Madeira Beach Rentals
From $427 per night (USD)VRBO
Sandy Shores 307 2 BR Condo on the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This newly decorated condo has all the comforts of home. .The kitchen has beautiful cabinets with granite counter tops a ...
From $427 per night (USD)VRBO
From $304 per night (USD)Expedia
Sandy Shores 209 Remodeled Beach Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautifully decorated condo is newly remodeled and has all the comforts of home. Enjoy beautiful gulf breezes from ...
From $304 per night (USD)Expedia
From $329 per night (USD)VRBO
Sandy Shores 505 Platinum Corner Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Get ready for an even better vacation experience! This unit just finished a renovation and is easily the best condo in t ...
From $329 per night (USD)VRBO
From $497 per night (USD)Expedia
Beach Place 406 Premium Corner Unit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place 406 is a Beach Front Corner Condo with a beautiful view of the Gulf of Mexico located in Madeira Beach, Flor ...
From $497 per night (USD)Expedia
From $425 per night (USD)VRBO
Sandy Shores 508 Top Floor 2 BR
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This newly furnished condo has been tastefully updated with rich granite in the kitchen and bathrooms. Fully equipped ki ...
From $425 per night (USD)VRBO
From $331 per night (USD)Expedia
Beachfront Condo With Private Balcony Overlooking the Sand! Relax on the Beach or Lounge in the Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Large Private Beachfront Balcony overlooking pristine Madeira Beach and Gulf of Mexico. Enjoy the daily Dolphin show, me ...
From $331 per night (USD)Expedia
From $462 per night (USD)VRBO
Private Beachfront Balcony! Pool, Beach, Grill, and Just Across the Street From Shops/Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sandy Shores is located on the sugary sand beaches of Madeira Beach. Great swimming, fishing, and directly across from J ...
From $462 per night (USD)VRBO
From $397 per night (USD)Expedia
Beachfront Escape with Beach, Pool, Hot Tub & Corner Unit. Tickets Included to Top Attractions Daily
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Updated corner unit with two balconies has everything you need for a fantastic vacation. The entire interior, from ...
From $397 per night (USD)Expedia
From $282 per night (USD)VRBO
AUTUMN RATES LOWERED! BEACH LOUNGES AND UMBRELLA SERVICE INCLUDED!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We have decided to provide a beach lounger set, which includes two cushioned loungers and umbrella service! This will sa ...
From $282 per night (USD)VRBO
From $385 per night (USD)Expedia
There's No Better Place On The Gulf!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sandy Shores 204 is a Newly Renovated one bedroom/one bathroom gulf front condo located in Sandy Shores on the beautiful ...
From $385 per night (USD)Expedia
From $195 per night (USD)VRBO
BEST BEACH DEALS! Ocean Front Gem! 75ft To Water 55\"TV Heated Pool WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Kima Condominium 302 is located at 14300 Gulf Blvd. at Madeira Beach, Florida, just 40 minutes from Tampa International ...
From $195 per night (USD)VRBO
From $497 per night (USD)Expedia
Beach Place 110 3 BR Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place 110 is a Beach Front Condo with a beautiful view of the Gulf of Mexico located in Madeira Beach, Florida. Th ...
From $497 per night (USD)Expedia
From $373 per night (USD)VRBO
Madeira Norte 2BR Gulf-Front Condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Gulf-front 2-bedroom, 1.5-bathroom condo in Madeira Beach with an extended private balcony, shared pool, secur ...
From $373 per night (USD)VRBO
From $410 per night (USD)Expedia
Look no further!! Beachfront Condo in Paradise, Short walk to John's Pass.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our Condo property is newly renovated. The pool and hot tub are ready for you! The beach is gorgeous! Our gulf front c ...
From $410 per night (USD)Expedia
From $263 per night (USD)VRBO
Villa Madeira 405 -Gorgeous Beachfront Condo, Close To It All!
- 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 $425 per night (USD)VRBO
Waterfront Condo 2BD/2BA at John’s Pass! Walk to Beach/Shopping/Restaurants!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Steps away from JOHNS PASS, literally! This quaint turn-of-the-century fishing village in a huge attraction for locals a ...
