Private Balcony🌴Walk to Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Top Reasons to Book this Beautiful Condo: * Stunning Views of the Marina * Beautiful, Modern Finishes and Updates ...
From $323 per night (USD)Expedia
- From $427 per night (USD)
VRBO
🌟 Las Brisas #504 — Modernized 3BR Gulf Front Condo with Balcony & Sleeps 12
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Las Brisas #504 is a beautifully appointed three-bedroom, two-bathroom condo, considerably updated and modernized in 202 ...
From $427 per night (USD)VRBO
- From $263 per night (USD)
Expedia
Newly Renovated Condo with heated Pool. Steps from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your perfect beach getaway along the Gulf Coast. Our newly renovated condo offers comfort, convenience, and s ...
From $263 per night (USD)Expedia
- From $433 per night (USD)
VRBO
Newly Remodeled 2/2 Gulf Front Corner Condo with Amazing Balcony Living Space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Your Madeira Beach adventure begins at this 2-bedroom/2-bath 1225sf gulf front corner condo with an amazing 750sf balcon ...
From $433 per night (USD)VRBO
- From $333 per night (USD)
Expedia
Beach Condo at John's Pass
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This 2-bedroom condo in Madeira Beach is perfect for your escape to the sunshine. With 1 king bed, 1 queen bed, and 1 tw ...
From $333 per night (USD)Expedia
- From $241 per night (USD)
VRBO
🌴 Coastal Escape at Madeira Bay Resort #310 – Stunning Marina Views & Steps from the Sand! 🌊
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
🌴 Coastal Escape at Madeira Bay Resort #310 – Stunning Views & Steps from the Beach! 🌊 Welcome to Madeira Bay Resort # ...
From $241 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Relax & Unwind Steps from the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this spacious 2-bedroom, 2-bath condo, just steps from the sand and a short 5-minute walk to the lively John's ...
From $206 per night (USD)Expedia
- From $218 per night (USD)
VRBO
🐾 Madeira Bay Resort #201 – Accessible, Pet-Friendly Comfort Near the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Madeira Bay Resort #201, a spacious one-bedroom, one-bathroom condo with a private balcony and a thoughtfully ...
From $218 per night (USD)VRBO
- From $245 per night (USD)
VRBO
The Harbor #303 - A local Life Property
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury beach living awaits at this new-construction waterfront condo, just 2 blocks to Mad Beach & all of the beach bars ...
From $245 per night (USD)VRBO
- From $666 per night (USD)
VRBO
🌊Across from Beach🍹Private Roof Top Deck🐬Heated Pool☀NEW Townhome-Azul C1
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Top Reasons to Book "Sol Retreat": * Brand New Townhome Professionally and Tastefully Designed * Easy Beach Across t ...
From $666 per night (USD)VRBO
- From $558 per night (USD)
Expedia
☀NEW Townhome🌴Azul A5🌊Acros from Beach🍹Private Roof Top Deck🐬Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Top Reasons to Book this Beautiful Townhome: * Brand New Townhouse with Modern Design and Amenities * 4 Floors Featu ...
From $558 per night (USD)Expedia
- From $1262 per night (USD)
VRBO
Lux Maderia Beachfront Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
A slice of Maderia beachfront! This stylish home is the perfect Lux stay for a group trip, retreat or romantic interlude ...
From $1262 per night (USD)VRBO
- From $409 per night (USD)
VRBO
Star of the Beach @Madeira Towers 3Bed 2 Bath Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A Direct Beachfront Corner Condo offering a unique view on life. Massive wrap around balcony lends incredible water and ...
From $409 per night (USD)VRBO
- Click For Pricing
VRBO
Beachfront Luxury Corner Unit with Gulf Views, Sunset Balcony, Year-Round Heated Pool for Relaxation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your dream getaway! This stunning top-floor corner unit is located directly on the beach in one of Madeira Be ...
Click For PricingVRBO
- From $665 per night (USD)
Expedia
⭐NEW Townhome🌊Steps to Beach🍹Roof Top Deck🐬Heated Pool🌴Seahaven at Azul
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Top Reasons to Book this Beautiful Townhome: * Newly Built in 2025 with Private Elevator * Rooftop Balcony with Vi ...
