Madeira Beach Rentals
From $269 per night (USD)VRBO
🌞Directly on the Beach🌴Trillium 2A🌊 Sunset Views🍹Heated Pool Onsite
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons To Book This Beachfront Condo: * Beautiful and Spacious Condo Directly on Madeira Beach * 3 Balconies - ...
From $269 per night (USD)VRBO
From $303 per night (USD)Expedia
Trillium 2B Beach View from ALL rooms|Very unique|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 $303 per night (USD)Expedia
From $271 per night (USD)VRBO
Trillium 1C Beach Front Condo with gorgeous updates and amazing 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 $271 per night (USD)VRBO
From $287 per night (USD)Expedia
Trillium 4A Beach Front Condo with Private Balcony|Amazing Gulf Views|Pool!
- 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 $287 per night (USD)Expedia
From $406 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 $406 per night (USD)VRBO
From $259 per night (USD)Expedia
Trillium 5B Beach Front, LR|both BR face Gulf, gorgeous updates, amazing 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 $259 per night (USD)Expedia
From $288 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 $288 per night (USD)VRBO
From $274 per night (USD)Expedia
Trillium 5A Beach Front Condo beautifully remodeled with amazing views!
- 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 $274 per night (USD)Expedia
From $264 per night (USD)VRBO
Trillium 1B Completely remodeled, Beach Views from all rooms, 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 $264 per night (USD)VRBO
From $268 per night (USD)Expedia
Wrap Around Balcony - Beach front - Villa Madeira 301
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Top Reasons to Book: • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico. • Shared covere ...
From $268 per night (USD)Expedia
From $301 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 $301 per night (USD)VRBO
From $276 per night (USD)Expedia
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 $276 per night (USD)Expedia
From $243 per night (USD)VRBO
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 $243 per night (USD)VRBO
From $405 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 $405 per night (USD)Expedia
From $278 per night (USD)VRBO
Villa Madeira 305 Fresh Updates, Luxurious Beach Getaway!
- 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 $278 per night (USD)VRBO
From $344 per night (USD)Expedia
Stylish Stay At Ocean Sands
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: FULL REFUND FOR HURRICANE CANCELATION BREATHTAKING views of the Gulf of Mexico and beautiful beach from this ...
From $344 per night (USD)Expedia
From $281 per night (USD)VRBO
Updated Condo with Private Balcony and Beach Views! Pool, Across From the Beach, Near Dining/Shops
- 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 $281 per night (USD)VRBO
From $335 per night (USD)VRBO
UNIT 411 Beautiful View of Marina. Beach and John's Pass Boardwalk a short walk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
WE ARE DESIGNATED A FIVE STAR PREMIER PARTNER BY VRBO/HOMEAWAY. GREAT CONDO! A COUPLE MINUTES WALK TO THE BEACH AND 5 ...
From $335 per night (USD)VRBO
From $433 per night (USD)VRBO
Madeira Del Mar 305 - Stunning Luxury Condo, Steps From The Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Top reasons to book: • Don’t forget your fur baby! This unit is dog friendly (restrictions and fees apply). • Onsite ...
From $433 per night (USD)VRBO
From $333 per night (USD)Expedia
Accepting bookings .Amazing view. Family friendly with amenities.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
*Contactless entry. * All hurricane new construction completed! * We are a non-smoking property. See for yourself why ...
From $333 per night (USD)Expedia
From $241 per night (USD)VRBO
Villa Madeira 609 | Beach FRONT|Walk to John's Pass!
- Bedrooms:
- 2
- 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 $241 per night (USD)VRBO
From $188 per night (USD)Expedia
Walk to John's Pass Village! Sunny Coastal Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Short Walk to Madeira Beach | Ideal Location By Shops & Dining | Well-Equipped Kitchen Experience pure paradise across ...
From $188 per night (USD)Expedia
From $207 per night (USD)VRBO
BEST BEACH DEALS! Beautiful Beach Front Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This Kima unit has a beautiful sought after 2 bedroom 2 bathroom gulf front condo. Enjoy the gulf view and flat screen t ...