From $425 per night (USD)VRBO
From $209 per night (USD)VRBO
Patio! 5th-Floor Oceanfront Condo on Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Begin your sun-kissed adventure to Madiera Beach when you book this 2-bedroom, 1.5-bath vacation rental condo. Perched o ...
From $209 per night (USD)VRBO
From $243 per night (USD)Expedia
Across from the Beach and an Easy Walk to Johns Pass Village. Heated Pool. Exceptional Location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Resort with marina, restaurant, and two blocks from John's Pass. Gulf facing view from your private balcony. All the a ...
From $243 per night (USD)Expedia
From $699 per night (USD)VRBO
Huge Beach House w/Large Beachfront Patio! Beach Vacation for the Entire Family. Fire Pit. Free Fun.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Fantastic Beachfront Home | Private • Spacious • Perfect for Families Welcome to The Yoda House, a rare and spaciou ...
From $699 per night (USD)VRBO
From $441 per night (USD)Expedia
Directly on the beach and across from John's Pass Village. Beachfront Escape. Lounge at the Pool.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Directly on the beach and directly across from John's Pass Village. Location could not be better, and the view is one o ...
From $441 per night (USD)Expedia
From $226 per night (USD)VRBO
Overlooking the Beach! Private Beachfront Balcony, Pool, Hot Tub, Grill, Walk to Nearby Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gorgeous view from the seventh floor large private balcony overlooking the beach and Gulf. For a break from the beach ...
From $226 per night (USD)VRBO
From $299 per night (USD)Expedia
Beachfront SeaBreeze Condo #102
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful beachfront condo sits directly on the beach, with a balcony overlooking the beach and ocean. The view pro ...
From $299 per night (USD)Expedia
From $525 per night (USD)VRBO
Gulf Front Sunsets From the Balcony of This 3 BD/2 BA condo!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
We just finished a full remodel in this 3 bedroom, 2 bathroom beach front condo with an oversize balcony overlooking the ...
From $525 per night (USD)VRBO
From $170 per night (USD)Expedia
2b 1.5b - Updated Johns Pass - Madeira Norte #102
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavailable during the const ...
From $170 per night (USD)Expedia
From $350 per night (USD)VRBO
Luxury Beach Front Corner Beach Place #306
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This luxurious 3 Bedroom 2 Bath Direct Beach Front unit is located just across from John's Pass Village and Boardwalk. V ...
From $350 per night (USD)VRBO
From $462 per night (USD)Expedia
Sandy Shores 401 Gulf Front Corner Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
401 is a newly painted one bedroom/one bath room gulf front condo located in Sandy Shores on the beautiful Gulf of Mexic ...
From $462 per night (USD)Expedia
From $423 per night (USD)VRBO
Sandy Shores 306 2 BR with Gulf Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
306 is a very comfortable home away from home with a beautiful view of the Gulf of Mexico from the private balcony. It h ...
From $423 per night (USD)VRBO
From $434 per night (USD)Expedia
Sandy Shores 105 - Gulf Front 1 bedroom / 1 bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
105 is a one bedroom/one bathroom gulf front condo located in Sandy Shores on the beautiful Gulf of Mexico in Madeira Be ...
From $434 per night (USD)Expedia
From $532 per night (USD)VRBO
Sandy Shores 403 2 BR Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This newly furnished two-bedroom, two-bath Gulf-front condo features stunning views of Madeira Beach and the Gulf of Mex ...
From $532 per night (USD)VRBO
From $427 per night (USD)Expedia
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 $427 per night (USD)Expedia
From $427 per night (USD)VRBO
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 $427 per night (USD)VRBO
From $444 per night (USD)Expedia
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 $444 per night (USD)Expedia
From $427 per night (USD)VRBO
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 $427 per night (USD)VRBO
From $427 per night (USD)Expedia
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 $427 per night (USD)Expedia
From $442 per night (USD)VRBO
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 $442 per night (USD)VRBO
From $532 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 $532 per night (USD)Expedia
From $240 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 $240 per night (USD)VRBO
From $497 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 $497 per night (USD)Expedia
From $462 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 $462 per night (USD)VRBO
From $561 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 $561 per night (USD)Expedia
From $388 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 $388 per night (USD)VRBO
From $427 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 $427 per night (USD)Expedia
From $497 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 $497 per night (USD)VRBO
From $497 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 $497 per night (USD)Expedia
From $497 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 $497 per night (USD)VRBO
From $450 per night (USD)Expedia
Get Away In This Well-Appointed Gulf Front Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
104 is a NEWLY RENOVATED one bedroom/one bathroom gulf front condo located in Sandy Shores on the beautiful Gulf of Mexi ...