From $665 per night (USD)Expedia
- From $182 per night (USD)
VRBO
Charming 1BR/1.5BA Condo Steps from Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Charming One-Bedroom, One-and-a-Half-Bath Condo – Just Steps from Madeira Beach! Escape to paradise with this beautiful ...
From $182 per night (USD)VRBO
- From $957 per night (USD)
Expedia
Madeira Luxe Retreat
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to our stunning 5-bedroom, 4-bathroom townhouse, steps from the beach, perfectly located for a relaxing and luxu ...
From $957 per night (USD)Expedia
- From $545 per night (USD)
VRBO
Sunlit & colorful beach condo with pool, hot tub, & balcony - near shore & shops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
The Harbor 304 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $545 per night (USD)VRBO
- From $1090 per night (USD)
Expedia
The Commodore’s Quarters – Your Private Beachfront Escape for Families & Groups
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
Step into your own private slice of paradise at this stunning oceanfront duplex, perfectly situated on the pristine shor ...
From $1090 per night (USD)Expedia
- From $550 per night (USD)
VRBO
🌞New Build🌴Azul Townhome B3🏖️Across From Beach🐬Private Rooftop Deck
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Top Reasons to Book this AMAZING Townhome: * Brand New Build in 2025 * Easy Walk to Madeira Beach, Approx. 300ft * ...
From $550 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Chambre102- Beach View, Pool, Hot Tub, Walk to John's Pass!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachfront Paradise with Gulf Views – 2BR/2BA at Chambre #102 in Madeira Beach Welcome to Chambre #102 – your perfect b ...
From $260 per night (USD)Expedia
- From $239 per night (USD)
VRBO
Exquisite Private Rooftop Cabana
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your dream coastal escape — a brand new, luxury 3BR/3BA condo featuring one of the only private rooftops in t ...
From $239 per night (USD)VRBO
- From $342 per night (USD)
Expedia
Stunning 2BR Beachfront Condo with Gulf Views – Ocean Sands Unit 903
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stunning 2BR Beachfront Condo with Gulf Views – Ocean Sands Unit 903 🏖️🌊 Experience beachside bliss at Ocean Sands Uni ...
From $342 per night (USD)Expedia
- From $582 per night (USD)
VRBO
NEW|Across Beach|Heated Pool|Elevator|Games
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 15
🏖️ Sunset Cove | Sleeps 15 | Rooftop Oasis + Steps to Beach • ⛱️ 2-minute walk to Madeira Beach • 🍹 Private rooftop de ...
From $582 per night (USD)VRBO
- From $246 per night (USD)
Expedia
🏖️Steps to Beach🌞Bay and Marina Views🌴Heated Pool☀️Madeira Bay II/606
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Top Reasons to Book this Beautiful Condo: * 2 Private Balconies with Bay and Marina Views * Easy Beach Access Just A ...
From $246 per night (USD)Expedia
- From $311 per night (USD)
VRBO
BeachFront Condo - Madeira Beach - John's Pass - Heated Pool - Remodeled
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beachfront Condo with Stunning Sunset Views! Newly Renovated - Heated Pool Wake up to the sound of soothing waves and e ...
From $311 per night (USD)VRBO
- From $193 per night (USD)
Expedia
Charming 2-bedroom, 1.5-bath condo located on the intercoastal waterway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Madeira Beach, FL, this charming 2-bedroom, 1.5-bath condo offers the ideal blend of coastal rel ...
From $193 per night (USD)Expedia
- From $212 per night (USD)
VRBO
Sunset Beach Suites! - Suite 7
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The perfect beach retreat. Located in a small low-rise complex, this 2 bedroom suite is located on the top floor. Walk a ...
From $212 per night (USD)VRBO
- From $281 per night (USD)
Expedia
Elegant Madeira Beach Retreat. Gulf and Beach Views, Heated Pool & Prime Location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your coastal escape in one of Madeira Beach’s most prestigious beachfront buildings. This luxurious first-flo ...
