Madeira Beach Rentals
- From $178 per night (USD)
VRBO
A Private, Spacious and Modern Home Away From Home. Heated Pool. Bikes, Boards, Toys!
- 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 $178 per night (USD)VRBO
- From $145 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 $145 per night (USD)Expedia
- From $182 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 $182 per night (USD)VRBO
- From $161 per night (USD)
Expedia
Private Cottage with Large Patio Area. Great Family Location. Pool, Water Toys, and Bikes!
- 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 $161 per night (USD)Expedia
- From $143 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 $143 per night (USD)VRBO
- From $205 per night (USD)
Expedia
Beach View Unit Across from John's Pass Village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom 1.5 Bath Beach View from Balcony. Updates throughout, located steps from the beach and across from popular Joh ...
From $205 per night (USD)Expedia
- From $472 per night (USD)
VRBO
Direct Beachfront Balcony Views at John's Pass - Free WiFi Beach Place #412
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place #412 is a light, bright corner, beachfront 3 bedroom 2 bath condo and is waiting for your family vacation! T ...
From $472 per night (USD)VRBO
- From $228 per night (USD)
Expedia
Direct Beachfront Balcony - Overlooking the Gulf of Mexico
- 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 $228 per night (USD)Expedia
- From $223 per night (USD)
VRBO
Direct Beachfront Balcony - Incredible Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sandy Shores #305 is light and bright with tropical decor and many windows looking out and over Madeira Beach and the Gu ...
From $223 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Direct Beachfront Balcony Corner Unit
- 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 $242 per night (USD)Expedia
- From $226 per night (USD)
VRBO
#501 Sandy Shores - Beachfront Corner Unit on Top Floor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sandy Shores #501 is a Top Floor one bedroom one bath, extra large open floor plan. Accommodates up to 4 persons. This g ...
From $226 per night (USD)VRBO
- From $326 per night (USD)
Expedia
Enjoy Beachfront Views! Walk to John's Pass!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy perfect sunset views from this recently renovated Gulf front condo. The Chambre is located on the soft sugary sand ...
From $326 per night (USD)Expedia
- From $191 per night (USD)
VRBO
Gulf-front getaway with sunset-view balcony, beachfront pool & easy beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Madeira Norte Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $191 per night (USD)VRBO
- From $324 per night (USD)
VRBO
Amazing 9th Floor Beach Front Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy perfect sunset views from this large recently renovated Gulf front 2 bedroom condo. Ocean Sands is located on the ...
From $324 per night (USD)VRBO
- From $172 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 $172 per night (USD)VRBO
- From $223 per night (USD)
Expedia
La Coquina 105: Beachside Bliss - 2BD\/2BA Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Come soak up the sun of the Gulf coast at this beautiful unit. Unit 105 of La Coquina is situated just across t ...
From $223 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Ground-Floor, Wireless Internet, Screened Patio, Across from Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
NOTE - NO RESERVATIONS ARE ACCEPTED WITHIN 10 DAYS OF ARRIVAL DATE. Condo has free wireless internet and free long-dis ...
From $150 per night (USD)VRBO
- From $175 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 $175 per night (USD)Expedia
- From $154 per night (USD)
VRBO
Waterfront Ground Floor Oasis, 2 Bedroom 2 Bath with Boat Slip and Coastal Decor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spend an awesome get-away at the Madeira Beach Yacht Club Unit 301B located across the street from the powder white sand ...
From $154 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Wonderful 2 bedroom condo on Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
7 night minimum. This newly furnished condo has all the comforts of home and more. The double wide balcony offers a view ...
From $200 per night (USD)Expedia
- From $156 per night (USD)
VRBO
Gorgeous Updated 3 bedroom 2 bath Waterfront Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Snug Harbor #2301 - Snug Harbor is a fantastic centrally located waterfront community in Madeira Beach. 30 day minimum r ...