From $450 per night (USD)Expedia
From $427 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 living room set. ...
From $427 per night (USD)VRBO
From $478 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 $478 per night (USD)Expedia
From $210 per night (USD)VRBO
Quaint beach condo getaway -1st floor--very short walk to the beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful gated waterfront community, 1BD/1BA ground floor condo with sleeper sofa, full kitchen, dishwasher, Washer/Dry ...
From $210 per night (USD)VRBO
From $198 per night (USD)Expedia
Snowbirds welcome 5min walk to the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Left side of a duplex, small backyard and 5min walk to the beach! Location, location, loaction Madeira beach has one of ...
From $198 per night (USD)Expedia
From $253 per night (USD)VRBO
Nauti Escape Across The Street From Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to Seabreeze Inn on 147th. Stylish apartments ACROSS the street from Public Beach Access. We offer imm ...
From $253 per night (USD)VRBO
From $229 per night (USD)Expedia
5 O'Clock Somewhere*Across Street Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to Seabreeze Inn on 147th. Stylish apartments ACROSS the street from Public Beach Access. We offer imm ...
From $229 per night (USD)Expedia
From $253 per night (USD)VRBO
Margaritaville Across The Street From Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to Seabreeze Inn on 147th. Stylish apartments ACROSS the street from Public Beach Access. We offer imm ...
From $253 per night (USD)VRBO
From $317 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 $317 per night (USD)Expedia
From $258 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 $258 per night (USD)VRBO
From $383 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 $383 per night (USD)Expedia
From $193 per night (USD)VRBO
Madeira Beach Yacht Club Beach Paradise Condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Florida Gulf Coast! Come stay and enjoy this beautiful, updated, 2 Bedroom, 1 Bath beach condo inside the ...
From $193 per night (USD)VRBO
From $282 per night (USD)Expedia
Upgraded Beachfront Condo Close to Shops, and Restaurants - Pool, Hot Tub, Beach, and Private Balcony
- 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 $282 per night (USD)Expedia
From $345 per night (USD)VRBO
🌅 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 $345 per night (USD)VRBO
From $272 per night (USD)Expedia
1605 Madeira Bay – Waterway Views, Heated Pool, Walk to Beach & John's 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 $272 per night (USD)Expedia
From $259 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 $259 per night (USD)VRBO
From $419 per night (USD)Expedia
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 $419 per night (USD)Expedia
From $415 per night (USD)VRBO
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 $415 per night (USD)VRBO
From $476 per night (USD)Expedia
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 $476 per night (USD)Expedia
From $415 per night (USD)VRBO
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 $415 per night (USD)VRBO
From $471 per night (USD)Expedia
Make Family Memories: Beach, Pool, Hot Tub, Grill, Fire Pit. Paddle boards, & Bikes. All Updated.
- 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 $471 per night (USD)Expedia
From $466 per night (USD)VRBO
Large Patio Great for Family Getaway. Pool, Paddle boards, Bikes, Grill, Fire PIt. Walk to Beach.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to Sea Grape Cottage, a private, stand-alone vacation rental at Island Paradise Cottages in the heart of Madeira ...
From $466 per night (USD)VRBO
From $419 per night (USD)Expedia
Relax. Reconnect. Beach, Shops, & Restaurants nearby. Pool, Paddle boards, Private Patio, & Bikes.
- 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 $419 per night (USD)Expedia
From $318 per night (USD)VRBO
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 $318 per night (USD)VRBO
From $266 per night (USD)Expedia
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 $266 per night (USD)Expedia
From $301 per night (USD)VRBO
🐾 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 $301 per night (USD)VRBO
From $260 per night (USD)Expedia
🌊 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 $260 per night (USD)Expedia
From $179 per night (USD)VRBO
2b 2b - Partial Beach Views Madeira Norte #101
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavailable during the const ...
