Madeira Beach Rentals
- From $506 per night (USD)
VRBO
Luxury Beach Escape near John's Pass - Seaview #403
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beachfront Paradise Awaits You! Welcome to your slice of heaven on the golden sands of Madeira Beach! Watch the playful ...
From $506 per night (USD)VRBO
- From $384 per night (USD)
Expedia
Direct Beachfront - Ocean Views - Las Brisas #103
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Las Brisas #103 - You won't be disappointed with this wonderful beachfront 3 bedroom, 2 bathroom vacation retreat locat ...
From $384 per night (USD)Expedia
- From $492 per night (USD)
VRBO
8th Floor End Unit directly on Gorgeous Madeira Beach- Walkable to Everything
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to Ocean Sands Condos located directly on beautiful Madeira Beach and the Gulf of Mexico! This meticulously ma ...
From $492 per night (USD)VRBO
- From $453 per night (USD)
Expedia
Madeira Del Mar 305 - Stunning Luxury Condo, Steps From The Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $453 per night (USD)Expedia
- From $596 per night (USD)
VRBO
Trillium 3A Amazing and luxurious updates, beach front with breathtaking views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $596 per night (USD)VRBO
- From $475 per night (USD)
Expedia
Accepting bookings .Amazing view. No owner booking fee
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
*Contactless entry. Not effected by hurricane. * Please note, facility management has recently refurbished pool, pool b ...
From $475 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Discounted Monthly Winter~Villa Madeira 609 | Beach FRONT|Walk to John's Pass!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $343 per night (USD)VRBO
- From $544 per night (USD)
VRBO
Welcome to Seaview #103, your perfect beach destination!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Seaview #103, your perfect beach destination! This beautifully decorated 3 bedroom/2 bath OCEANFRONT condom ...
From $544 per night (USD)VRBO
- From $381 per night (USD)
VRBO
Brand New Contemporary Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Contemporary modern spacious brand new luxury home. One minute walk to Madeira Beach. A 2 bedroom, 2 baths, with sofa-be ...
From $381 per night (USD)VRBO
- From $261 per night (USD)
VRBO
1B\/1BA Prime Location to Johns Pass\/Beach\/Shopping!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy Steps away from JOHNS PASS, literally! This quaint turn-of-the-century fishing village in a huge attraction for lo ...
From $261 per night (USD)VRBO
- From $302 per night (USD)
VRBO
Upper Floor. Beautifully Furnished. Heated Pool. Incredible Views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
HURRICANE UPDATE: Despite the recent impact of Hurricane Helene & Hurricane Milton, we're pleased to share that cleanup ...
From $302 per night (USD)VRBO
- From $140 per night (USD)
Expedia
Carefree, Comfy Beach Vacation or Remote Work
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Don’t overlook this newer listing. We are professional, responsive and want you to have a great stay. We take great car ...
From $140 per night (USD)Expedia
- From $149 per night (USD)
VRBO
Condo w\/ Community Pool - Walk to Madeira Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Resting across the street from sand and surf and boasting access to a community pool, this 1-bed, 1-bath vacation rental ...
From $149 per night (USD)VRBO
- From $261 per night (USD)
Expedia
OPEN March 2-9! BEST BEACH DEALS! Beautiful Beach Front Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This Kima unit has a beautiful sought after 2 bedroom 2 bathroom gulf front condo. Enjoy the gulf view and flat screen t ...
From $261 per night (USD)Expedia
- From $206 per night (USD)
VRBO
Waterfront home - Walking distance to John's Pass and 3 blocks from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Life on the water is just better. Sit under the natural shade of the Pulmeria tree and soak up the warm breezes and the ...
From $206 per night (USD)VRBO
- Click For Pricing
Expedia
Brand new 3-bedroom beach house
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Kick back and relax in a brand new beach house with an open floor plan with modern touches throughout. Easy 3 minute wal ...
Click For PricingExpedia
- From $212 per night (USD)
VRBO
Madeira Beach Tropic Breeze Unit 17 Second Floor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come check out this beautifully redecorated Tropic Breezes condo! The unit is located on the second floor with a view of ...
From $212 per night (USD)VRBO
- From $381 per night (USD)
Expedia
Brand New Contemporary Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Contemporary modern, spacious, brand new luxury home. Located one minute walk to Madeira Beach. A 2 bedroom, 2 baths, wi ...
From $381 per night (USD)Expedia
- From $499 per night (USD)
VRBO
Luxury Beach Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our brand-new, spacious, 3BR/3BA beach condo, just steps away from the sand. Our condo has everything you ma ...