From $156 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Incredible Beach Views from Top Floor Updated 2b 1.5 ba Madeira Norte #505
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy the peace & quiet of being located on the top floor with incredible views of the beach and gulf. The side beach lo ...
From $230 per night (USD)Expedia
- From $193 per night (USD)
VRBO
The New Madeira Bay Resort I 1509 Marina View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the sparkling Madeira Bay Resort I #1509, a delightful two-bedroom, two-bathroom condo with your own personal ...
From $193 per night (USD)VRBO
- From $238 per night (USD)
Expedia
Kima #103 Large Beach Front Balcony with Panoramic Gulf Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Kima 103 is a 2 Bedroom / 2 Bathroom Gulf Front unit that features a large balcony with panoramic gulf views that can be ...
From $238 per night (USD)Expedia
- From $192 per night (USD)
VRBO
Madeira Norte #101 - 2b 1.5b Partial Beach Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Madeira Norte #101 is a very large corner unit with a private 30 foot balcony. Onsite heated pool. Partial Beach Views f ...
From $192 per night (USD)VRBO
- From $131 per night (USD)
Expedia
Waterfront Condo - 1\/1.5bath in Madeira Beach, FL!
- Bedrooms:
- 2
- 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 $131 per night (USD)Expedia
- From $102 per night (USD)
VRBO
One Bedroom One Bath Madeira Beach Yacht Club 2nd floor #159F
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly updated 1 bedroom 1 bath 430 sq ft. suite at waterfront gated Madeira Beach Yacht Club. Quiet second floor walkup ...
From $102 per night (USD)VRBO
- From $190 per night (USD)
Expedia
The New Madeira Bay Resort I 1606 Gulf View
- 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 $190 per night (USD)Expedia
- From $139 per night (USD)
VRBO
Very Comfortable, Couples Retreat, Waterfront &1 Block to Beach wKing Sleep# Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You’ll love this WATERFRONT condo directly across the street from the BEACH! You’ll be surrounded by sea air and the lux ...
From $139 per night (USD)VRBO
- From $213 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 $213 per night (USD)Expedia
- From $303 per night (USD)
VRBO
Villa Madeira 504 Sleeps 6| Beach FRONT|Many updates|Walk to John's Pass!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to Book: • Spacious balcony featuring breathtaking views of the Gulf of Mexico. • Shared covered lounge ...
From $303 per night (USD)VRBO
- From $131 per night (USD)
Expedia
Madeira Beach Tropic Breeze Unit 19 Second Floor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Summary: Come live the Florida Dream at Tropic Breezes! The unit is located on the second floor with distant Gulf views. ...
From $131 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Updated Water View Condo with Shared Pool, Balcony, Central AC - Snowbirds OK
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Madeira Luxury Condo Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $334 per night (USD)VRBO
- Click For Pricing
Expedia
Madeira Beach Studio w\/ Easy Access to Shore!
- Bedrooms:
- 1
- Bathrooms:
- 0
- 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 PricingExpedia
- From $122 per night (USD)
VRBO
Ideally Located Madeira Beach Condo w\/ Patio!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Get ready for a beachy getaway filled with sun, sand, surf, and fun when you stay at this 1-bedroom, 1-bathroom vacation ...
From $122 per night (USD)VRBO
- Click For Pricing
Expedia
2 Conjoined Units - Steps From Madeira Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Planning a trip with family or friends where you want to travel together but have your own space? This 2-bedroom, 2-bath ...
Click For PricingExpedia
- Click For Pricing
VRBO
Well-Appointed Madeira Beach Condo w\/ Patio!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Elevate your next beachy getaway when you book this 1-bedroom, 1-bathroom vacation rental condo boasting a well-equipped ...
Click For PricingVRBO
- From $108 per night (USD)
Expedia
Pet-Friendly Madeira Beach Studio Near Coast!
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 3
Plan your next escape to Madeira Beach to experience some of Florida’s best attractions and stay at this 1-bathroom vaca ...