From $207 per night (USD)VRBO
From $189 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 $189 per night (USD)Expedia
From $392 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 $392 per night (USD)VRBO
From $409 per night (USD)Expedia
Luxury Madeira Beach Penthouse - Water Views • Heated Pool • Near John’s Pass
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
🌴 Why You’ll Love Bella Vita ✅ Rare luxury penthouse unit in Madeira Beach ✅ Panoramic Gulf of Mexico & Intracoastal W ...
From $409 per night (USD)Expedia
From $215 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 $215 per night (USD)VRBO
From $248 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 $248 per night (USD)Expedia
From $249 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 $249 per night (USD)VRBO
From $341 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 $341 per night (USD)Expedia
From $216 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 $216 per night (USD)VRBO
From $491 per night (USD)Expedia
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 $491 per night (USD)Expedia
From $154 per night (USD)VRBO
Couples Beach Retreat • 5 Min Walk to Madeira Beach. Private Backyard
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Flipper's Mad Beach Cottage is the perfect escape to your own private Madeira Beach retreat just a 5-minute walk from th ...
From $154 per night (USD)VRBO
From $303 per night (USD)Expedia
Villa Madeira #605 3 Bedroom 2 Bath Unit WIFI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Absolutely magnificent 3 bedroom 2 bath 6th floor Madeira Beach Gulf Front condo at Villa Madeira with large screened ba ...
From $303 per night (USD)Expedia
From $174 per night (USD)VRBO
Madeira Beach Condo Steps from the Gulf
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
** Fully Repaired after Hurricane Helene ** Entire inside of the unit is brand new!! Madeira Beach has been a sought ou ...
From $174 per night (USD)VRBO
From $443 per night (USD)Expedia
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 $443 per night (USD)Expedia
From $451 per night (USD)VRBO
Slow Down Beachfront: Relaxing Beach, Pool, Hot Tub. Top floor upscale 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 $451 per night (USD)VRBO
From $140 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 $140 per night (USD)Expedia
From $228 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 $228 per night (USD)VRBO
From $191 per night (USD)Expedia
Luxury Updated Beach Condo - Crimson #104
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Crimson on the Gulf #104 - You won't need to walk far to the beach from this beautiful condo! Located just steps from th ...
From $191 per night (USD)Expedia
From $254 per night (USD)VRBO
BEST DEALS NOW !AMAZING BEACH, PRIVACY, UNWIND. SLEEP 4, FREE CHAIRS, BBQ, PKG
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
SIMPLY AMAZING MILE OF PRIVATE RESIDENTIAL BEACHFRONT.....SUNGLOW SEASIDE, ST PETERSBURG-MADEIRA BEACH DOWNTOWN CENTRAL ...
From $254 per night (USD)VRBO
From $300 per night (USD)Expedia
PENTHOUSE BEACHFRONT, SLEEP 4, <br> 2 MIN to TOWN. FREE LOUNGERS, BBQ, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
SUNGLOW SEASIDE. A QUAINT PROPERTY, Few PEOPLE, No elevators or congested common areas. COME RELAX by the SEASIDE AT S ...
From $300 per night (USD)Expedia
From $247 per night (USD)VRBO
🌊 Gulf Front Balcony Bliss — 1BR Condo at Surf Song Resort #348
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
🏡 Inside the Condo This 1-bedroom, 1-bathroom beachfront unit offers a private balcony with direct Gulf views, perfect ...
From $247 per night (USD)VRBO
From $269 per night (USD)Expedia
🐾 Madeira Bay Resort I #1407 – Pet-Friendly Comfort Near the Coast
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort I #1407, a brand-new two-bedroom, two-bathroom condo offering a warm welcome to both guest ...
From $269 per night (USD)Expedia
From $280 per night (USD)VRBO
🐾 Madeira Bay Resort I #1701 – Spacious 3-Bedroom Retreat Near the Beach & John's Pass
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Madeira Bay Resort I #1701, a brand-new three-bedroom, two-bathroom condo designed for comfort, convenience, ...
