
Madeira Beach Rentals
- From $299 per night (USD)
VRBO
🌅 Madeira Bay Resort #415 – Stylish Two-Bedroom Condo with Sleeper Sofa & Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover comfort and convenience in Madeira Bay Resort #415, a two-bedroom, two-bathroom condo featuring tile and vinyl ...
From $299 per night (USD)VRBO
- From $262 per night (USD)
Expedia
Madeira Bay Resort #501 – One-Bedroom Condo with Balcony & Pet-Friendly Comfort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Madeira Bay Resort #501, a spacious one-bedroom, one-bathroom condo designed with handicap-friendly features ...
From $262 per night (USD)Expedia
- From $292 per night (USD)
VRBO
Sea Breeze 403 | Gulf-Front Balcony Views & Room to Unwind
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze #403, your perfect beachfront getaway in beautiful Madeira Beach! This spacious two-bedroom, two-b ...
From $292 per night (USD)VRBO
- From $334 per night (USD)
Expedia
Madeira Bay Resort #505 – Spacious 3-Bedroom Condo with Dual Balconies & Marina Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Madeira Bay Resort #505, a three-bedroom, two-bathroom condo offering two private balconies with panoramic vi ...
From $334 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Sea Breeze 206 | Gulf-Front Balcony Views & Room for the Whole Crew
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze 206, a spacious 2-bedroom, 2-bath condo with a generous 1,200 sq. ft. split floorplan—perfect for ...
From $334 per night (USD)VRBO
- From $339 per night (USD)
Expedia
🌅 Madeira Bay Resort #604 – Scenic 3-Bedroom Condo with Dual Balconies & Pet-Friendly Comfort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Madeira Bay Resort #604, a three-bedroom, two-bathroom condo featuring two private balconies with breathtakin ...
From $339 per night (USD)Expedia
- From $336 per night (USD)
VRBO
🌅 Madeira Bay Resort #507 – Scenic 3-Bedroom Condo with Dual Balconies & Sunrise Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Madeira Bay Resort #507, a three-bedroom, two-bathroom condo offering two private balconies with stunning vie ...
From $336 per night (USD)VRBO
- From $363 per night (USD)
Expedia
🌴 Las Brisas 201 — Renovated 3BR Gulf Front Condo with Room for 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Las Brisas 201, a recently renovated 3-bedroom, 2-bathroom Gulf Front condo offering 1,440 sq. ft. of coastal ...
From $363 per night (USD)Expedia
- From $331 per night (USD)
VRBO
Luxury Beachfront Corner Condo 3 BR 2 BA with a Pool - It’s 5 o’clock somewhere!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This newly remodeled Villa Madeira condo is a large north corner unit that has a screened in balcony facing the white sa ...
From $331 per night (USD)VRBO
- From $570 per night (USD)
VRBO
Modern Madeira Beach 3BR|Heated Pool|Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Modern 3BR/3BA condo in Madeira Beach with a heated pool and easy beach access. Bright open layout with fully equipped ...
From $570 per night (USD)VRBO
- From $223 per night (USD)
VRBO
Ocean Sands 1107: Amazing Gulf Front Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amazing 11th floor 2 bedroom 2, bath Gulf Front condo with upgrades galore and panoramic views from every window! There` ...
From $223 per night (USD)VRBO
- From $318 per night (USD)
Expedia
Stunning Top Floor Views and an Interior to Match. On the Beach. Close to Johns Pass Village.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is the ultimate beachfront condo, complete with simply amazing views from the top floor of this immaculately mainta ...
From $318 per night (USD)Expedia
- From $227 per night (USD)
VRBO
🌅 Cozy Gulf-View Condo at Surf Song — Spacious Comfort Just Steps from the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the perfect blend of beachside convenience and laid-back charm in this spacious 1-bedroom, 1-bathroom condo at Sur ...
