
Madeira Beach Rentals

- From $419 per night (USD)
VRBO
Sandy Shores 311 Water View 2 BR
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This newly renovated condo has all the comforts of home with new flooring, cabinets and granite throughout. Enjoy beauti ...
From $419 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Sandy Shores 205 Gulf Front Corner Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
205 is a one bedroom/one bathroom gulf front condo located in Sandy Shores on the beautiful Gulf of Mexico in Madeira Be ...
From $285 per night (USD)Expedia
- From $293 per night (USD)
VRBO
Sandy Shores 302 Gulf Front 1 BR
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This 'No Pet' condo is a lovers paradise decorated throughout in tropical Tommy Bahama style. The bedroom has a warm coa ...
From $293 per night (USD)VRBO
- From $409 per night (USD)
Expedia
Sandy Shores 207 Side Unit on the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautifully decorated 2 bedroom 2 bath condo is recently updated with all the comforts of home and offers scenic vi ...
From $409 per night (USD)Expedia
- From $417 per night (USD)
VRBO
Sandy Shores 107 Side Unit on the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This condo has 2 bedrooms and 2 bathrooms. This unit is fully updated with rich granite and cabinets through-out. New fu ...
From $417 per night (USD)VRBO
- From $522 per night (USD)
Expedia
Sandy Shores 203 2 BR Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This two bedroom/2bath gulf front unit offers an amazing view of the beach and Gulf of Mexico. The dining room and livin ...
From $522 per night (USD)Expedia
- From $335 per night (USD)
VRBO
Beach Place 507 3 BR Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place 507 is a top floor, ocean front condo that is newly remodeled with a new walk-in shower and rich granite app ...
From $335 per night (USD)VRBO
- From $302 per night (USD)
Expedia
Sandy Shores 503 2 BR Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This two bedroom/2bath gulf front unit offers an amazing view of the beach and Gulf of Mexico.. The unit is fully update ...
From $302 per night (USD)Expedia
- From $357 per night (USD)
VRBO
Beach Place 111 3 BR Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Beach Place 111 is a beach front condo with a beautiful view of the Gulf of Mexico located in Madeira Beach, Florida. Th ...
From $357 per night (USD)VRBO
- From $330 per night (USD)
Expedia
Beach Place 511 3 BR Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place 511 is a top floor unit that has been tastefully refurnished with new carpet, leather living room furniture, ...
From $330 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Sandy Shores 504 1 BR Gulf Front
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This one bedroom/1bath unit offers an amazing view of the beach and Gulf of Mexico. The dining room and living room area ...
From $325 per night (USD)VRBO
- From $340 per night (USD)
Expedia
Beach Place 510 Platinum Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience Gulf Front living at its best. This totally renovated, penthouse condo features a custom kitchen with stainle ...
From $340 per night (USD)Expedia
- From $324 per night (USD)
VRBO
Beach Place 410 Platinum 3 BR Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
7 night minimum, Saturday to Saturday. This already amazing condo was just made better! Fully renovated with so many ...
From $324 per night (USD)VRBO
- From $314 per night (USD)
Expedia
Sandy Shores 405 1 BR Gulf Front Corner Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This one bedroom/1bath corner unit offers an amazing panoramic view of the beach and Gulf of Mexico as well as a view to ...
From $314 per night (USD)Expedia
- From $309 per night (USD)
VRBO
Beach Place 211 Gulf Front 3 BR
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This ocean front condo is beautifully decorated with new granite kitchen and bathrooms. This unit has also has new leath ...
From $309 per night (USD)VRBO
- From $341 per night (USD)
Expedia
Beach Place 311 3 BR Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Everything is brand new, under new ownership! Beach Place 311 is a newly remodeled, newly painted Beach Front Condo with ...
From $341 per night (USD)Expedia
- From $316 per night (USD)
VRBO
Beach Place 512 Gulf Front Corner Unit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place 512 is a corner beach front condo with a panoramic view of the Gulf of Mexico. The Livingroom has a flat scr ...
From $316 per night (USD)VRBO
- From $469 per night (USD)
Expedia
Get Away In This Well-Appointed Gulf Front Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 8
104 is a NEWLY RENOVATED one bedroom/one bathroom gulf front condo located in Sandy Shores on the beautiful Gulf of Mexi ...