From $281 per night (USD)Expedia
- From $242 per night (USD)
VRBO
Chambre 103- Beachfront, Pool, Hot Tub, Walk to John's Pass!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
☀️ Welcome to Chambre 103 – Beachfront Bliss in Madeira Beach ☀️ Relax, unwind, and enjoy the best of Florida's Gulf Coa ...
From $242 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Prime Location, Premium Condo. On the Beach. Heated Pool. Across from Johns Pass.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located directly on the beach and just steps away from the vibrant Johns Pass Village, the Sandy Shores building offers ...
From $260 per night (USD)Expedia
- From $226 per night (USD)
VRBO
Charming top floor, oceanfront 2-bedroom Condo in Marvelous Madeira Beach! Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in Madeira Beach, enjoy what this 2-bedroom condo has to offer. With 1 king bed, 1 queen bed, and a cozy living ...
From $226 per night (USD)VRBO
- From $220 per night (USD)
Expedia
🏖️Across from Beach🌴Private Balcony☀Heated Pool🐬Madeira Bay II - 309
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to Book this Beautiful Condo: * Easy Beach Access Just Across the Street, Approx. 300 ft * Onsite Heated ...
From $220 per night (USD)Expedia
- From $478 per night (USD)
VRBO
🏖️1 Block to Beach, Beautifully Updated-The Harbor Condo 308🏖️
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Top Reasons to Book this Beautiful Condo: * Prime Location, Just about 1 Block to Madeira Beach Public Beach * Bea ...
From $478 per night (USD)VRBO
- From $1162 per night (USD)
VRBO
3 Level Luxury Yacht, 3 Bedrooms With 3 Baths. Walking distance to the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Custom luxury 84 foot yacht. 3 Levels of comfort and convenience. All fully air conditioned. Sun deck with lounging in t ...
From $1162 per night (USD)VRBO
- From $619 per night (USD)
VRBO
🏖️Walk to Beach🌴Azul A4☀Private Rooftop Deck🐬Newly Built in 2025🌞
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Top Reasons to Book this Awesome Townhouse: * Newly Built in 2025 - Everything is Brand New! * 4 Story Townhouse wit ...
From $619 per night (USD)VRBO
- From $615 per night (USD)
Expedia
🌴New Build☀Azul A3🐬Private Rooftop Deck🏖️Close to Beach🏠4 Story Townhouse
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Top Reasons to Book this NEW Townhome: * Just Built and Everything is New! - 2025 * Easy Walk to Madeira Beach, App ...
From $615 per night (USD)Expedia
- From $359 per night (USD)
VRBO
3BR Beachfront Getaway LARGE Balcony – Steps to the Sand
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream beachfront escape! This 3-bedroom, 2-bathroom condo is situated right on the sand, offering breath ...
From $359 per night (USD)VRBO
- From $572 per night (USD)
Expedia
TIMEWARP 84 FOOT YACHT CLOSE TO THE BEACH CAN RELOCATE
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
One of a kind rental! This memorable place is anything but ordinary. There are few if any custom yachts like TIMEWARP av ...
From $572 per night (USD)Expedia
- From $395 per night (USD)
VRBO
Extra Special Beachfront Condo, Ready for the Family! Heated Pool. Exceptional Location.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your perfect beach getaway! This stunning three-bedroom corner condo in the heart of Madeira Beach offers bre ...
From $395 per night (USD)VRBO
- From $348 per night (USD)
Expedia
☀Beachfront Condo🐬Corner Unit🏖️Villa Madeira 501🍹Large, Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Elevators may experien ...
From $348 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Villa Madeira 303 beautiful 3br condo directly on the beach stunning gulf views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**Villa Madeira pool is now open! Pool area bathrooms are still being repaired from Hurricane Helene damage. There are ...
From $343 per night (USD)VRBO
- From $1545 per night (USD)
Expedia
☀2 Townhomes🌴Azul A3/A4🐬Great Location🏖️Close to Beach🍹Private Rooftop Decks
- Bedrooms:
- 8
- Bathrooms:
- 10
- Sleeps:
- 24
Top Reasons to Book the Sunrise and Sunset Townhomes: * 2 Townhomes Side by Side * Each Townhome has 4 Levels with ...