From $227 per night (USD)VRBO
- From $234 per night (USD)
Expedia
🌴 Surf Song #237 — King Bed Comfort with Gulf Breezes & Walkable Charm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
🏡 Inside the Condo This spacious 1-bedroom, 1-bathroom unit offers a private balcony with partial Gulf views and all th ...
From $234 per night (USD)Expedia
- From $219 per night (USD)
VRBO
🌅 Surf Song Condo #344 — Spacious Gulf-View Comfort Just Steps from the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy the perfect blend of beachside convenience and laid-back Florida charm in this 1-bedroom, 1-bathroom condo located ...
From $219 per night (USD)VRBO
- From $163 per night (USD)
Expedia
Direct Beachfront Unit - Shores of Madeira #505
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Shores of Madeira #505 - Please note that due to the 2024 hurricane season, there is no pool, hot tub or patio at this t ...
From $163 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Villa Madeira 202 Beautiful updates, breathtaking view, walk to John's Pass!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Top Reasons to Book: • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico. • Shared cover ...
From $255 per night (USD)VRBO
- From $243 per night (USD)
Expedia
Madeira Beach Getaway – Tropic Breeze 7 Pool View Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Tropic Breeze 7 – Charming Madeira Beach Condo with Pool View Welcome to Tropic Breeze 7, a beautifully renovated 1-bed ...
From $243 per night (USD)Expedia
- From $282 per night (USD)
VRBO
Coconut Paradise- Waterfront
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $282 per night (USD)VRBO
- From $243 per night (USD)
Expedia
Villa Madeira 406 Gorgeous, Beach Front, Top Location!
- 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 $243 per night (USD)Expedia
- From $208 per night (USD)
VRBO
BEST BEACH DEALS! Beautiful Beach Front Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This Kima unit has a beautiful sought after 2 bedroom 2 bathroom gulf front condo. Enjoy the gulf view and flat screen t ...
From $208 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Johns Pass Studio # 1 Fisherman's Cove and Cottages
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Only 150 steps into Johns Pass. Studio 1 - Newley Renovated Studio. No expense spared. Quality Linens, Smart Television, ...
From $267 per night (USD)Expedia
- From $1172 per night (USD)
VRBO
Luxury Beachhouse W/ Direct Ocean Views Sleeps 12
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to Paradise; relax in luxury in this Brand-New 3bd/3ba Madeira Beach Home! Enjoy full unobstructed ocean views a ...
From $1172 per night (USD)VRBO
- From $400 per night (USD)
Expedia
AWESOME Marina View/BALCONY - 4th Floor @ John's Pass
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Entire condo BRAND NEW Marina-front condo with balcony 2 bedroom 2 bath Master: King bed Bedroom: "Full-size" bunk beds ...
From $400 per night (USD)Expedia
- From $402 per night (USD)
VRBO
Beach Front - John's Pass - Beach Place #210
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place #210 - This large 3 bedroom, 2 bath condo is right on the beach at John's Pass Village. This roomy vacation ...
From $402 per night (USD)VRBO
- From $134 per night (USD)
Expedia
Fully Renovated Beach Condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Yacht Club at Madeira Beach is located on Boca Ciega Bay and is less than a 10 minute walk to the white sandy beach. ...
From $134 per night (USD)Expedia
- Click For Pricing
VRBO
BEST BEACH DEALS! Listen To The Waves 75ft to Ocean 55\"TV Heated Pool Wifi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Kima Condominium is located at 14300 Gulf Blvd. at Madeira Beach, Florida, just 40 minutes from Tampa International Airp ...
Click For PricingVRBO
- From $416 per night (USD)
Expedia
Las Brisas, Breathtaking view! Oceanfront, Sleeps 9, 2 COVERED PARKING SPOTS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Our Las Brisas three bedroom/two bath condominium rental is among the larger units available in the Tampa-St. Pete-Clear ...
From $416 per night (USD)Expedia
- From $272 per night (USD)
VRBO
311 Madeira Bay – Waterway Views, Heated Pool, Walk to Beach & John's Pass Village
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Unit 311 is a newly renovated condo with relaxing waterway views, high ceilings, and modern finishes and is directly acr ...