From $469 per night (USD)Expedia
- From $419 per night (USD)
VRBO
Sandy Shores 406 2 BR with Gulf Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Very comfortable home away from home. Tastefully decorated and newly furnished with a most comfortable livingroom set. N ...
From $419 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Sandy Shores 506 Premium Gulf View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautifully decorated condo has all the comforts of home. Newly furnished livingroom and dining area. This is a top ...
From $331 per night (USD)Expedia
- Click For Pricing
VRBO
Brand New 3 bedroom Condo Across from the Beach - Waterway Views !
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This gorgeous 3 bedroom 2 bathroom unit boasts views of the marina and up along the bustling Gulf Blvd and steps to th ...
Click For PricingVRBO
- From $425 per night (USD)
Expedia
Amazing Beach Front w/ Gulf & Ocean Views~Las Brisas 506
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Location, Location, Location! After staying in our unit you will want to return year after year! More than ½ of our ren ...
From $425 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Villa Madeira 206 Beautiful updates|Beach front|Walk to all the activities!
- 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 $250 per night (USD)VRBO
- From $326 per night (USD)
Expedia
🌅 Madeira Bay Resort #300 – Expansive Marina-View Retreat with Private Elevator
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Madeira Bay Resort #300, a newly completed and fully renovated 3-bedroom, 2-bathroom condo offering sweeping ...
From $326 per night (USD)Expedia
- From $178 per night (USD)
VRBO
Beach Cottage - 30 seconds to the sand !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
One bedroom beach cottage renovated in 2025, 30 second walk to the beach! This unit has 2 wall-mounted tv's, one in the ...
From $178 per night (USD)VRBO
- From $263 per night (USD)
Expedia
Great RENOVATED Beach Place 2 Bedroom-2 Bath Unit RIGHT next to Beach/Johns Pass
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our 2BR at Beach Place Resorts (at John's Pass) is available along with our 3BR in the same complex! We continue to be ...
From $263 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Delightful Second-Floor Retreat Tropic Breeze #13 Madeira Beachch
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Tropic Breeze Unit 13 – Bright Second-Floor Beach Retreat with Gulf & Pool Views Escape to Tropic Breeze Unit 13, a vib ...
From $179 per night (USD)VRBO
- From $254 per night (USD)
Expedia
Dolphins and Manatees in Your Backyard!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in John's Pass, great shopping, dining, nightlife, wildlife, and the beach are all within walking distance of th ...
From $254 per night (USD)Expedia
- From $432 per night (USD)
VRBO
Oceanview Gem | Prime Spot + Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience coastal luxury at its finest in this stunning newly remodeled corner condo in Madeira Beach. Located in the e ...
From $432 per night (USD)VRBO
- From $386 per night (USD)
VRBO
Penthouse Beachfront Luxury Condo 30’ft balcony and Gulf Views @OceanSands1203
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to "Mad Beach!" Our penthouse beachfront condo is a sparkling gem located on the Gulf of Mexico. We are situate ...
From $386 per night (USD)VRBO
- From $279 per night (USD)
VRBO
Madeira Bay Condo w/Gulf Views Walk to John's Pass & Private Balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to the sun-drenched shores of Madeira Beach and experience the ultimate in coastal living at our charming 2-bedro ...
From $279 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Simply Stunning! Upgraded Beachfront Condo Close to Shops, Restaurants & Activities.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Relax in style in one of the most desirable buildings on the beach. The Chambre building is a small, very private and s ...
From $280 per night (USD)Expedia
- From $321 per night (USD)
VRBO
Spectacular Gulf of Mexico views from Ocean Sands penthouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean Sands is located on the soft sugary sands of Madeira Beach. This spacious penthouse vacation rental is lovely, an ...
From $321 per night (USD)VRBO
- From $487 per night (USD)
Expedia
🌅 Las Brisas #305 — Updated 3BR Gulf Front Condo with Balcony & Room for 10
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Las Brisas #305, a beautifully updated 3-bedroom, 2-bathroom Gulf Front condo offering 1,440 sq. ft. of light ...
From $487 per night (USD)Expedia
- From $228 per night (USD)
VRBO
1605 Madeira Bay Resort with pool- walkable to beach and Johns Pass
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Brand new Madeira Bay Resort I Unit #1605 is in the heart of Madeira Beach. This 2 bedroom, 2 bathroom condo with a Quee ...
