
Madeira Beach Rentals

- From $544 per night (USD)
VRBO
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 $544 per night (USD)VRBO
- From $337 per night (USD)
Expedia
Oceanfront condo w\/ stunning views, fully equipped kitchen, shared hot tub\/pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ocean Sands 1201 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $337 per night (USD)Expedia
- From $448 per night (USD)
VRBO
Sea Breeze 504 Gulf Front Balcony with Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Hurricane Update: This unit was not damaged in the hurricanes, and we'd love to accommodate you! The building is current ...
From $448 per night (USD)VRBO
- From $408 per night (USD)
VRBO
Madeira Beach Waterfront Paradise
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Watch the dolphins play from this beautifully updated 3 bedroom 2 bath ground floor waterfront unit in a gated community ...
From $408 per night (USD)VRBO
- From $2180 per night (USD)
VRBO
This house is a 6 bedroom(s), 6 bathrooms, located in Madeira Beach, FL.
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 20
4000 sq ft/6 Bedroom/6 Full Bathrooms 4 living rooms/modern home located near a canal and the gulf just two blocks from ...
From $2180 per night (USD)VRBO
- From $809 per night (USD)
Expedia
This townhouse is a 3 bedroom(s), 3 bathrooms, located in Madeira Beach, FL.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Brand New, 2000 sq ft/3 Bedroom/3 Full Bathrooms 2 living rooms/modern townhome with heated salt water POOL located near ...
From $809 per night (USD)Expedia
- From $848 per night (USD)
VRBO
This townhouse is a 3 bedroom(s), 3 bathrooms, located in Madeira Beach, FL.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Brand New, 2000 sq ft/3 Bedroom/3 Full Bathrooms 2 living rooms/modern townhome located near a canal and the gulf just t ...
From $848 per night (USD)VRBO
- From $508 per night (USD)
Expedia
Madiera Del Mar 301-Pet Friendly-Steps to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Top Reasons to Book Madeira Del Mar 301: * Don’t forget your fur baby! This unit is dog friendly (restrictions and fees ...
From $508 per night (USD)Expedia
- From $365 per night (USD)
VRBO
Perfect Place to Stay For your Luxurious Beach Front Getaway !!!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come Check out this Stunning beach front property with spectacular views of the Gulf of Mexico, this private condo is st ...
From $365 per night (USD)VRBO
- From $398 per night (USD)
Expedia
Beachy Keen-steps to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay at Beachy keen and experience a peaceful and centrally-located place. Sit on the balcony with views of the ocean an ...
From $398 per night (USD)Expedia
- From $95 per night (USD)
VRBO
Boho Beach Waterfront Studio #7
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Upstairs studio apartment with stunning water view, well-equipped kitchenette and full bathroom, located on the water (b ...
From $95 per night (USD)VRBO
- From $288 per night (USD)
VRBO
Madeira Towers 702 - Fully Renovated AND Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
*10 DAYS ADVANCED NOTICE FOR ANY BOOKING FROM CHECK-IN DATE* Any penalty for canceling will be conveyed to the tenant. ...
From $288 per night (USD)VRBO
- From $335 per night (USD)
VRBO
Madeira Beach Park Shore Suite 4
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The perfect beach getaway. Come and enjoy the tranquility of this family-friendly suite near the beach. WIth a large op ...
From $335 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Madeira Beach Park Shore Suite 8
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The perfect beach getaway. Come and enjoy the tranquility of this suite near the beach. With a large open area that offe ...
From $311 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Sunset Beach Suites! - Suite 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The perfect beach retreat. Located on the ground floor in a low rise. Walk across the street to the amazing Madeira Beac ...
From $300 per night (USD)VRBO
- From $165 per night (USD)
VRBO
Boho Beach Waterfront 1BR Apt #8
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Boho Beach Apt #8 - One bedroom apartment with a partial ocean (Gulf) view and well-equipped kitchenette and full bathro ...
From $165 per night (USD)VRBO
- From $827 per night (USD)
VRBO
SEASIDE OASIS: STUNNING BALCONY VIEWS, ELEGANT FURNISHINGS, BEACH GEAR INCLUDED!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Experience ultimate relaxation in this fabulously beautiful, newly remodeled 4-bedroom, 3-bathroom beach house with dire ...