From $280 per night (USD)VRBO
From $335 per night (USD)Expedia
🌞 Madeira Bay Resort I #1501 – Spacious, Stylish & Pet-Free Family Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Madeira Bay Resort I #1501, a brand-new three-bedroom, two-bathroom condo perfect for families or groups seek ...
From $335 per night (USD)Expedia
From $301 per night (USD)VRBO
🏝️ Madeira Bay Resort I #1403 – Cozy, Kid-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort I #1403, a brand-new two-bedroom, two-bathroom condo perfect for families or small groups ...
From $301 per night (USD)VRBO
From $335 per night (USD)Expedia
🌞 Madeira Bay Resort I #1305 – Spacious Comfort Steps from the Shore
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Madeira Bay Resort I #1305, a brand-new three-bedroom, two-bathroom condo offering the perfect blend of space ...
From $335 per night (USD)Expedia
From $296 per night (USD)VRBO
🐾 Madeira Bay Resort I #1608 – Pet-Friendly, Professionally Sanitized & Steps from the Shore
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort I #1608, a brand-new two-bedroom, two-bathroom condo offering a clean, comfortable, and pe ...
From $296 per night (USD)VRBO
From $335 per night (USD)Expedia
🐾 Madeira Bay Resort I #1601 – Spacious, Pet-Friendly Escape by the Shore
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Madeira Bay Resort I #1601, a brand-new three-bedroom, two-bathroom condo designed for comfort, flexibility, ...
From $335 per night (USD)Expedia
From $301 per night (USD)VRBO
🏖️ Madeira Bay Resort I #1708 – Clean, Comfortable & Steps from the Sand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Madeira Bay Resort I #1708 – 7th Floor Gulf-View Escape Welcome to your dream vacation at Madeira Bay Resort I, Unit ...
From $301 per night (USD)VRBO
From $303 per night (USD)Expedia
2b 2b - Partial Beach View - Sandy Shores #211
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sandy Shores #211 - Under new ownership and freshened up with new paint, appliances, kitchen backsplash, bedding, smart ...
From $303 per night (USD)Expedia
From $617 per night (USD)VRBO
The Penthouse at Madeira Beach—Waterfront Condo w/ Panoramic Views, Steps to Sand & Dining
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
****As of June 17th, 2026 the pool is closed until further notice**** Come and enjoy spectacular views from this waterf ...
From $617 per night (USD)VRBO
From $321 per night (USD)Expedia
🏖️ Madeira Bay Resort I #1401 – Spacious, Stylish & Pet-Free
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Madeira Bay Resort I #1401, a brand-new three-bedroom, two-bathroom condo designed for families and groups se ...
From $321 per night (USD)Expedia
From $274 per night (USD)VRBO
🌴 Madeira Bay Resort I #1707 – Clean, Comfortable & Just Steps from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort I #1707, a brand-new two-bedroom, two-bathroom condo offering a peaceful retreat with a pr ...
From $274 per night (USD)VRBO
From $403 per night (USD)Expedia
Superb Location on the Beaches of Madeira. Great Corner Unit Views. Beachfront Pool on the Sand!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This spacious second floor corner unit condo overlooking the white sand gives the perfect setting for your Florida famil ...
From $403 per night (USD)Expedia
From $311 per night (USD)VRBO
🐾 Madeira Bay Resort I #1308 – Pet-Friendly Paradise Near John's Pass
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover your perfect beachside retreat at Madeira Bay Resort I #1308, a brand-new two-bedroom, two-bathroom condo offer ...
From $311 per night (USD)VRBO
From $296 per night (USD)Expedia
**DIRECT BEACH FRONT**GREAT LOCATION** 2 BEDROOM 2 BATH**AWESOME VIEWS**
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Kima #105 – Your Gulf Front Getaway in Beautiful Madeira Beach! Step into paradise, a direct Gulf-front condo ...
From $296 per night (USD)Expedia
From $363 per night (USD)VRBO
Waterfront Top Unit w/ Marina. Across from the Beach. Spacious w/2 Private Balconies, Pool & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With the Beach Access directly across the street and located just a block away from the shops, restaurants and vibrant a ...