From $228 per night (USD)VRBO
- From $196 per night (USD)
VRBO
Across from the beautiful Gulf of Mexico
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This spacious clean condo offers a Million Dollar view of the Gulf of Mexico from every room. The oversized bedroom offe ...
From $196 per night (USD)VRBO
- From $407 per night (USD)
VRBO
Arie Dam 304 Direct Beachfront, breathtaking views, beautifully updated!
- 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 $407 per night (USD)VRBO
- From $502 per night (USD)
VRBO
GULF FRONT - SPRING SPECIALS Great Balcony Beach Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This large furnished 2 bedroom/ 2 full bathroom gulf front condo is directly on the beach and is well equipped and prov ...
From $502 per night (USD)VRBO
- From $185 per night (USD)
VRBO
Walk to Beach & Johns Pass Village ~ Heated Community Pool ~ Bikes ~ Paddle Boards/Kayaks
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Your perfect Madeira Beach vacation rental awaits! Sea Breeze Cottage is part of Island Paradise Cottages, a peaceful re ...
From $185 per night (USD)VRBO
- From $196 per night (USD)
Expedia
Walk to Beach & Johns Pass Village! Community Heated Pool ~ Private Patio ~ Free Parking & Amenities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Paradise Cottages, centrally located in Madeira Beach inside a quiet and secure neighborhood, and just off the ma ...
From $196 per night (USD)Expedia
- From $218 per night (USD)
VRBO
A Private, Spacious and Updated Home Away From Home. Heated Pool. Paddleboards & Beach Gear!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Island Paradise Cottages, centrally located in Madeira Beach inside a quiet and secure neighborhood, and just off the ma ...
From $218 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Remodeled Florida Beach Cottage with Private Patio Area. Relax at the Pool. Walk Over to the Beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Paradise Cottages, centrally located in Madeira Beach inside a quiet and secure neighborhood, and just off the ma ...
From $194 per night (USD)Expedia
- From $214 per night (USD)
VRBO
Updated. Great Family Spot with Free Amenities and Close to Everything. Pool, Grill, Fire Pit.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Paradise Cottages, centrally located in Madeira Beach inside a quiet and secure neighborhood, and just off the ma ...
From $214 per night (USD)VRBO
- From $209 per night (USD)
Expedia
Private Cottage with Large Patio Area. Great Family Location. Pool, Water Toys, and Bikes!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to Sea Grape Cottage, a private, stand-alone vacation rental at Island Paradise Cottages in the heart of Madeira ...
From $209 per night (USD)Expedia
- From $182 per night (USD)
VRBO
Tropical Getaway Spot. Lush Grounds, Pool, Free Use of Water Activities, Private Patio.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Paradise Cottages, centrally located in Madeira Beach inside a quiet and secure neighborhood, and just off the ma ...
From $182 per night (USD)VRBO
- From $224 per night (USD)
Expedia
Beach View 2b 1.5b Madeira Norte #108
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Madeira Norte 108 - 2 Bedroom 1.5 Bath Beach View from Balcony. Updates throughout, located steps from the beach and acr ...
From $224 per night (USD)Expedia
- From $357 per night (USD)
VRBO
Corner Beach Front Unit - Beach Place #412
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place #412 - Please note: The elevator in this building is scheduled to be out of service for maintenance starting ...
From $357 per night (USD)VRBO
- From $247 per night (USD)
Expedia
Direct Beachfront 1b 1b Corner - Sandy Shores #301
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sandy Shores #301 - Views, views and more views are all here in this 1 bedroom 1 bath corner unit at Sandy Shores Condo ...
From $247 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Direct Beachfront 1b 1b Corner - Sandy Shores #305
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sandy Shores #305 - This condo is light and bright with tropical decor and many windows looking out and over Madeira Bea ...
From $255 per night (USD)VRBO
- From $248 per night (USD)
Expedia
Direct Beachfront - Updated - Sandy Shores #304
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sandy Shores #304 - Fantastic large open plan one bedroom one bath unit at Sandy Shores. Updated Kitchen with granite co ...
From $248 per night (USD)Expedia
- From $238 per night (USD)
VRBO
Direct Beachfront 1b 1b Corner - Sandy Shores #501
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sandy Shores #501 - This one bedroom condo is a Top Floor unit with one bath and an extra large open floor plan. Accommo ...