From $272 per night (USD)VRBO
- From $397 per night (USD)
Expedia
Top Floor| Fully Renovated Gulf-Front 2BR w/ Oceanfront Primary Bedroom|
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Seaview 504 – Top-Floor 2BR Oceanfront Condo with Gulf Views + Pool & Hot Tub Fully renovated, oceanfront, and perfectl ...
From $397 per night (USD)Expedia
- From $200 per night (USD)
VRBO
OCEANFRONT condo directly overlooking the clear blue water of the Gulf of Mexico
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A vacation home done right, and located where every need is met... including a WONDERFUL ice cream shop across the stree ...
From $200 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Heated Pool and Hot-Tub. Next to Johns Pass Village. Stroll over to Beach. Comfortable!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to this beautiful two bedroom condo, located just steps away from the beach! Comfortable Sleeping for 5 ...
From $265 per night (USD)Expedia
- From $546 per night (USD)
VRBO
Making memories at Madeira
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Beach access is directly across the street. Bring the family and friends. Home has fully stocked kitchens. . John's Pa ...
From $546 per night (USD)VRBO
- From $414 per night (USD)
Expedia
Beachfront condo with gorgeous sunset views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Unparalleled beach and gulf views from your private balcony. Updated granite chef's kitchen with stainless appliances. T ...
From $414 per night (USD)Expedia
- From $291 per night (USD)
VRBO
The Beach is Calling You! Sleeps 6, Coffee Bar/Keurig
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled along the Prestine shores of the Gulf Of Mexico, This centrally located condo in Maderia beach Yacht club offer ...
From $291 per night (USD)VRBO
- From $293 per night (USD)
VRBO
2br 2ba condo steps from the beach at the crosswalk monthly rental Feb-April
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Condo that is truly like being at home. Tastefully decorated with all the amenities you will need. Kitchen full stocked ...
From $293 per night (USD)VRBO
- From $645 per night (USD)
VRBO
The Waterfront Relax House
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our charming property located in the beautiful coastal town of Madeira Beach, Florida. This delightful vacat ...
From $645 per night (USD)VRBO
- From $388 per night (USD)
Expedia
Sunset Beach Suites - Suite 5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This cozy corner suite is situated on the ground floor, directly across the street from the scenic Madeira Beach. In jus ...
From $388 per night (USD)Expedia
- From $232 per night (USD)
VRBO
Adorable Beach Condo Located In Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautiful 1 bedroom condo located in Madeira Beach perfect for 2. Cross at crosswalk to miles of beautiful white sandy b ...
From $232 per night (USD)VRBO
- From $169 per night (USD)
Expedia
Seaside Studio- POOL & Steps to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your seaside sanctuary in Madeira Beach, Florida! Escape to this charming studio retreat, fully remodeled a ...
From $169 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Your Seaside Oasis, 3x2 House at Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Your Seaside Oasis Awaits! Welcome to 14054 Miramar Ave - Your Ultimate Retreat by the Sea! Beautiful and spacious 2 b ...
From $255 per night (USD)VRBO
- From $115 per night (USD)
VRBO
Your Seaside Oasis, 1x1 Condo at Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Your Seaside Oasis Awaits! Welcome to 14054 Miramar Ave - Your Ultimate Retreat by the Sea! Beautiful and spacious 1 b ...
From $115 per night (USD)VRBO
- From $163 per night (USD)
VRBO
Your Seaside Oasis, 2x1 Condo at Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Your Seaside Oasis Awaits! Welcome to 14054 Miramar Ave - Your Ultimate Retreat by the Sea! Beautiful and spacious 2 b ...
From $163 per night (USD)VRBO
- From $317 per night (USD)
VRBO
Madeira Beach Yacht Club 343H | Balcony, Pool + Dock Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
**Due to recent hurricanes in Central Florida the small pool is temporarily closed and repairs are actively underway. Th ...