From $827 per night (USD)VRBO
- From $212 per night (USD)
Expedia
Two-Level Condo Just Minutes from Beach. Heated Pools. Fishing Dock. Close to Great Restaurants.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This two-level, two bedroom condo is ready for you to relax near the beach. Quick and easy walk over to the award-winni ...
From $212 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Premier Beachfront Condo. Heated Pool and Hot Tub. Large Balcony. Two Master Suites. Great Location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our stunning two-bedroom premier beachfront condo in the heart of Madeira Beach, Florida! Perfectly situated ...
From $234 per night (USD)VRBO
- From $509 per night (USD)
Expedia
Beachside 2 bedroom Condo w\/ peekaboo beach view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
** Working Elevator, and Heated Pool!** Relax and take in the saltwater breeze and gulf-view sunsets as you create your ...
From $509 per night (USD)Expedia
- From $396 per night (USD)
VRBO
Madeira Beach Penthouse Gulf Views Balcony Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We are grateful to share that this beautiful condo is Guest Ready!! It was not damaged by the storms and we are excited ...
From $396 per night (USD)VRBO
- From $317 per night (USD)
Expedia
New 2024 Remodel - 2 BR 1.5BA - Madeira Norte #407
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Madeira Norte #407 - Wonderfully updated Madeira Norte unit at Johns Pass. The June of 2024 completed renovation include ...
From $317 per night (USD)Expedia
- From $149 per night (USD)
VRBO
Quiet 1-bedroom Modern Beach Oasis in charming Madeira Beach with Jacuzzi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience Madeira Beach like a local in this brilliant, fully remodeled, 1-bedroom home that is a short walk to the san ...
From $149 per night (USD)VRBO
- From $133 per night (USD)
Expedia
MB1 - Waterfront 1BR Apt; Pool, beach, parking!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Boho Beach Apt #1 is a ground floor, one bedroom apartment with a well-equipped kitchenette and full bathroom, located o ...
From $133 per night (USD)Expedia
- From $245 per night (USD)
VRBO
Enjoy PANORAMIC SUNSETS at this amazing MADEIRA BEACH Condo w\/surround balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 30
Your home away from home in Madeira Beach with 2 bedrooms and 2 full baths. Marvelous views and cool vibes await you in ...
From $245 per night (USD)VRBO
- From $131 per night (USD)
VRBO
Charming 1-bedroom apartment with AC, WiFi in tranquil Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Enjoy a peaceful stay at this 1-bedroom apartment steps from the white sands of Madeira Beach. This enchanting property ...
From $131 per night (USD)VRBO
- From $1053 per night (USD)
VRBO
Spacious 4bdrm Waterfront House with Boat
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Your Gulf Coast adventure begins at this 4-bedroom house. With 1 king bed, 2 queen beds, and 1 full bed, this gorgeous p ...
From $1053 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Charming beach bungalow for perfect beach getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the Delano beach bungalow. 2 bed 1bathroom. private backyard with hot tub. Home includes everything you’ll ne ...
From $250 per night (USD)Expedia
- From $222 per night (USD)
VRBO
Cozy Ground Floor 2 bedroom unit steps from the main pool at MBYC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Well-appointed 2 bedroom 1 bath ground floor condo in the highly-sought Madeira Beach Yacht Club adjacent to the main po ...
From $222 per night (USD)VRBO
- From $129 per night (USD)
VRBO
Boho Beach Waterfront Room #4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Boho Beach #4: is a "micro-studio" (more like a hotel room) with a small kitchenette & full bathroom, on the water (bay ...
From $129 per night (USD)VRBO
- Click For Pricing
VRBO
Cozy 3-bedroom beachfront condo with WiFi, AC in charming Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Your cozy getaway awaits in Madeira Beach at this pleasant condo. With 3 bedrooms including 1 king bed, 2 queen beds, an ...
Click For PricingVRBO
- From $131 per night (USD)
VRBO
Boho Beach Waterfront Studio #2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Boho Beach #2 is a studio apartment with a well-equipped kitchenette and full bathroom, located on the water (bay side) ...