From $238 per night (USD)VRBO
- Click For Pricing
Expedia
Enjoy Beachfront Views! Walk to John's Pass!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Condo did not have any damage from the Hurricane, but the complex did, so there is currently no Pool due to the Hurrican ...
Click For PricingExpedia
- From $301 per night (USD)
VRBO
Gulf-front getaway with sunset-view balcony, beachfront pool & easy beach access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Madeira Norte Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $301 per night (USD)VRBO
- From $252 per night (USD)
VRBO
Beach AND Bay: Spacious, Walkable, Relaxing & Fun!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Just a stone’s throw from Madeira’s white powder sand BEACH and steps from the beautiful views of the Bocca Ciega BAY, t ...
From $252 per night (USD)VRBO
- From $215 per night (USD)
VRBO
La Coquina 105: Beachside Bliss - 2BD/2BA Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachfront Bliss at La Coquina 105 | Renovated 2BR/2BA w/ Gulf Views & Pool Soak up the Florida sunshine at La Coquina ...
From $215 per night (USD)VRBO
- From $393 per night (USD)
Expedia
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Johns Pass
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Don't want the crowded condo experience with noisy neighbors having condo parties & dealing with lugging beach supplies ...
From $393 per night (USD)Expedia
- From $222 per night (USD)
VRBO
2b/1.5b - Intercoastal Views - Madeira Norte #505
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Madeira Norte #505 - Enjoy the peace & quiet of being located on the top floor with incredible views of the beach and gu ...
From $222 per night (USD)VRBO
- From $277 per night (USD)
Expedia
🐾 Madeira Bay Resort I #1509 – Bright, Beachy & Pet-Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the sparkling Madeira Bay Resort I #1509, a delightful two-bedroom, two-bathroom condo that blends comfort, c ...
From $277 per night (USD)Expedia
- From $303 per night (USD)
VRBO
🌊 Kima 103 — Gulf Front 2BR Condo with Panoramic Views & Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Kima 103, a spacious 2-bedroom, 2-bathroom Gulf Front condo offering sweeping views of the Gulf from the livi ...
From $303 per night (USD)VRBO
- From $203 per night (USD)
Expedia
2b 2b - Partial Beach Views Madeira Norte #101
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Madeira Norte #101 - This is a very large corner unit with a private 30 foot balcony. Onsite heated pool. Partial Beach ...
From $203 per night (USD)Expedia
- From $170 per night (USD)
VRBO
Waterfront Condo - 1/1.5bath in Madeira Beach, FL!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Book your perfect beach getaway at the Madeira Beach Yacht Club, a gated condominium located on Madeira Beach. Walk less ...
From $170 per night (USD)VRBO
- From $153 per night (USD)
Expedia
1 Bedroom 1 Bath Madeira Beach Yacht Club #159F
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Madeira Beach Yacht Club #159F - Please note that due to the recent hurricane season, there is construction at Madeira B ...
From $153 per night (USD)Expedia
- From $294 per night (USD)
VRBO
🌅 Madeira Bay Resort I #1606 – Gulf View Comfort for Families & Small Groups
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort I #1606, a brand-new two-bedroom, two-bathroom condo offering stunning views of the Gulf a ...
From $294 per night (USD)VRBO
- From $284 per night (USD)
Expedia
Located on the Beach Directly Across from Johns Pass. Updated Large Balcony with Great View!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Walk for miles along pristine Florida beaches. Swim and relax in the beachside year round heated pool. Soak in the sun ...
From $284 per night (USD)Expedia
- From $336 per night (USD)
VRBO
Villa Madeira 504 | 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 $336 per night (USD)VRBO
- From $169 per night (USD)
Expedia
Madeira Beach Tropic Breeze Unit 19 Second Floor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Come live the Florida Dream at Tropic Breezes! The unit is located on the second floor, with distant Gulf views. Unit #1 ...
From $169 per night (USD)Expedia
- Click For Pricing
VRBO
Madeira Beach Studio w/ Easy Access to Shore!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Seeking a coastal retreat? Look no further than this 1-bath studio vacation rental situated in Madeira Beach. You’ll be ...
Click For PricingVRBO
- From $241 per night (USD)
VRBO
Nightly Sunsets from a Stunning Remodeled Gulf Front Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 Bedroom, 2 Full Baths - Sleeps 6! 30 foot gulf front balcony with seating for 6 to enjoy your coffee and dinners while ...