From $317 per night (USD)VRBO
- From $256 per night (USD)
VRBO
Gorgeous water front condo in Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our gorgeous gated waterfront resort! Immerse yourself in coastal luxury with a private boat slip, two heated ...
From $256 per night (USD)VRBO
- From $525 per night (USD)
Expedia
Sweeping views from this 3 bed/2bath condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the BEST SEAVIEW This unit boasts one of the best ocean views in the complex! Located on the 3rd floor directly i ...
From $525 per night (USD)Expedia
- From $1358 per night (USD)
VRBO
Luxury 4BR Beach House on the Sand
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Jackie’s on the Beach, a beautifully remodeled 4-bedroom, 3-bath coastal home located just steps from the san ...
From $1358 per night (USD)VRBO
- From $345 per night (USD)
Expedia
Madeira Beach Penthouse Gulf Views Balcony Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bring the whole family for a beachside escape just steps from the sand. This spacious 2 bed/2 bath condo features an ope ...
From $345 per night (USD)Expedia
- From $145 per night (USD)
VRBO
Modern Cozy Beach Oasis - Fully Remolded
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Starfish, a chic, modern 1 bed / 1 bath beach bungalow just steps from the sugar-sand shores of Madeira Beach ...
From $145 per night (USD)VRBO
- From $303 per night (USD)
Expedia
🏖️Beachfront🌴Arena De Madeira 103☀️Amazing Sunsets🐬Direct Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $303 per night (USD)Expedia
- From $254 per night (USD)
VRBO
The Perky Pelican - Water Views Of The Bay. Heated Pool. Beach Just Across the Street.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our Madeira Beach Condo, affectionately known as "The Perky Pelican"! Enjoy the sunrise from your privat ...
From $254 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Ocean Sands 1-1002☀️Beachfront,Private Balcony,Walk 2 Restaurants🏖️Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**Please note that due to damage from the recent hurricanes the elevators may be in and out of service. ** Top Reasons ...
From $217 per night (USD)Expedia
- From $210 per night (USD)
VRBO
🌸Chambre 303 - Beachfront, Pool, Hot Tub, Walk to John's Pass!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
🌸 Beachfront Madeira Beach Condo | Gulf Views | Pool & Hot Tub | Walk to John's Pass 🌊 Escape to Paradise at Chambre # ...
From $210 per night (USD)VRBO
- From $245 per night (USD)
Expedia
Stunning, fully renovated, waterfront, condo, heated pools, near beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This waterfront, second story, 2 bed, 2 bath condo has been fully renovated with high-end finishes and thoughtful touche ...
From $245 per night (USD)Expedia
- From $315 per night (USD)
VRBO
Beachfront Condo. Best Location in Madeira Beach. Beachfront Heated Pool. Beautiful Outdoor Area.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your perfect beachfront retreat in beautiful Madeira Beach, Florida! This cozy one-bedroom condo offers breat ...
From $315 per night (USD)VRBO
- From $398 per night (USD)
Expedia
Beachfront Oasis with Dual Balconies, Pool, Hot Tub & Stunning Sunset Views in Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your perfect beachfront retreat in beautiful Madeira Beach! This two-bedroom condo offers breathtaking ocean ...
From $398 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Beachfront Bliss: Upgraded 2BR/2BA Condo with Gulf Views, Pool & Sunset Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Discover the perfect retreat for your next Florida getaway in this upgraded 2-bedroom, 2-bathroom condo, where the sand, ...
From $269 per night (USD)VRBO
- From $314 per night (USD)
Expedia
Updated Top-Floor Beachfront Condo with Heated Pool, Views, and Steps to John’s Pass Village!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the ultimate coastal retreat in this top-floor, two-bedroom, two-bath condo located in Sandy Shores, a beachf ...
From $314 per night (USD)Expedia
- From $217 per night (USD)
VRBO
🏖️Steps to Beach-Gulf Views-Private Balcony🌞Heated Pool-La Coquina 102🌴
- 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 $217 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Cute & Cozy Beach Condo With Stunning Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our cute and cozy beach condo nestled in the heart of Madeira Beach. Whether you're visiting for business or ...