From $108 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Breathe in fresh salt air & watch dolphins swim at this lovely MadBeach location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Please respect our home just as you would respect your home. This is our personal condo that we live in when guests are ...
From $175 per night (USD)VRBO
- From $200 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 $200 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Welcome to Your Oceanfront Paradise in Madeira Beach!\n
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to our exquisite 3-bedroom, 2-bathroom oceanfront condo, where sun-kissed beaches, stunning sunsets, and endless ...
From $300 per night (USD)VRBO
- From $207 per night (USD)
VRBO
One Bedroom Penthouse Condo on the Beach at Ocean Sands
- Bedrooms:
- 2
- 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 $207 per night (USD)VRBO
- From $265 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 $265 per night (USD)VRBO
- From $189 per night (USD)
Expedia
SALE Sept Oct Nov Dec LOW Rates Villa Madeira Condo Direct Gulf Beach View unit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Free Wi-Fi Internet access - works with laptops, tablets and handhelds. This large nicely furnished 3 bedroom gulf front ...
From $189 per night (USD)Expedia
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $282 per night (USD)
Expedia
Stunning views from balcony, living room and kitchen in upscale BEACHFRONT unit.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
MADEIRA BEACH RANKED #9 BEST BEACH in the COUNTRY BY TRIPADVISOR!! Amazing gulf views await you in this beautifully u ...
From $282 per night (USD)Expedia
- From $188 per night (USD)
VRBO
The New Madeira Bay Resort I 1607 Marina View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The brand new Madeira Bay Resort I #1607 is a two bedroom, two bathroom condo with a private balcony. King size bed in t ...
From $188 per night (USD)VRBO
- From $900 per night (USD)
Expedia
Luxury Beach Home S
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Brand New, 2000 sq feet/3 Bedroom/3 Full Bathrooms 2 living rooms/modern townhome located near a canal and the gulf just ...
From $900 per night (USD)Expedia
- From $225 per night (USD)
VRBO
#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 $225 per night (USD)VRBO
- From $243 per night (USD)
Expedia
Cancellation Special June 01-08, 2024 - Direct Beach Front Corner Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Cancellation Special June 01-08, 2024. Let's work on that sun-tan directly on the Gulf of Mexico. So book your Beach Fr ...
From $243 per night (USD)Expedia
- From $243 per night (USD)
VRBO
August 3-10, 2024 Special Booking Rates - All Rooms Directly Beach Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
August 3-10, 2024 Special Booking Rates in our BEACH FRONT CORNER vacation condo directly on the Gulf of Mexico. New l ...
From $243 per night (USD)VRBO
- From $159 per night (USD)
Expedia
Madeira Bay Resort 312 Marina View w\/Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Madeira Bay Resort #312 is a two bedroom, one bathroom condo with a private balcony. Views of marina, sunrises, and wate ...
From $159 per night (USD)Expedia
- From $224 per night (USD)
VRBO
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 $224 per night (USD)VRBO
- From $242 per night (USD)
Expedia
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 $242 per night (USD)Expedia
- From $238 per night (USD)
VRBO
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 ...
From $238 per night (USD)VRBO
- From $133 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 $133 per night (USD)Expedia
- From $435 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 $435 per night (USD)VRBO
- From $395 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 $395 per night (USD)VRBO
- Click For Pricing
Expedia
Bright, sunny condo with gorgeous ocean views & pool access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Arena de Madeira 203 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
Click For PricingExpedia
- From $279 per night (USD)
Expedia
Spectacular Gulf Front Corner 2 bedroom \/ 2 bath in the Ocean Sands
- 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 $279 per night (USD)Expedia
- From $117 per night (USD)
VRBO
Charming 1 Bedroom Beach Condo, Lush Landscaping, Clean Pool.