From $241 per night (USD)VRBO
- From $262 per night (USD)
VRBO
One Bedroom Penthouse Condo on the Beach at Ocean Sands
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This one bedroom penthouse condo on Madeira Beach is available for rent at prestigious Ocean Sands directly on the Gulf ...
From $262 per night (USD)VRBO
- From $353 per night (USD)
Expedia
Paradise awaits you!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This spectacular 2nd-floor condo is situated directly on the Gulf of Mexico's white sandy beach. Offering breathtaking, ...
From $353 per night (USD)Expedia
- From $180 per night (USD)
VRBO
SALE January Month Low Nightly Rates Villa Madeira Condo Direct Gulf Beach View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The current status of the pool : under renovation with estimated completion date of 7/1/25 - could be longer if city pe ...
From $180 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Beach Vacation Paradise @ Famous John's Pass Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Totally Renovated & Updated condo in May 2020. Vacation Beach Condo 2/2 with heated swimming pool on the Beach wit ...
From $315 per night (USD)Expedia
- From $376 per night (USD)
VRBO
Stunning beach views from balcony in upscale BEACHFRONT condo with pool and spa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
MADEIRA BEACH RANKED #9 BEST BEACH in the COUNTRY BY TRIPADVISOR!! Time to pop the corks…Pool repairs and renovations a ...
From $376 per night (USD)VRBO
- From $382 per night (USD)
Expedia
#304 Sea Breeze Welcoming Condo., Steps to White Sandy Beach and Gulf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our warm and welcoming Sea Breeze of Madeira condo which sits directly facing the Gulf of Mexico and has one ...
From $382 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Special Discount December 2025 - Madeira Corner Direct Beach Front Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
No Condo Damage. Elevator and heated pool are fully available/ operational (9/5/2025). Special Discount for December 202 ...
From $275 per night (USD)VRBO
- From $304 per night (USD)
Expedia
SPECIAL Nov/Dec 2025 - All Rooms Directly Beach Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
No Condo Damage. Elevator and heated pool fully operational. Special discounting for booking November and December 2025 ...
From $304 per night (USD)Expedia
- From $233 per night (USD)
VRBO
🌅 Madeira Bay Resort #312 – Sunrise Marina Views & Family-Friendly Comfort Across from the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #312, a bright and comfortable two-bedroom, one-bathroom condo with a private balcony over ...
From $233 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Beautifully Updated Madeira Bay Resort Unit 401 - Steps from Sand and Fun!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a newly remodeled unit with lovely wood tile throughout kitchen, living room, and dining area. There is a doubl ...
From $311 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Quiet Building in the Heart of Madeira Beach. Outstanding View. Beachfront Pool and Hot-Tub.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Great view from this 4th floor unit in secluded Chambre Condominiums. Enjoy the very best that Madeira Beach has to off ...
From $254 per night (USD)VRBO
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Expedia
Beautiful Beach Condo RIGHT ON THE WATER!!! WATER FRONT PROPERTY ENJOY SUNSET!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
THIS IS A COMPLETELY REMODELED BEACH CONDO 2 BED 2 BATH RIGHT ON THE HEART OF St. JOHNS PASS at the beautiful Madeira Be ...
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- From $466 per night (USD)
VRBO
Enjoy beautiful sunsets from the top floor in this 2 bed, 2 bath condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautifully remodeled spacious 2 bedroom, 2 bathroom beachfront condo on the top floor of this attractive 25-unit comple ...
From $466 per night (USD)VRBO
- From $348 per night (USD)
VRBO
BE ONE WITH THE WHITE SANDY BEACH...AWAKE TO THE WAVES and RELAX TO THE SUNSET
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tranquil 3 bedroomS, 2 bath beach front condo. Wake up to the sounds of the ocean from the master bedroom sliding glass ...
From $348 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Ocean Sands 1108 is a Gold 2-bedroom 2 bath Condo on the 11th floor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Home Away from Home -Ocean Sands 1108 is a spectacular GOLD rated CORNER two-bedroom, two-bath Gulf front vacation renta ...
From $295 per night (USD)VRBO
- From $149 per night (USD)
Expedia
Charming 1 Bedroom Beach Condo.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy a Gulf of Mexico vacation in our private beach condo. Gulf Gardens is located directly across the street from the ...