From $227 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Newly Remodeled 2/2 Gulf Front Corner Condo with Amazing Balcony Living Space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Your Madeira Beach adventure begins at this 2-bedroom/2-bath 1225sf gulf front corner condo with an amazing 750sf balcon ...
From $400 per night (USD)VRBO
- From $387 per night (USD)
Expedia
Beach Condo at John's Pass
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This 2-bedroom condo in Madeira Beach is perfect for your escape to the sunshine. This property offer until 8 people. Th ...
From $387 per night (USD)Expedia
- From $353 per night (USD)
VRBO
Salt Air, Sweet Escape
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this spacious 2-bedroom, 2-bath condo, just steps from the sand and a short 5-minute walk to the lively John’s ...
From $353 per night (USD)VRBO
- From $593 per night (USD)
Expedia
🌞New Build🌴Azul Townhome B3🏖️Across From Beach🐬Private Rooftop Deck
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Top Reasons to Book this AMAZING Townhome: * Brand New Build in 2025 * Easy Walk to Madeira Beach, Approx. 300ft * ...
From $593 per night (USD)Expedia
- From $311 per night (USD)
VRBO
🍹Chambre 102 - Gulf-view 2BR/2BA condo with pool, hot tub, beach access, and balcony.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
🍹Beachfront Madeira Beach Condo | Gulf Views, Heated Pool & Walk to John's Pass | Chambre #102 Managed by Sandy Feet Va ...
From $311 per night (USD)VRBO
- From $344 per night (USD)
Expedia
🐬Stunning 2BR Beachfront Condo with Gulf Views & a Gorgeous Pool!– Ocean Sands Unit 903🐬
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stunning 2BR Beachfront Condo with Gulf Views – Ocean Sands Unit 2-903 🏖️🌊 Experience beachside bliss at Ocean Sands U ...
From $344 per night (USD)Expedia
- From $218 per night (USD)
VRBO
Charming 2-bedroom, 1.5-bath condo located on the intercoastal waterway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Madeira Beach, FL, this charming 2-bedroom, 1.5-bath condo offers the ideal blend of coastal rel ...
From $218 per night (USD)VRBO
- From $745 per night (USD)
Expedia
🏖️Walk to Beach🌴Azul A4☀Private Rooftop Deck🐬Newly Built in 2025🌞
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Top Reasons to Book this Awesome Townhouse: * Newly Built in 2025 - Everything is Brand New! * 4 Story Townhouse wit ...
From $745 per night (USD)Expedia
- From $745 per night (USD)
VRBO
🌴New Build☀Azul A3🐬Private Rooftop Deck🏖️Close to Beach🏠4 Story Townhouse
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Top Reasons to Book this NEW Townhome: * Just Built and Everything is New! - 2025 * Easy Walk to Madeira Beach, App ...
From $745 per night (USD)VRBO
- From $367 per night (USD)
Expedia
3BR Beachfront Getaway LARGE Balcony
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream beachfront escape! This 3-bedroom, 2-bathroom condo is situated right on the sand, offering breath ...
From $367 per night (USD)Expedia
- From $689 per night (USD)
VRBO
TIMEWARP 84 FOOT YACHT CLOSE TO THE BEACH CAN RELOCATE
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
One of a kind rental! This memorable place is anything but ordinary. There are few if any custom yachts like TIMEWARP av ...
From $689 per night (USD)VRBO
- From $264 per night (USD)
Expedia
🌞Chambre 103- Beachfront, Pool, Hot Tub, Walk to John's Pass!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
🌞Beachfront Condo in Madeira Beach | Gulf Views | Sleeps 4 | Steps to Sand | Chambre 103 Managed by Sandy Feet Vacation ...