From $1545 per night (USD)Expedia
- Click For Pricing
VRBO
Oceanfront Loft w/ 2 Baths in Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Experience beachfront luxury at this stylish 1-bedroom loft in Madeira Beach. Perfect for couples or small families, it ...
Click For PricingVRBO
- From $570 per night (USD)
Expedia
Beachy Breeze in Madeira Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your beach vacation in our stylish, pool house located 1 block to the beautiful white sand beach of Madeira Beach! ...
From $570 per night (USD)Expedia
- From $558 per night (USD)
VRBO
Madeira Beach Beachside Retreat 5BR 4 BA Rooftop Hot Tub
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Escape to this Tulum-inspired luxury townhouse in Madeira Beach—just steps from the sand and a beautiful community pool. ...
From $558 per night (USD)VRBO
- Click For Pricing
Expedia
Beachfront 1BR w/ Balcony in Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to this cozy beachfront 1-bedroom apartment in Madeira Beach, perfect for couples or small families. Nestled alon ...
Click For PricingExpedia
- From $333 per night (USD)
VRBO
Modern Condo Near Beach + Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Dive into the perfect getaway at this spacious condo with a stunning pool just steps from your door! Whether you're swim ...
From $333 per night (USD)VRBO
- From $271 per night (USD)
Expedia
Hummingbird Cottage in Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Cozy beach cottage just 100 steps from an almost-private stretch of Madeira Beach! Features 2 bedrooms with queen beds, ...
From $271 per night (USD)Expedia
- From $392 per night (USD)
VRBO
Heated pool & walk to the beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your perfect beach escape! This fully furnished 4-bedroom, 2.5-bath home is all about laid-back luxury—just a ...
From $392 per night (USD)VRBO
- From $301 per night (USD)
Expedia
🌴Beachfront Condo🐬Sea Breeze 503🌞Private Balcony facing Beach☀
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to Book this Condo: * Beachfront Condo with direct views of the Gulf of Mexico * Heated Pool and Hot T ...
From $301 per night (USD)Expedia
- From $347 per night (USD)
VRBO
Oceanfront 3BR/2BA Condo in Madeira Beach – Steps to Sand & Stunning Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax in Style at Our Oceanfront 3BR Condo in Madeira Beach! Wake up to breathtaking ocean views in this beautifully dec ...
From $347 per night (USD)VRBO
- From $371 per night (USD)
Expedia
Boardwalk John's Pass | One Block from Gulf Shores
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Situated just one block from the picturesque Gulf shores and a short walk to the vibrant boardwalk of historic John's Pa ...
From $371 per night (USD)Expedia
- From $216 per night (USD)
VRBO
New Treasure Island Gem
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Situated just one block from the picturesque Gulf shores and a short walk to the vibrant boardwalk of historic John's Pa ...
From $216 per night (USD)VRBO
- From $425 per night (USD)
Expedia
This condominium is a 3 bedroom(s), 3 bathrooms, located in Madeira Beach, FL.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Make some memories at this unique and family-friendly place. Keyless entry to the home is provided via a digital kay pa ...
From $425 per night (USD)Expedia
- From $784 per night (USD)
VRBO
Beachside Bliss | Rooftop Gulf Views & Fun Vibes
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to your dream beach getaway! This brand-new luxury townhouse features 2 main suites, 3 additional bedrooms, and ...
From $784 per night (USD)VRBO
- From $353 per night (USD)
Expedia
Newly Remodeled Madeira Beach 1BR/2BA Retreat, Heated Pool, Walk to Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Steps from the Beach | Gulf Views | Heated Pool | Modern 1BR/2BA Retreat Your perfect beach escape begins at this beaut ...
From $353 per night (USD)Expedia
- From $1605 per night (USD)
VRBO
Sleeps 24! Steps to the Beach! Outdoor Pool Entire Resort
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 24
🏡 Welcome to your private resort escape, 6 West Beach Cottages, in the heart of Madeira Beach, where beachfront access ...