From $149 per night (USD)Expedia
- From $261 per night (USD)
VRBO
PICTURE PERFECT 3 BEDROOM SOUTHWEST CORNER GULF FRONT! 28 DAY MINIMUM.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
THE SEASIDE REAL ESTATE STORE & PROPERTY SHOPPE PRESENTS A BEAUTIFUL MADEIRA BEACH CONDO! NEW TO THE MARKET... BE THE FI ...
From $261 per night (USD)VRBO
- From $154 per night (USD)
VRBO
Come enjoy the serenity of Gulf Gardens at Madeira Beach, new renovated unit.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Come visit the gem of Madeira Beach, and discover the charm that has visitors coming back for decades. Enjoy a quiet, ...
From $154 per night (USD)VRBO
- From $266 per night (USD)
VRBO
Stay Across from Johns Pass Village. Heated Pool. Direct Beach Access. Secure Building.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Madeira Norte complex, located in the heart of Madeira Beach and literally across the street from the vibrant restau ...
From $266 per night (USD)VRBO
- From $299 per night (USD)
VRBO
Corner Unit Directly Overlooking the Beautiful Gulf of Mexico
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Rarely available condo with gorgeous DIRECT GULF VIEWS. Welcome to The Seaview Condominiums in Madeira Beach. The perfe ...
From $299 per night (USD)VRBO
- From $367 per night (USD)
VRBO
Direct Gulf Front 1 Bedroom 2 Bath Condo with Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
1 bedroom, 2 bath condominium with full kitchen. Sleeps 4 - there is a private bedroom upstairs and sleeper sofa in the ...
From $367 per night (USD)VRBO
- From $155 per night (USD)
Expedia
Best Value in Clearwater/ St. Pete Region!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
This is a lovely, two bedroom, second/ third floor condo located in the highly desired Madeira Beach Yacht Club. Just ac ...
From $155 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Oceanfront Corner Condo with Beautiful Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This oceanfront 2 bedroom 2 bathroom 5th floor condo at Madeira Towers is completely remodeled. Please note that the c ...
From $200 per night (USD)VRBO
- From $194 per night (USD)
Expedia
1 BR Madeira Beach Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
ESCAPE TO THE WHITE POWDERED SANDS OF THE GULF! Come discover the charming, quiet, and tropical atmosphere, reminiscent ...
From $194 per night (USD)Expedia
- From $419 per night (USD)
VRBO
Updated Beachfront Condo, steps to John's Pass with heated pool, updated kitchen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2025 HURRICANE NOTE: Our unit has been fully restored and ready to accept guests a/o January 20, 2025. We can provide fi ...
From $419 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Two Bedroom Condo With Views Of The Beach & Gulf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2bd/2Bth, Sleep 6, 5th FLOOR CONDO, MADEIRA BAY RESORT ACROSS THE ROAD FROM THE BEACH, NO WATER DAMAGE OR MOLD DUE TO H ...
From $239 per night (USD)Expedia
- From $287 per night (USD)
VRBO
Spectacular Beachfront Corner Unit w/ Views, Pool and Great Location on Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy beachfront relaxation at one of the most spectacular locations in Madeira Beach. The Kima Condos are centrally lo ...
From $287 per night (USD)VRBO
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Expedia
Ocean/Beach Front 2 Bedroom Condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
2 bedroom/2 bathroom condo available over New Years (December 30th, 2019 to January 4th, 2020). A beachfront resort on ...
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VRBO
Beautiful Condo on Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Condo on Madeira Beach. Corner unit with beautiful view of beach and sunsets. 2 Bedroom and 2 Bath. Newly renovated. ...
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Expedia
Madeira Bay unit 310
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This is a Coastal & Cozy 2 Bed 1 Bath unit that was just newly remodeled and renovated. There is a vibrant 'beachy' bac ...
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- From $263 per night (USD)
VRBO
Villa Madeira 203 Gorgeous remodel|Walk to John's Pass|Large Balcony!
- 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 $263 per night (USD)VRBO
- From $322 per night (USD)
Expedia
Corner Unit. 2 Bedroom+Bonus Room/Den. Overlooking the Gulf. Amazing Views! Easy Walk to Johns Pass.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Named "Casa Bianca" - The view from this direct beachfront unit will leave you speechless! This fifth floor corner unit ...
From $322 per night (USD)Expedia