From $264 per night (USD)Expedia
- From $285 per night (USD)
VRBO
🏖️Across from Beach🌴Private Balcony☀Heated Pool🐬Madeira Bay II - 309
- 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 $285 per night (USD)VRBO
- From $347 per night (USD)
Expedia
🌴Beachfront Condo🐬Sea Breeze 503🌞Private Balcony facing Beach☀
- 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 $347 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Boardwalk John's Pass | One Block from Gulf Shores
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Situated just one block from the picturesque Gulf shores and a short walk to the vibrant boardwalk of historic John's Pa ...
From $350 per night (USD)VRBO
- From $235 per night (USD)
Expedia
New Treasure Island Gem
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Situated just one block from the picturesque Gulf shores and a short walk to the vibrant boardwalk of historic John's Pa ...
From $235 per night (USD)Expedia
- From $258 per night (USD)
VRBO
☀Directly on the Beach🌴Madeira Vista 202🐠Walking Distance to Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**NOTICE: Guests may experience some construction noise during ongoing restoration. The Pool is open! Beach Access Open! ...
From $258 per night (USD)VRBO
- From $333 per night (USD)
Expedia
🏖️ Renovated Gulf View Retreat Las Brisas #508 Above Pool, Steps to Sand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Las Brisas #508, a beautifully renovated 2-bedroom, 2-bathroom condo offering comfort, style, and direct acce ...
From $333 per night (USD)Expedia
- From $604 per night (USD)
VRBO
Luxury Oceanfront Paradise in Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Take it easy at this unique and tranquil getaway. Oceanfront luxury condo with unobstructed ocean views and Famous John' ...
From $604 per night (USD)VRBO
- From $291 per night (USD)
Expedia
🌊 New Listing! Madeira Norte #412 — Newly Renovated Interior Gulf Front Corner Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Important Notice: The pool is currently closed due to a leak issue. The condominium association is actively working on r ...
From $291 per night (USD)Expedia
- From $204 per night (USD)
VRBO
Oceanviews w/ Pool & Walk to John’s Pass!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
If your dates aren’t available, we have several other beach units of varying sizes and locations- see our profile! Thi ...
From $204 per night (USD)VRBO
- From $287 per night (USD)
Expedia
The Seashell Sanctuary, Sleeps 8, Beach and Pool, cable and high speed wifi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to The Seashell Sanctuary—your boutique coastal retreat just a short stroll from the sugar-white sands of Madei ...
From $287 per night (USD)Expedia
- From $384 per night (USD)
VRBO
Oceanfront Paradise in Madeira Beach. Private Balcony. Pool & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your own slice of paradise on the Gulf of America! 4 generations of our family have enjoyed our home away fr ...
From $384 per night (USD)VRBO
- From $277 per night (USD)
Expedia
New Listing in Madeira Bay Resort #303 | Marina Views • Balcony • Walk to Beach & John's Pass
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Madeira Bay Resort #303 — a bright and comfortable 2-bedroom, 2-bath condo with a balcony overlooking the mar ...
From $277 per night (USD)Expedia
- From $224 per night (USD)
VRBO
Unit w/ Stunning Gulf Views! Steps to Pool & Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
4th-Floor Corner Unit w/ Sweeping Ocean Views | Beach Gear | Walk to Shops & Dining | Covered Parking Kick back, relax, ...
From $224 per night (USD)VRBO
- From $804 per night (USD)
Expedia
Beach Flower 201 - Beautiful Beachfront Condo w/ Balcony, Elevator, & Beach Gear.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Beach Flower 201, a stunning 3-bedroom, 3-bathroom condo facing the aqua blue waters and sugar-white sands of ...
From $804 per night (USD)Expedia
- From $407 per night (USD)
VRBO
☀Heated Pool🌴Quick Walk To Beach🐠Madeira Del Mar 302🐬Walk to Restaurants
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Top Reasons To Book This Beautiful Condo: * Quick and Easy Walk to the Beach - 5 Minutes, Only .2 Miles! * Onsite He ...