From $363 per night (USD)VRBO
From $304 per night (USD)Expedia
🌅 Madeira Bay Resort I #1405 – Stylish & Spacious
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The brand new Madeira Bay Resort I #1405 is a two bedroom, two bathroom condo with a private balcony. King size bed in t ...
From $304 per night (USD)Expedia
From $275 per night (USD)VRBO
🌅 Madeira Bay Resort #209 – Marina-View Escape with Pet-Friendly Comfort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Madeira Bay Resort #209, a two-bedroom, one-bathroom condo featuring breathtaking views of the marina, sunris ...
From $275 per night (USD)VRBO
From $277 per night (USD)Expedia
🌴 Madeira Bay Resort #316 – Family-Friendly Two-Bedroom Retreat Near the Beach (No Pets)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #316, a two-bedroom, two-bathroom condo offering a clean and comfortable escape just steps ...
From $277 per night (USD)Expedia
From $533 per night (USD)VRBO
Stunning 3 bed/2 bath beachfront condo in Madeira Beach, FL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The beachfront condo directly overlooks the glistening Gulf of Mexico and sparkling white, sandy beach of Madeira Beach, ...
From $533 per night (USD)VRBO
From $348 per night (USD)Expedia
🌊 Sea Breeze #707 Gulf Front Comfort with Beach Views and Walkable to John's Pass
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze #707, a spacious 1,200 sq. ft. two-bedroom, two-bathroom condo perched directly on the white sands ...
From $348 per night (USD)Expedia
From $379 per night (USD)VRBO
🌊 Las Brisas #407 — Spacious 3BR Gulf Front Condo with Balcony & Beach Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Las Brisas #407, a 3-bedroom, 2-bathroom Gulf Front condo offering stunning direct views of the Gulf from you ...
From $379 per night (USD)VRBO
From $299 per night (USD)Expedia
🌅 Madeira Bay Resort #313 – Marina-View Comfort with Balcony & Work-Friendly Touches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #313, a two-bedroom, two-bathroom condo offering panoramic views of the marina, sunrises, ...
From $299 per night (USD)Expedia
From $349 per night (USD)VRBO
🌅 Villa Madeira #601 — Corner Unit with Wraparound Balcony — Gulf & Bay Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
🏡 Inside the Condo This spacious 3-bedroom, 2-bathroom corner unit offers over 1100 sq. ft. of comfort and a wraparound ...
From $349 per night (USD)VRBO
From $299 per night (USD)Expedia
Madeira Bay Resort #506 – Spacious Two-Bedroom Condo with Dual Balconies & Pet-Friendly Comfort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Madeira Bay Resort #506 is a beautifully updated two-bedroom, two-bathroom condo offering comfort, space, and a prime Ma ...
From $299 per night (USD)Expedia
From $348 per night (USD)VRBO
🌅 Villa Madeira #610 — Renovated Corner Unit with Gulf & Bay Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
🏡 Inside the Condo This fully renovated 3-bedroom, 2-bathroom corner unit offers over 1100 sq. ft. of comfort and a wra ...
From $348 per night (USD)VRBO
From $275 per night (USD)Expedia
🌅 Madeira Bay Resort #307 – Marina-View Comfort with Pet-Friendly Perks
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #307, a two-bedroom, one-bathroom condo offering stunning views of the marina, sunrises, w ...
From $275 per night (USD)Expedia
From $277 per night (USD)VRBO
Madeira Bay Resort #416 – Family-Friendly Two-Bedroom Condo with Bunk Beds & Hard Surface Floors
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Madeira Bay Resort #416, a two-bedroom, two-bathroom condo offering a clean, comfortable stay with hard surfa ...
From $277 per night (USD)VRBO
From $278 per night (USD)Expedia
🌅 Madeira Bay Resort #410 – Marina-View Comfort with Family-Friendly Layout (No Pets)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Madeira Bay Resort #410, a two-bedroom, one-bathroom condo offering beautiful views of the marina, sunrises, ...
From $278 per night (USD)Expedia
From $348 per night (USD)VRBO
🌅 Sea Breeze #508 Corner Gulf Front Condo with Dual Balcony Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the best of Madeira Beach from Sea Breeze #508—a rare corner unit offering both sweeping Gulf views and tranqui ...