From $131 per night (USD)VRBO
- From $574 per night (USD)
VRBO
🏖️Beachfront🌴Arena De Madeira 103☀️Amazing Sunsets🐬Direct Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Top Reasons To Book: * Beachfront Condo with AWESOME Views - Watch Sunset Every Night * Private Balcony Extendin ...
From $574 per night (USD)VRBO
- From $342 per night (USD)
VRBO
6West #5-Coastal Luxury-Walk 2 Beach-Pool-Paradise
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
■ What You Will Love ■ Welcome to 6West! This small and private luxury complex has 6 beautifully updated cottages tha ...
From $342 per night (USD)VRBO
- From $369 per night (USD)
VRBO
6West #2 Walk 2 Beach-Pool-Johns Pass
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to 6West! This small and private luxury complex has 6 beautifully updated cottages that surround the pool in t ...
From $369 per night (USD)VRBO
- From $308 per night (USD)
VRBO
6West #3-Walk 2 Beach-Tropical Cottage-Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to 6West! This small and private luxury complex has 6 beautifully updated cottages that surround the pool in t ...
From $308 per night (USD)VRBO
- From $186 per night (USD)
VRBO
Cozy 1-bedroom condo in gorgeous Madeira Beach with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Consider this condo your home away from home while you visit Madeira Beach. This awesome property features a cozy bedroo ...
From $186 per night (USD)VRBO
- From $375 per night (USD)
VRBO
6West #4 - Tropical+Fun - Walk 2 Beach-Restaurants
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
■ What You Will Love ■ Main Bedroom -California closet with shelving and space to hang clothes -TV -Ceiling fan Ba ...
From $375 per night (USD)VRBO
- From $312 per night (USD)
VRBO
The Perky Pelican - Water Views Of The Bay. Heated Pool. Beach Just Across the Street.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our Madeira Beach Condo, affectionately known as "The Perky Pelican"! Enjoy the sunrise from your private ba ...
From $312 per night (USD)VRBO
- From $406 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 $406 per night (USD)Expedia
- From $240 per night (USD)
VRBO
NEW at Yacht Club- Completely Renovated and Pool Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Upon entering this 2 bedroom 1.5 bathroom condo, you're greeted by thoughtful updates throughout the entire space, floor ...
From $240 per night (USD)VRBO
- From $525 per night (USD)
Expedia
NEW, fully furnished 3-bedroom home, walking distance to ocean in Madeira Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy this memorable home with an outstanding location in MADEIRA BEACH, close to Clearwater, St Pete, and Tampa. 1 to 2 ...
From $525 per night (USD)Expedia
- From $322 per night (USD)
VRBO
Chambre 303-Great Beachfront Condo!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
🎉We're grateful to share that the condos were not damaged by the storms and we're excited to start taking reservations ...
From $322 per night (USD)VRBO
- Click For Pricing
Expedia
Charming 2-bed, 2 bath CONDO with WiFi ON Madeira Beach\nDIRECT GULF FRONT \n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful top floor condominium has full unobstructed view of the beach. Property boasts heated pool, hot tub, BBQ (gas ...
Click For PricingExpedia
- From $143 per night (USD)
VRBO
Madeira Beach Studio: Walk to John's Pass!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Community Pool | Walkable Location | 1st-Floor Unit Beach days are a click away! This 1-bathroom studio in Madeira Beac ...
From $143 per night (USD)VRBO
- From $348 per night (USD)
Expedia
Madeira Bay Resort #1402☀Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Top Reasons to Book Madeira Bay Resort #1402: * Easy Beach Access Directly Across the Street * Private Balcony with ...
From $348 per night (USD)Expedia
- From $289 per night (USD)
VRBO
🌞Beachfront🌊Ocean Sands I-808🌴Private Balcony🏖️Amazing Beach Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**Please note that due to damage from the recent hurricanes the elevators may be in and out of service. ** Top Reasons ...
From $289 per night (USD)VRBO
- From $339 per night (USD)
VRBO
Starfish Suite with Private Outdoor Space\n\n
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This suite is a cozy and comfortable 1 bedroom and 1 bathroom suite. The bedroom is a comfortable King bed and the bathr ...