From $1605 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Gulf front with sunset views, heated pool, direct beach access, WIFI and WD
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Sunsets of Madeira Norte Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $299 per night (USD)Expedia
- From $231 per night (USD)
VRBO
🌴Madeira Beach House, Pets Welcome! One Block from the Sand! 🏖️
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
🌴 Charming 2BR Beach Cottage – Steps from the Sand! 🏖️ Welcome to your home away from home 🐚—a cozy 2-bedroom, 1-bat ...
From $231 per night (USD)VRBO
- From $424 per night (USD)
Expedia
Beachfront Retreat w/ Panoramic Views and Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy stunning ocean views from this beautiful 2-bedroom, 2-bathroom beachfront condo. Just steps from the sand, this mo ...
From $424 per night (USD)Expedia
- From $263 per night (USD)
VRBO
Coastal Breeze 3BR Steps 2 Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our spacious 3-bedroom home that sleeps up to 8 guests! Two rooms have full-size beds, and the third has a fu ...
From $263 per night (USD)VRBO
- From $182 per night (USD)
Expedia
Charming 1-bedroom apartment in enchanting Madeira Beach with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled steps from the sand, this charming 1BR beach cottage offers the perfect coastal escape. The property blends inti ...
From $182 per night (USD)Expedia
- From $163 per night (USD)
VRBO
Steps to Beach, Heated Pool, Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
🏡 Welcome to your serene beach escape located at the heart of Madeira Beach, Florida. This charming coastal retreat off ...
From $163 per night (USD)VRBO
- From $194 per night (USD)
Expedia
King Bed-Step to Madeira Beach-Heated Pool-Private
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
🏡 Welcome to your serene beach escape located at the heart of Madeira Beach, Florida. This charming coastal retreat off ...
From $194 per night (USD)Expedia
- From $237 per night (USD)
VRBO
Steps to Beach, Heated Pool, 2 Queen Beds, 2BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
🏡 Welcome to your serene beach escape located at the heart of Madeira Beach, Florida. This charming coastal retreat off ...
From $237 per night (USD)VRBO
- From $187 per night (USD)
Expedia
King Bed, Step to Madeira Beach, Heated Pool, Private
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
🏡 Welcome to your serene beach escape located at the heart of Madeira Beach, Florida. This charming coastal retreat off ...
From $187 per night (USD)Expedia
- From $189 per night (USD)
VRBO
King Bed-Step to Madeira Beach-Heated Pool-Private
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
🏡 Welcome to your serene beach escape located at the heart of Madeira Beach, Florida. This charming coastal retreat off ...
From $189 per night (USD)VRBO
- From $359 per night (USD)
Expedia
Cozy 2-bedroom condo on beach with balcony and side ocean views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome—your next relaxing getaway awaits! This recently renovated 2‑bedroom, 2‑bathcondo is designed for comfort and co ...
From $359 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Unwind in Beachfront Luxury at Ocean Sands. Prime Location, Stunning Views, and Resort-Style Comfort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your dream getaway in the exclusive Ocean Sands building on Madeira Beach! This high-floor beachfront condo o ...
From $255 per night (USD)VRBO
- From $138 per night (USD)
Expedia
Whole Condo sleeps 4+ With Pool across from Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Tropic Breezes Condo in Madeira Beach: Your Gulf Coast Getaway This beautifully redecorated second-floor 1-bedroom cond ...
From $138 per night (USD)Expedia
- From $1343 per night (USD)
VRBO
Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30
- Bedrooms:
- 8
- Bathrooms:
- 11
- Sleeps:
- 30
Welcome to Island Paradise Cottages — your own private retreat in the heart of Madeira Beach. This exclusive rental incl ...
From $1343 per night (USD)VRBO
- From $221 per night (USD)
Expedia
4-bedroom house in brilliant Madeira Beach steps to Gulf and John's Pass Village
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Live like a local this winter in our fully updated 4-bedroom beach retreat—just a 5-minute stroll to the sand and 2 bloc ...
From $221 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Cozy 2BR Madeira Home near Beach with Pool & Gym
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: 》Tap ❤️ Save and enjoy this gem near the beach! Your perfect Madeira Beach escape awaits. ✦ Beach access & stu ...