From $348 per night (USD)VRBO
From $296 per night (USD)Expedia
Sea Breeze 301 | Corner Unit with Dual Balconies & Sweeping Gulf-to-Bay Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze 301, a rare corner unit offering 1,420 sq. ft. of coastal comfort and panoramic views in every dir ...
From $296 per night (USD)Expedia
From $277 per night (USD)VRBO
🐾 Madeira Bay Resort #205 – Pet-Friendly Comfort with Balcony & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #205, a two-bedroom, two-bathroom condo offering a clean, comfortable retreat just steps f ...
From $277 per night (USD)VRBO
From $278 per night (USD)Expedia
🌅 Madeira Bay Resort #413 – Spacious Two-Bedroom Retreat with Dual Balconies & Marina Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience elevated coastal living in Madeira Bay Resort #413, a two-bedroom, two-bathroom condo featuring two private b ...
From $278 per night (USD)Expedia
From $345 per night (USD)VRBO
🌴 Sea Breeze #703 Gulf Front Comfort with Amazing Beach Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze #703, a spacious 1,200 sq. ft. two-bedroom, two-bathroom condo perched directly on the white sands ...
From $345 per night (USD)VRBO
From $262 per night (USD)Expedia
🌅 Madeira Bay Resort #301 – Scenic One-Bedroom Retreat with Marina Views & Pet-Friendly Comfort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Madeira Bay Resort #301, a one-bedroom, one-bathroom condo offering panoramic views of the marina, sunrises, ...
From $262 per night (USD)Expedia
From $276 per night (USD)VRBO
🌅 Madeira Bay Resort #207 – Marina Views & Pet-Friendly Charm Near the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #207, a two-bedroom, one-bathroom condo offering stunning views of the marina, sunrises, w ...
From $276 per night (USD)VRBO
From $491 per night (USD)Expedia
🌅 Madeira Bay Resort #610 – Elegant Two-Bedroom Condo with Tile Floors & Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #610, a two-bedroom, two-bathroom condo featuring beautiful tile flooring throughout, a pr ...
From $491 per night (USD)Expedia
From $331 per night (USD)VRBO
Sea Breeze 402 | Gulf-Front Comfort with Balcony Sunsets & Walkable Adventure
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze 402, a spacious 2-bedroom, 2-bath condo offering 1,200 sq. ft. of coastal charm and direct Gulf-fr ...
From $331 per night (USD)VRBO
From $348 per night (USD)Expedia
Sea Breeze 406 | Gulf-Front Balcony Views & Room to Relax
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze 406, a spacious 2-bedroom, 2-bath condo offering 1,200 sq. ft. of comfort and direct Gulf-front vi ...
From $348 per night (USD)Expedia
From $425 per night (USD)VRBO
Las Brisas #207 Gulf Front Corner Condo with Balcony & Room for 9
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to Las Brisas #207, a beautiful Gulf front corner unit offering panoramic views, a large balcony, and over 1,400 ...
From $425 per night (USD)VRBO
From $330 per night (USD)Expedia
Sea Breeze 203 | Spacious Gulf-Front Retreat with Balcony Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze 203, a direct beachfront condo offering 1,200 square feet of comfort, coastal charm, and panoramic ...
From $330 per night (USD)Expedia
From $302 per night (USD)VRBO
🌅 Madeira Bay Resort #510 – Comfortable Two-Bedroom Condo with Private Balcony & Easy Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #510, a two-bedroom, two-bathroom condo offering a clean, comfortable layout with a privat ...
From $302 per night (USD)VRBO
From $276 per night (USD)Expedia
🌴 Madeira Bay Resort #206 – Family-Friendly Comfort with Balcony & Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #206, a two-bedroom, one-bathroom condo offering a cozy and convenient escape just steps f ...
From $276 per night (USD)Expedia
From $304 per night (USD)VRBO
🌊 Villa Madeira #606 — Spacious Gulf Front Retreat with Den & Balcony Views of Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
🏡 Inside the Condo This roomy 2-bedroom + den, 2-bathroom condo offers over 1100 sq. ft. of comfort and a screened balc ...