From $407 per night (USD)VRBO
- From $248 per night (USD)
Expedia
Stunning Waterfront 2 bed 2 bath Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Renovated Coastal Condo | Walk to Beach | 2 Pools | Gated Community Newly renovated 2BR/2BA condo in the gated Madeira ...
From $248 per night (USD)Expedia
- From $433 per night (USD)
VRBO
🌞Beachfront🌴Pool/Hot Tub/Grills🏖️Direct Beach Access🐬Near Johns Pass
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons To Book This Beachfront Condo: * Amazing Gulf and Beach Views from the 7th Floor - Stunning Sunsets! * H ...
From $433 per night (USD)VRBO
- From $528 per night (USD)
Expedia
BEACHFRONT SUNSETS TO DIE FOR
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Live where other people vacation. This updated 2-bedroom, 2-bath Madeira Beach condo sits directly on the beach. giving ...
From $528 per night (USD)Expedia
- From $112 per night (USD)
VRBO
APARTMENT in Paradise / Cozy 1-Bedroom / Steps to Madeira Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your little slice of paradise in Madeira Beach, Florida! Our charming 1-bedroom apartment is the perfect plac ...
From $112 per night (USD)VRBO
- From $154 per night (USD)
Expedia
Modern 2BR Condo in a Prime Walkable Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Madeira Beach Yacht Club 343H — Your Bright, Breezy Gulf Coast Escape Welcome to Madeira Beach Yacht Club 343H, a cheer ...
From $154 per night (USD)Expedia
- From $152 per night (USD)
VRBO
Madeira Beach, Florida Paradise: Relaxing 1-Bedroom Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Wake up steps away from Florida's Madeira Beach's pristine shoreline. This charming 1-bedroom condo is located directly ...
From $152 per night (USD)VRBO
- From $299 per night (USD)
Expedia
NEW! Madeira Beach Family Vacation Home - Walkable to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Relax in a spacious 2-bedroom townhouse condo just a 5–7 minute walk to the beach. Tucked off Gulf Blvd., it offers a qu ...
From $299 per night (USD)Expedia
- From $331 per night (USD)
VRBO
🏖️Across the Street from Beach - Quick Walk!🐬Heated Pool🌴Madeira Place 201
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons To Book This Condo: * Easy Beach Access - Across the Street from Beach - Just a Quick 2-Minute Walk (about ...
From $331 per night (USD)VRBO
- From $237 per night (USD)
Expedia
Tide & Time Retreat I Steps to Beach I Perfect for Short or Long Term Stays!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This unit has very good localization when it comes to dining, shopping, and the beach. The backyard is fully fenced in a ...
From $237 per night (USD)Expedia
- From $265 per night (USD)
VRBO
Madeira Beach Escape Pool + Water Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience coastal living in this bright and beautifully appointed 2BR/2BA condo, ideally located between the bay and Gu ...
From $265 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Blue Tide Retreat, Walk to Beach, Perfect for Long Term Stays!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Blue Tide Retreat is a cozy coastal escape just a short walk to the beach. Designed with calming blue accents, this styl ...
From $195 per night (USD)Expedia
- From $440 per night (USD)
VRBO
☀Stunning Views🐬Beachfront Condo🌴Ocean Sands II-602🐠Heated Pool/Hot Tub/Grills
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons To Book This Beachfront Condo: * Direct Beachfront Condo with Stunning, Unobstructed Views from the 6th Fl ...
From $440 per night (USD)VRBO
- From $258 per night (USD)
Expedia
Amazing Newer Condo in Madeira Beach just steps from the Ocean and John's Pass!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Owner managed memorable condo is the perfect home base for your trip to Madeira Beach. Guests will find two cozy bedroom ...
From $258 per night (USD)Expedia




































































