From $339 per night (USD)VRBO
- From $281 per night (USD)
VRBO
Stunning condo w\/ wrap around deck with views of the Gulf and sunset
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Shores of Madeira- Madeira Beach FL Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $281 per night (USD)VRBO
- From $314 per night (USD)
VRBO
Charming new 3-bedroom condo, in lovely Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This enchanting new condo in Madeira Beach offers 3 cozy bedrooms directly across from the Beach with Gorgeous marina vi ...
From $314 per night (USD)VRBO
- From $536 per night (USD)
VRBO
2 Mi to John’s Pass: Madeira Beach Condo
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Situated in The Harbor Condos at Town Center | Private Balcony Sunshine and serenity await at this 3-bed, 2-bath vacat ...
From $536 per night (USD)VRBO
- From $190 per night (USD)
Expedia
One Bedroom 1 1\/2 Bath Madeira Place #211
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Madeira Place #211 - Look no further! Escape to this beautiful one-bedroom, one-and-a-half-bathroom condo, perfectly si ...
From $190 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Stunning, fully renovated, waterfront, condo, heated pools, near beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
HURRICANE INFO: This second floor condo was unaffected by the recent hurricanes, however first floor units were impact ...
From $325 per night (USD)VRBO
- From $352 per night (USD)
Expedia
Beachfront Delight. Easy Walk to Johns Pass. Heated Pool. Great Location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Breeze is simply the best spot in Madeira Beach for that perfect Florida beach vacation. Located directly on the sa ...
From $352 per night (USD)Expedia
- From $546 per night (USD)
VRBO
Beachfront Escape in Madeira Beach: Heated Pool, Hot Tub, Sunset Views & Walkable to Dining & Fun!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our beachfront condo at the Arie Dam building located in Madiera Beach, a stunning beachfront retreat that of ...
From $546 per night (USD)VRBO
- From $266 per night (USD)
VRBO
20% Off Nightly Rate ~ New Listing Promo! Beachfront condo with balcony
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Beachfront Getaway at Ocean Sands – Madeira Beach, Florida Escape to our charming one-bedroom, one and half bath condo ...
From $266 per night (USD)VRBO
- From $257 per night (USD)
VRBO
Sea Breeze- 105 Direct Beach Front 1 bed\/1bath condo in Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Unforgettable views!!! Located on the 1st level makes you feel like you are right on the beach. The balcony is directly ...
From $257 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Sea Breeze- 205 Direct Beach Front 1 bed\/1bath condo in Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Soak up the sun, sea, and sand of the Gulf at this cute 1 bedroom condo. Enjoy the bright and open living area with cozy ...
From $280 per night (USD)Expedia
- From $558 per night (USD)
VRBO
Sea Breeze Condominium 101-Beach Lover's Paradise!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 3 Bedroom, 2 bath condo is a Beach Lover's paradise! The main living space has a fully equipped kitchen to cook you ...
From $558 per night (USD)VRBO
- From $370 per night (USD)
Expedia
Beachfront Condo. Best Location in Madeira Beach. Beachfront Heated Pool. Beautiful Outdoor Area.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your perfect beachfront retreat in beautiful Madeira Beach, Florida! This cozy one-bedroom condo offers breat ...
From $370 per night (USD)Expedia
- From $557 per night (USD)
VRBO
Luxury Penthouse Beach Condo, One Block from Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
* Luxurious Top Floor Penthouse with 10FT Ceilings and a Spacious 1800 Sq Ft. Floor Plan * Panoramic Intercoastal Water ...
From $557 per night (USD)VRBO
- From $372 per night (USD)
Expedia
Direct Beach Front 2b 2b Madeira Norte
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Unparalleled beach and gulf views from your private 30 foot balcony. Higher floor corner unit affords privacy and peace ...
From $372 per night (USD)Expedia
- From $546 per night (USD)
VRBO
Intracoastal Water Views Madeira Resort Beach Pool
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
We are grateful to share that this beautiful condo is Guest Ready!! It was not damaged by the storms and we are excited ...
From $546 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Updated 2nd Floor Unit by Pool - Only Steps to the Beach - Free WFii
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**** SunHost Resorts cleaning staff and our cleaning partners are following CDC & WHO guidelines and recommendations for ...