From $199 per night (USD)VRBO
- From $245 per night (USD)
Expedia
2BR Condo - Paradise Found Beach Front Complex! Miles of walkable Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This non-smoking, no pet, weekly rental, secure condominium unit in a charming community is located in a building direct ...
From $245 per night (USD)Expedia
- From $258 per night (USD)
VRBO
High End, Sky High Beach View! Spacious 1 BR at Ocean Sands
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the highly coveted Ocean Sands, perfectly situated right on the shores of Madeira Beach- where miles of white ...
From $258 per night (USD)VRBO
- From $555 per night (USD)
VRBO
GUESTS RAVE: \"The View!\" - Beachfront Gulf-Facing 9th-Floor Corner Unit!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the island living you have been dreaming of! Located on the 9th floor, This CORNER unit, direct ocean front, ...
From $555 per night (USD)VRBO
- From $159 per night (USD)
VRBO
Cozy Beach Getaway with Bikes included
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to paradise in Madeira Beach ! Welcome to our fully updated 1 bedroom condo, just steps from the soft, fluffy sa ...
From $159 per night (USD)VRBO
- From $287 per night (USD)
Expedia
MBR 502 - 😎 Pool, Hot tub, Gym, Steps to 🏖️ Beach & 🌴Johns Pass!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
🌅 Wake Up to Water Views from Every Room at MBR 502 — Your Vacation Paradise at Madeira Bay Resort Your dream vacation ...
From $287 per night (USD)Expedia
- From $223 per night (USD)
VRBO
🌴 Madeira Bay Resort #306 – Stylish Two-Bedroom Retreat in the Heart of Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #306, a beautifully furnished two-bedroom, two-bathroom condo with a private balcony overl ...
From $223 per night (USD)VRBO
- From $201 per night (USD)
Expedia
Park Shore Suites Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
🌅 Steps to Madeira Beach | Modern 1BR w/ Courtyard & Grill, Pets Welcome 🌴 Welcome to your dreamy, pet friendly, beac ...
From $201 per night (USD)Expedia
- From $202 per night (USD)
VRBO
Park Shore Suite 7! Steps to Madeira Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
🌅 Steps to Madeira Beach | Modern 1BR w/ Courtyard & Grill, Pets Welcome 🌴 Welcome to your dreamy, pet friendly, beac ...
From $202 per night (USD)VRBO
- From $295 per night (USD)
Expedia
🌊 Sea Breeze #506 Direct Gulf Front with Prime Madeira Beach Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze #506, a spacious 1,200 sq. ft. two-bedroom, two-bath condo designed for unforgettable beachfront l ...
From $295 per night (USD)Expedia
- Click For Pricing
VRBO
Mediterranean Villa looking for a snowbird couple!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come and spend a delightful winter in comfort and style in a two bedroom, two bath home with an office. This resort styl ...
Click For PricingVRBO
- From $208 per night (USD)
Expedia
Park Shore Suite 9 - Madeira Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kick back and relax in this calm, stylish space.
From $208 per night (USD)Expedia
- From $228 per night (USD)
VRBO
Ground-Floor Madeira Beach Condo, Pools, Marina, Walk to Sand, Shops, and Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Freshly remodeled from top to bottom, this inviting ground-floor condo blends coastal comfort with modern style, creatin ...
From $228 per night (USD)VRBO
- From $224 per night (USD)
Expedia
#302 The Collwood: 2 BR, 2 BA in Madeira Beach, Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Collwood #302, a privately owned and professionally managed Madeira Beach condo rental. This spacious two-bed ...
From $224 per night (USD)Expedia
- From $327 per night (USD)
VRBO
3 Bedroom 2 Bath Beach View #105 Beach Place Condos
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place #105 - Please note: The elevator in this building is scheduled to be out of service for maintenance starting ...
From $327 per night (USD)VRBO
- From $420 per night (USD)
Expedia
Luxury 3BR Waterfront Condo across from the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your cozy getaway awaits in Madeira Beach at this terrific condo. With 3 bedrooms including a king, queen, and bunk bed, ...
From $420 per night (USD)Expedia