- 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 $117 per night (USD)VRBO
- From $232 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 $232 per night (USD)VRBO
- From $105 per night (USD)
VRBO
Come enjoy the serenity of Gulf Gardens at Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Come visit the gem of Madeira Beach, and discover the charm that has visitors coming back for decades. Enjoy a quiet, ...
From $105 per night (USD)VRBO
- From $242 per night (USD)
Expedia
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 $242 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Cheerful 4 bedroom Beach House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Ask about discount offered for long-term rental. Live where you feel like you're on vacation. Relax at our beach getawa ...
From $207 per night (USD)VRBO
- From $384 per night (USD)
VRBO
Corner Unit Directly Overlooking the Beautiful Gulf of Mexico
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Rarely available condo with gorgeous DIRECT GULF VIEWS. Welcome to The Seaview Condominiums in Madeira Beach. The perfe ...
From $384 per night (USD)VRBO
- From $275 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 $275 per night (USD)VRBO
- From $195 per night (USD)
Expedia
The Sunshine Cottage. Walk To Beach, Shops, Dining & Water Sports
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
These 4 quaint, authentic (built in 1940's)Key West 'Old Florida' cottages are cozy and very clean, and have been compl ...
From $195 per night (USD)Expedia
- From $181 per night (USD)
VRBO
The Surf Cottage. Walk To Beach, Shops, Dining & Water Sports
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
These 4 quaint, authentic 'Old Florida' Key West style cottages (built in the 1940's)are cozy, very clean, and were comp ...
From $181 per night (USD)VRBO
- From $205 per night (USD)
VRBO
Escape the Cold in Madeira Beach!
- Bedrooms:
- 2
- 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 $205 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Madeira Beach's Best Kept Secret
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Water views from all rooms!!! Private laid-back getaway. Perfect for a mature couples' vacation. This home is located wa ...
From $225 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Oceanfront Newly Remodeled Corner Condo
- 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 $125 per night (USD)
VRBO
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 $125 per night (USD)VRBO
- From $310 per night (USD)
Expedia
Self Check-in-out\/Extra clean Across from John's Pass\/view of Bridge\/much more
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
We are ready for booking. We also offer early entry by 1 oclock for those who fly. Information if YOu fly in. You can ...
From $310 per night (USD)Expedia
- From $318 per night (USD)
VRBO
New Listing! Updated Beachfront Condo, steps to John's Pass
- 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 $318 per night (USD)VRBO
- From $331 per night (USD)
VRBO
Two Bedroom Condo With Views Of The Beach & Gulf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Modern Two Bedroom, Two Bathroom Condo With Breathtaking Views Of The Gulf And Beach. Located in Madeira Bay Resort feat ...
From $331 per night (USD)VRBO
- From $212 per night (USD)
VRBO
Spectacular Beachfront Condo. Views and Location! Free Fun Activities Pool and Restaurants Nearby
- 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 $212 per night (USD)VRBO
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Expedia
Ocean\/Beach Front 2 Bedroom Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
2 bedroom/2 bathroom condo available over New Years (December 30th, 2019 to January 4th, 2020). A beachfront resort on ...
Click For PricingExpedia
- Click For Pricing
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. ...
Click For PricingVRBO
- From $118 per night (USD)
VRBO
Waterfront and Walkable to Best Of Madeira Beach! 2 Blocks to the Sand!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Come escape and play on the beach! Completely renovated - with brand new appliances in the kitchen and a breakfast nook ...
From $118 per night (USD)VRBO
- From $241 per night (USD)
VRBO
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 ...
From $241 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Villa Madeira 203 Gorgeous remodel|Walk to John's Pass|Large Balcony!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Top Reasons to Book: • Spacious balcony featuring breathtaking views of the Gulf of Mexico. • Shared covered lounge ...
From $280 per night (USD)Expedia
- From $397 per night (USD)
VRBO
Corner Unit. 2 Bedroom+Bonus Room\/Den. Overlooking the Gulf. Amazing Views! Easy Walk to Johns Pass.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Named "Casa Bianca" - The view from this direct beachfront unit will leave you speechless! This fifth floor corner unit ...