From $179 per night (USD)VRBO
From $304 per night (USD)Expedia
🌅 Madeira Bay Resort I #1606 – Gulf View Comfort for Families & Small Groups
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The brand new Madeira Bay Resort I #1606 is a two bedroom, two bathroom condo with a private balcony with views of the G ...
From $304 per night (USD)Expedia
From $263 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 $263 per night (USD)VRBO
From $236 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 $236 per night (USD)Expedia
From $478 per night (USD)VRBO
Beach View, Private Plunge Pool, Charming 1938 Bungalow Madeira Beach Gulf-Blvd
- 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 $478 per night (USD)VRBO
From $274 per night (USD)Expedia
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 $274 per night (USD)Expedia
From $227 per night (USD)VRBO
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 $227 per night (USD)VRBO
From $192 per night (USD)Expedia
SALE Aug Sept Oct Nov Dec lo week rate Villa Madeira Condo Direct Gulfbeach View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Property has been completely renovated. Pool has been resurfaced. Pool deck new pavers. Sun deck new surface. Free Wi-F ...
From $192 per night (USD)Expedia
From $371 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 $371 per night (USD)VRBO
From $399 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 $399 per night (USD)Expedia
From $222 per night (USD)VRBO
Special Rates for Oct 24-Nov 21, 2026 - All Rooms Directly Beach Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Special Rates for October 24 through Nov 21, 2026 in our direct beach front vacation condo with all living area overlook ...
From $222 per night (USD)VRBO
From $298 per night (USD)Expedia
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 $298 per night (USD)Expedia
From $223 per night (USD)VRBO
Special Sept 26 - Oct 10, 2026 - Madeira Direct Beach Front Corner Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Special rates for September 26 through October 10, 2026 in our BEACH FRONT CORNER vacation condo directly on the Gulf o ...
From $223 per night (USD)VRBO
From $333 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 $333 per night (USD)Expedia
From $241 per night (USD)VRBO
Gulf Front Condo w/ Stunning Beach View - OS 1108
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Ocean Sands 1108, a spectacular Gulf front corner vacation rental in Madeira Beach with panoramic views of th ...
From $241 per night (USD)VRBO
From $178 per night (USD)Expedia
Home Away from Home Beach Getaway Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Beach Yacht Club, your home away from home beach destination. Our rental is just a 10 - 15 minute wal ...
From $178 per night (USD)Expedia
From $557 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 $557 per night (USD)VRBO
From $248 per night (USD)Expedia
Stay Across from Johns Pass Village. Heated Pool. Direct Beach Access. Secure Building.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
NOTICE TO GUEST STAYING DURING SUMMER 2026: The swimming pool will be undergoing a maintenance project starting May 4, ...
From $248 per night (USD)Expedia
Click For PricingVRBO
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 ...
Click For PricingVRBO
From $333 per night (USD)Expedia
Updated Beachfront Condo, steps to John's Pass, heated pool,updated kitchen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amazing sunsets of the Gulf of Mexico from Madeira Beach condo located on the second floor. Updated beach modern condo w ...
From $333 per night (USD)Expedia
From $338 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 $338 per night (USD)VRBO
From $263 per night (USD)Expedia
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)Expedia
From $276 per night (USD)VRBO
Trillium 4C Beach Front Condo with Private Balcony|Gorgeous Updates|Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $276 per night (USD)VRBO
From $201 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 $201 per night (USD)VRBO
From $272 per night (USD)VRBO
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 $272 per night (USD)VRBO
From $273 per night (USD)Expedia
Updated Gulf Front Condo - Pool - Villa Madeira 404
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Top Reasons to Book: • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico. • Shared covere ...
From $273 per night (USD)Expedia
From $274 per night (USD)VRBO
Trillium 2C | Beautiful Updates | North Corner Condo |
- 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)VRBO
From $264 per night (USD)Expedia
Villa Madeira 410 Spacious Corner Condo, Private Beachfront Balcony
- 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 $264 per night (USD)Expedia