From $304 per night (USD)VRBO
From $298 per night (USD)Expedia
🌇 Madeira Bay Resort #611 – Top-Floor Corner Condo with Beach & City Views + Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Madeira Bay Resort #611, a top-floor corner unit offering stunning views of both the beach and the city, plus ...
From $298 per night (USD)Expedia
From $299 per night (USD)VRBO
🌅 Madeira Bay Resort #210 – Corner Marina-View Condo with Pet-Friendly Luxury
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #210, a two-bedroom, two-bathroom corner condo offering panoramic views of the marina, sun ...
From $299 per night (USD)VRBO
From $299 per night (USD)Expedia
🌅 Madeira Bay Resort #602 – Elegant Two-Bedroom Condo with Dual Balconies
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #602, a two-bedroom, two-bathroom condo offering two private balconies, a Jacuzzi tub in t ...
From $299 per night (USD)Expedia
From $262 per night (USD)VRBO
♿ Madeira Bay Resort #402 – Spacious, Handicap-Friendly One-Bedroom Retreat Near the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Madeira Bay Resort #402, a one-bedroom, one-bathroom condo offering a spacious, handicap-friendly floorplan a ...
From $262 per night (USD)VRBO
From $269 per night (USD)Expedia
Madeira Bay Resort #412 – Marina-View Comfort with Pet-Friendly Charm & Family-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Madeira Bay Resort #412, a two-bedroom, one-bathroom condo offering beautiful views of the marina, sunrises, ...
From $269 per night (USD)Expedia
From $215 per night (USD)VRBO
🐾 Madeira Bay Resort #208 – Pet-Friendly Two-Bedroom with Balcony & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #208, a two-bedroom, two-bathroom condo offering a comfortable and versatile layout just s ...
From $215 per night (USD)VRBO
From $292 per night (USD)Expedia
Sea Breeze 305 | Cozy Gulf-Front Escape with Balcony Sunsets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Sea Breeze 305, a direct beachfront condo offering 710 sq. ft. of comfort, charm, and uninterrupted Gulf view ...
From $292 per night (USD)Expedia
From $335 per night (USD)VRBO
🌅 Madeira Bay Resort – Spacious 3-Bedroom Condo with Marina Views & Pet-Friendly Comfort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious 3BR Condo with Marina Views | Walk to John's Pass & Steps to the Beach Escape to Madeira Beach and enjoy the p ...
From $335 per night (USD)VRBO
From $277 per night (USD)Expedia
🌊 Madeira Bay Resort #404 – Beachy Gulf-View Condo with Pet-Friendly Comfort & Family Extras
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Madeira Bay Resort #404, a two-bedroom, two-bathroom condo with coastal décor and a private balcony overlooki ...
From $277 per night (USD)Expedia
From $297 per night (USD)VRBO
🌅 Madeira Bay Resort #608 – Spacious Corner Condo with Dual Balconies & Stunning Marina Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #608, a two-bedroom, two-bathroom corner unit offering two private balconies with panorami ...
From $297 per night (USD)VRBO
From $480 per night (USD)Expedia
🌊 Villa Madeira #304 — Fully Remodeled Gulf Front Luxury with Sweeping Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
🏡 Inside the Condo This 3-bedroom, 2-bathroom beachfront condo was completely remodeled in 2023 with no expense spared. ...
From $480 per night (USD)Expedia
From $274 per night (USD)VRBO
🌴 Chambre Resort – Beachfront Bliss in Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
🏖️ Why Stay at Chambre Resort? - Direct Gulf Front views from your private balcony - 2-bedroom condo accommodations wit ...
From $274 per night (USD)VRBO
From $248 per night (USD)Expedia
🌅 Madeira Bay Resort #408 – Stylish Marina-View Condo with Updated Décor & Gulfside Charm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Madeira Bay Resort #408, a beautifully redone two-bedroom, one-bathroom condo featuring panoramic views of th ...
From $248 per night (USD)Expedia