Madeira Beach Rentals
From $338 per night (USD)VRBO
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 $338 per night (USD)VRBO
From $284 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 $284 per night (USD)Expedia
From $444 per night (USD)VRBO
Stunning Oceanfront Retreat with Modern Comfort
- 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 $444 per night (USD)VRBO
From $388 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 $388 per night (USD)VRBO
From $255 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 $255 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 $422 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 $422 per night (USD)VRBO
From $345 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 $345 per night (USD)Expedia
From $272 per night (USD)VRBO
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)VRBO
From $206 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 $206 per night (USD)VRBO
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 $241 per night (USD)VRBO
Fully Remodeled Madeira Beach Poolside 2BR/2BA Condo Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gorgeous....2 bedrooms 2 baths ground floor townhouse (upstairs/downstairs) unit right on the pool in a gated waterfront ...
From $241 per night (USD)VRBO
From $419 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 $419 per night (USD)VRBO
From $415 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 $415 per night (USD)Expedia
From $476 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 $476 per night (USD)VRBO
From $415 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 $415 per night (USD)Expedia
From $471 per night (USD)VRBO
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)VRBO
From $466 per night (USD)Expedia
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)Expedia
From $419 per night (USD)VRBO
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)VRBO
From $195 per night (USD)Expedia
Beach View 2b 1.5b Madeira Norte #108
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Madeira Norte 108 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavaila ...
From $195 per night (USD)Expedia
From $334 per night (USD)VRBO
Corner Beach Front Unit - Beach Place #412
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
#412 is a newly fully renovated, light, bright corner, beachfront 3 bedroom 2 bath condo and is waiting for your family ...
From $334 per night (USD)VRBO
From $318 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 $318 per night (USD)Expedia
From $282 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 $282 per night (USD)VRBO
From $251 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 $251 per night (USD)Expedia
From $266 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 $266 per night (USD)VRBO
From $211 per night (USD)Expedia
Bayside Condo with Brand New Interior, Walkable to BEACH, Retail, Dining & more!
- 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 $211 per night (USD)Expedia
From $244 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 $244 per night (USD)VRBO
From $478 per night (USD)Expedia
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)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 $177 per night (USD)Expedia
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 $177 per night (USD)Expedia
From $150 per night (USD)VRBO
Waterfront Community with Pool #159F
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
**1BR/1BA condo at Madeira Beach Yacht Club.** Please note that due to the 2024 hurricane season, there is constructio ...
From $150 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 $367 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 $367 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 $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 $222 per night (USD)Expedia
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)Expedia
From $298 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 $298 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 $282 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
Beautiful Views from this 4th-Floor Corner Unit at Chambre Condominiums Experience all Madeira Beach has to offer a ...
From $282 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 $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 $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 $139 per night (USD)Expedia
Charming 1 Bedroom Beach Condo.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Newly renovated Dec 2025. Enjoy a Gulf of Mexico vacation in our private beach condo. Gulf Gardens is located directly ...
From $139 per night (USD)Expedia
From $283 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 $283 per night (USD)VRBO
From $138 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 $138 per night (USD)VRBO
From $248 per night (USD)VRBO
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)VRBO
From $386 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 $386 per night (USD)VRBO
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 $153 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 $153 per night (USD)Expedia
From $245 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 $245 per night (USD)VRBO
From $196 per night (USD)Expedia
Newly Renovated 1 BR Madeira Beach Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to Florida’s Gulf Coast Paradise! Discover the charm of Gulf Gardens, a tropical oasis with white sandy beaches ...
From $196 per night (USD)Expedia
From $333 per night (USD)VRBO
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)VRBO
From $249 per night (USD)Expedia
Gulf View Condo, Sleeps 6, Pool, Steps to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A Superhost stay — 1,000+ reviews across Airbnb, VRBO & Booking.com, plus fast, friendly support whenever you need it. ...
From $249 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 $359 per night (USD)VRBO
Penthouse Condo on the Beach with Amazing West and North Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your condo is the corner unit located on the 10th floor (11 stories up) with beautiful views to the west and north. Dec ...
From $359 per night (USD)VRBO
From $273 per night (USD)VRBO
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)VRBO
From $274 per night (USD)Expedia
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)Expedia
From $264 per night (USD)VRBO
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)VRBO
From $269 per night (USD)Expedia
🌞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)Expedia
From $254 per night (USD)VRBO
Special September - November Promos on Outstanding Value Beachfront Condo
- 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 $254 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 $258 per night (USD)VRBO
Wraparound Corner Balcony. Heated Pool. Direct Beachfront. Outstanding Views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy the very best views this beachfront building has to offer, with a huge wraparound balcony overlooking the Gulf of ...
From $258 per night (USD)VRBO
From $269 per night (USD)Expedia
Outstanding Direct Beachfront Location. Heated Pool. Excellent Sunset Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Located directly on the sand in the heart of Madeira Beach, this fifth floor spacious corner unit condo is ready for you ...
From $269 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 $237 per night (USD)VRBO
Sunsets, Surf & Sand at beautiful beachfront condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Madeira Beach, FL, condo with large pool, hot tub, Tiki Bar, shuffleboard, lounge chairs, charcoal grill, covered parkin ...
From $237 per night (USD)VRBO
From $224 per night (USD)VRBO
VACATION RETREAT Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cozy 1st floor 1 bedroom/1 bath of beach duplex is across the street from public access to sugar sand beaches and crysta ...
From $224 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 $172 per night (USD)VRBO
Cozy Cottage on Mad Beach-Fully Renovated-Walk Across Gulf Blvd to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Update 12/31/25: Cozy Cottage has been fully renovated (again) post the 2024 hurricane flooding. Interior photos have ...
From $172 per night (USD)VRBO
From $405 per night (USD)VRBO
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)VRBO
From $278 per night (USD)Expedia
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)Expedia
From $230 per night (USD)VRBO
Gulf Views Across The Street From Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to Seabreeze Inn on 147th. Stylish apartments ACROSS the street from Public Beach Access. We offer imm ...
From $230 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 $1851 per night (USD)VRBO
BEACH HOUSE GETAWAY! BEAUTIFUL WATER VIEWS & SUNSETS! PERFECT LOCATION!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
This 3 story waterfront luxury home features 2 large balconies & w/spectacular water views and sunsets. It's loaded wi ...
From $1851 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 $226 per night (USD)VRBO
Coastal Getaway Across Street From Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Summary: Welcome to Seabreeze Inn on 147th. Stylish apartments ACROSS the street from Public Beach Access. We offer imm ...
From $226 per night (USD)VRBO
From $289 per night (USD)VRBO
WATERFRONT -Madeira Beach Yacht Club 2 BR 1 Bath Condo, on Florida- Intercoastal
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2- BR 1- Bath - Unit 329 #E Medallion Blvd. * Clean * Comfortably furnished Condo. This is a recently remodeled 2nd f ...
From $289 per night (USD)VRBO
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 $190 per night (USD)VRBO
UPDATED, CHARMING BEACH COTTAGE STYLED CONDO ON MADEIRA BEACH!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Fantastic, updated, spacious town home "cottage styled" condo located inside the gates of The Madeira Beach Yacht Club o ...
From $190 per night (USD)VRBO