From $317 per night (USD)Expedia
- From $526 per night (USD)
VRBO
Updated Ground Floor Unit - Steps to Pool & Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
You will feel like you’re on vacation the moment you step into this 2 bedroom, 2 bath poolside condo located on the grou ...
From $526 per night (USD)VRBO
- From $223 per night (USD)
Expedia
Madeira Beach Yacht Club #253G in Maderia Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
1 Bedroom/ 1 1/2 Bath, Sleeps 4 Come stay at the beautiful Madeira Beach Yacht Club, a charming sanctuary located in sun ...
From $223 per night (USD)Expedia
- From $533 per night (USD)
VRBO
3b 2b Direct Beach Front Top Floor Corner
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place #506 - This bright and spacious 3 Bedroom 2 Bath Direct Beach Front unit is located just across from John's ...
From $533 per night (USD)VRBO
- From $223 per night (USD)
Expedia
Madeira Beach Tropic Breeze Unit 12 Second Floor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The second floor is a Gulf and pool view condo with one bedroom and one bathroom. Sleeps two in a king-size bed in the b ...
From $223 per night (USD)Expedia
- From $352 per night (USD)
VRBO
3b 2.5b Luxury at The Harbor Condos
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury 3 bedroom 2.5 bath waterfront condominium, newly constructed in 2023. This condo has a split floor plan with one ...
From $352 per night (USD)VRBO
- From $462 per night (USD)
Expedia
Gulf Front Oasis with Dual Balconies, Heated Pool & 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 $462 per night (USD)Expedia
- From $517 per night (USD)
VRBO
Bright and beachy luxury 3-bedroom condo w\/ WiFi, AC in peaceful Madeira Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Our unit was unaffected by recent storms, the building is elevated 20+ feet and our relaxing heated pool is up and runni ...
From $517 per night (USD)VRBO
- From $421 per night (USD)
Expedia
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 $421 per night (USD)Expedia
- From $277 per night (USD)
VRBO
Stunning new 3\/3 waterview condo-walk to Beach! 407
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Just listed! STUNNING! Newly built in 2024, this amazing unit at The Residences at Town Center will not dissapoint! 2 ...
From $277 per night (USD)VRBO
- From $322 per night (USD)
Expedia
Ocean Sunset View, Steps to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
*Hurricane update*: our condo is undamaged & we are excited to welcome you! The heated pool and hot tub are open. If you ...
From $322 per night (USD)Expedia
- Click For Pricing
VRBO
Beachfront with Amazing Sunset Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Embrace your inner beach bum at this updated Madeira Beach condo — ideal for a small family, a couple, or travelers look ...
Click For PricingVRBO
- From $333 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 $333 per night (USD)Expedia
- From $218 per night (USD)
VRBO
Studio apartment directly on the beach with private heated pool.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Perfect cozy and romantic place, where you can see sunrise and sunset from the comfort of your bed. Private heated pool ...
From $218 per night (USD)VRBO
- From $222 per night (USD)
Expedia
Beautiful studio right on the beach, just steps away from the sand. Heated pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to this lovely studio in Madeira Beach. This fabulous rental features 1 cozy murphy bed, WiFi, heating, and AC. ...
From $222 per night (USD)Expedia
- From $235 per night (USD)
VRBO
🏖️Steps to Beach-Gulf Views-Private Balcony🌞Heated Pool-La Coquina 102🌴
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to Book this Condo: * Private Balcony with Gulf Views * Across the Street from the Beach * Onsite Heate ...
From $235 per night (USD)VRBO
- From $407 per night (USD)
VRBO
OCEAN SANDS: Beach Condo with a view in the heart of Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Ocean Sands Unit 1006! For those looking for fun and relaxation, look no further than Ocean Sands. Ocean Sand ...
From $407 per night (USD)VRBO
- From $209 per night (USD)
VRBO
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 $209 per night (USD)VRBO
- From $364 per night (USD)
Expedia
☀Short Walk to Beach🌊 Marina Views🐬Large Private Balcony🌴Walk to Restaurants
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Top Reasons to Book this Beautiful Condo: * Stunning Views of the Marina * Beautiful, Modern Finishes and Updates ...
From $364 per night (USD)Expedia
- From $733 per night (USD)
VRBO
Las Brisas #504 - Spacious Gulf-Front 3-Bedroom Condo
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Hurricane Update: This unit was not damaged in the hurricanes, and we'd love to accommodate you! The building is current ...