From $397 per night (USD)VRBO
- From $303 per night (USD)
Expedia
Trillium 4C Beach Front Condo with Private Balcony|Gorgeous Updates|Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you en ...
From $303 per night (USD)Expedia
- From $105 per night (USD)
VRBO
Madeira Beach Yacht Club 151H | Pools, Near Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
When you vacation at Madeira Beach Yacht Club 151H, 150 yards is all that separates you from the silky white sands of Ma ...
From $105 per night (USD)VRBO
- From $499 per night (USD)
Expedia
RARE Beachfront Home with a pool, walk to Johns Pass
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
- 4 beds, 2 baths, sleeps 8, private beachfront home with pool - Kitchen is fully stocked with a coffee maker, blender, ...
From $499 per night (USD)Expedia
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Expedia
Great views of the dolphins playing under the bridge.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
Address 12901 Gulf Lane - Unit 103. For those that a fly in. We offer early entry!!! Let us know if you need it. Bed ...
Click For PricingExpedia
- From $227 per night (USD)
Expedia
Direct Beachfront\/Newly Renovated\/Walk to Shops\/Dining
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
- Community application required - must be submitted 30 days prior to check in - Updated unit with new furniture - Kitch ...
From $227 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Beachfront Condo in Ocean Sands in Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Fully equipped updated studio right on the Gulf. This is a non-smoking unit, no smoking inside, no smoking outside or o ...
From $179 per night (USD)VRBO
- From $284 per night (USD)
Expedia
Villa Madeira 207 Paradise! So many updates in the awesome beach front condo!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Top Reasons to Book: • Spacious balcony featuring breathtaking views of the Gulf of Mexico. • Shared covered lounge ...
From $284 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Penthouse Condo on the Beach with Amazing West and North Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our condo is the corner unit located on the 10th floor (11 stories up) with beautiful views to the west and north. Comp ...
From $221 per night (USD)VRBO
- From $136 per night (USD)
Expedia
Sweeping Panoramic Ocean Views - 30 day Minimum
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gorgeous views from this direct beach front 5th floor Corner 2 bedroom 2 bath 1120 square foot unit. Wrap around balcony ...
From $136 per night (USD)Expedia
- From $311 per night (USD)
VRBO
Villa Madeira 404 Gorgeous Gulf Views|Many updates|Walk to John's Pass!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Top Reasons to Book: • Spacious balcony featuring breathtaking views of the Gulf of Mexico. • Shared covered lounge ...
From $311 per night (USD)VRBO
- From $335 per night (USD)
Expedia
Trillium 2C | Beautiful Updates | North Corner Condo |
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you en ...
From $335 per night (USD)Expedia
- From $281 per night (USD)
VRBO
Villa Madeira 410 Spacious Corner Condo, Private Beachfront Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to Book: • Spacious balcony featuring breathtaking views of the Gulf of Mexico. • Shared covered lounge ...
From $281 per night (USD)VRBO
- From $340 per night (USD)
Expedia
Trillium 2A Desired South Corner|Large Balcony|Beautiful Beach View!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you en ...
From $340 per night (USD)Expedia
- From $199 per night (USD)
VRBO
Stunning Beach Front Condo with 180° View of the Gulf of Mexico
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Imagine waking to the sound of the ocean from our 6th floor, beach-front condo! Right on Madeira Beach, our condo compl ...
From $199 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Trillium 2B Beach View from ALL rooms|Very unique|Top location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you en ...
From $300 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Trillium 1C Beach Front Condo with gorgeous updates and amazing view!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you en ...
From $314 per night (USD)VRBO
- From $292 per night (USD)
Expedia
Trillium 4A Beach Front Condo with Private Balcony|Amazing Gulf Views|Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you en ...
From $292 per night (USD)Expedia