From $733 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Newly Renovated Condo with heated Pool. Steps from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your perfect beach getaway along the Gulf Coast. Our newly renovated condo offers comfort, convenience, and s ...
From $242 per night (USD)Expedia
- From $428 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 $428 per night (USD)VRBO
- From $424 per night (USD)
Expedia
Beach Condo at John's Pass
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This 2-bedroom condo in Madeira Beach is perfect for your escape to the sunshine. With 1 king bed, 1 queen bed, and 1 tw ...
From $424 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Newly listed Condo. Madeira Bay Resort 310
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
🌴 Coastal Escape at Madeira Bay Resort #310 – Stunning Views & Steps from the Beach! 🌊 Welcome to Madeira Bay Resort # ...
From $270 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Relax & Unwind Steps from the Beach!
- 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 $311 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Madeira Bay Resort 201
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Madeira Bay Resort #201 is a one bedroom, one bathroom condo with a private balcony. This spacious floorplan is handicap ...
From $266 per night (USD)VRBO
- Click For Pricing
Expedia
The Harbor #303 - A local Life Property
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury beach living awaits at this new-construction waterfront condo, just 2 blocks to Mad Beach & all of the beach bars ...
Click For PricingExpedia
- From $1156 per night (USD)
VRBO
🌊Across from Beach🍹Private Roof Top Deck🐬Heated Pool☀NEW Townhome-Azul C1
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Top Reasons to Book "Sol Retreat": * Brand New Townhome Professionally and Tastefully Designed * Easy Beach Across t ...
From $1156 per night (USD)VRBO
- From $1172 per night (USD)
Expedia
☀NEW Townhome🌴Azul A5🌊Acros from Beach🍹Private Roof Top Deck🐬Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Top Reasons to Book this Beautiful Townhome: * Brand New Townhouse with Modern Design and Amenities * 4 Floors Featu ...
From $1172 per night (USD)Expedia
- From $1342 per night (USD)
VRBO
Lux Maderia Beachfront Home
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
A slice of Maderia beachfront! This stylish home is the perfect Lux stay for a group trip, retreat or romantic interlude ...
From $1342 per night (USD)VRBO
- From $644 per night (USD)
VRBO
Star of the Beach @Madeira Towers 3Bed 2 Bath Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A Direct Beachfront Corner Condo offering a unique view on life. Massive wrap around balcony lends incredible water and ...
From $644 per night (USD)VRBO
- From $534 per night (USD)
VRBO
Beachfront Luxury Corner Unit with Gulf Views, Sunset Balcony, Year-Round Heated Pool for Relaxation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your dream getaway! This stunning top-floor corner unit is located directly on the beach in one of Madeira Be ...
From $534 per night (USD)VRBO
- From $1190 per night (USD)
Expedia
⭐NEW Townhome🌊Steps to Beach🍹Roof Top Deck🐬Heated Pool🌴Azul Townhomes A1
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Top Reasons to Book this Beautiful Townhome: * Newly Built in 2025 with Private Elevator * Rooftop Balcony with Vi ...
From $1190 per night (USD)Expedia
- From $246 per night (USD)
VRBO
Charming 1BR\/1.5BA Condo Steps from Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Charming One-Bedroom, One-and-a-Half-Bath Condo – Just Steps from Madeira Beach! Escape to paradise with this beautiful ...
From $246 per night (USD)VRBO
- From $1104 per night (USD)
Expedia
Madeira Luxe Retreat
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to our stunning 5-bedroom, 4-bathroom townhouse, steps from the beach, perfectly located for a relaxing and luxu ...
From $1104 per night (USD)Expedia
- From $551 per night (USD)
VRBO
Sunlit & colorful beach condo with pool, hot tub, & balcony - near shore & shops
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
The Harbor 304 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $551 per night (USD)VRBO
- From $1681 per night (USD)
Expedia
The Sandcastle at Madeira Beach – Your Private Beachfront Escape for Families & Groups
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
Step into your own private slice of paradise at this stunning oceanfront duplex, perfectly situated on the pristine shor ...
From $1681 per night (USD)Expedia