From $499 per night (USD)VRBO
- From $255 per night (USD)
VRBO
Condo Across from Johns Pass
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Just thirty minutes from Tampa International airport the beautiful white sand of Madeira Beach, Florida. Enjoy views of ...
From $255 per night (USD)VRBO
- From $390 per night (USD)
VRBO
Exclusive PENTHOUSE Footsteps from Madeira Beach! 3BR\/3BA with a Heated Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Bella Vita (Italian for the good life), Madeira’s most luxurious condo. Our family’s rare Penthouse boasts an ...
From $390 per night (USD)VRBO
- From $154 per night (USD)
Expedia
UPDATED ONE BEDROOM, WATERFRONT CONDO IN THE FABULOUS MADEIRA BEACH YACHT CLUB
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
UPDATED ONE BEDROOM, WATERFRONT CONDO IN THE FABULOUS MADEIRA BEACH YACHT CLUB COMMUNITY. Perfect location for your dre ...
From $154 per night (USD)Expedia
- From $223 per night (USD)
VRBO
4th Floor spacious 2 BR, 2 BA w\/ spectacular views of Boca Ciega Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Easiest Way to Get Away: 1.) Book & Pay online here on this website (7+ nights 5%, 28+ nights 10% discount automaticall ...
From $223 per night (USD)VRBO
- From $327 per night (USD)
Expedia
La Coquina 306: Beachside Comfort - 2BD\/2BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
**BUILDING WILL BE UNDER CONSTRUCTION STARYING MAY to NOVEMBER 2024. BALCONIES WILL BE BOARDED UP AND POOL WILL BE CLOSE ...
From $327 per night (USD)Expedia
- From $359 per night (USD)
VRBO
Centrally-located Beach House with direct access to a secluded beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Your family will be close to everything when you stay at this centrally-located place. Short walk to world-famous John's ...
From $359 per night (USD)VRBO
- From $108 per night (USD)
Expedia
1BR-Sleeps 4-Walk to Madeira Beach\/Restaurants
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the “Beach Life" condo conveniently located on the ground floor of the Madeira Beach Yacht Club, with new flo ...
From $108 per night (USD)Expedia
- From $180 per night (USD)
VRBO
Madeira Beach 2BR\/1.5B with Boat Slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Captain's Quarters is a spacious, yet cozy, two (2) bedroom, one and a half bath, two-story unit located on the 2nd floo ...
From $180 per night (USD)VRBO
- From $249 per night (USD)
Expedia
Coastal Madeira Beach Condo - Walk to Gulf!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Take a trip to coastal Florida for sunny days on the beach and plenty of community amenities when you stay at this Madei ...
From $249 per night (USD)Expedia
- From $317 per night (USD)
VRBO
Waterfront Home Gulf view 100 steps to Beach very private Close to everything.
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 2
This house is the perfect slice of paradise location location location the home is located on Boca ciega Bay Intercoasta ...
From $317 per night (USD)VRBO
- From $448 per night (USD)
Expedia
Remodeled beach house — Steps to the beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
All you need to bring is your bathing suits! We provide the pop up shades, coolers, beach wagon, beach chairs, beach tow ...
From $448 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Coastal Condo w\/ Balcony: Walk to Madeira Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Book your next Gulf Coast getaway at this charming Madeira Beach condo. Boasting an ocean-themed interior, a fully equip ...
From $243 per night (USD)VRBO
- From $403 per night (USD)
VRBO
Stunning 3 bedroom 2 bath at Madeira Sands
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A gut-renovated custom designed 3 bedroom, 2 bath in the coveted Madeira Sands Condominium is available for a minimum of ...
From $403 per night (USD)VRBO
- From $328 per night (USD)
VRBO
Madeira Bay Resort I 1504 NEW, amazing Gulf Beach view in top location!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $328 per night (USD)VRBO
- From $424 per night (USD)
Expedia
**2 bedroom\/2 bath- Brand New Madeira Beach condo steps from John’s Pass
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
2 bed/ 2 bath brand new condo on Madeira Beach steps from John’s Pass restaurants and entertainment. 1 king bed (Maste ...
From $424 per night (USD)Expedia
- From $253 per night (USD)
VRBO
Waterfront & central condo with central AC, balcony & pool - snowbird-friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Madeira Beach Memories Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $253 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Snowbird-friendly, waterfront condo with WiFi, central AC, washer\/dryer, & pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Dockside Destiny Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $267 per night (USD)Expedia
- From $259 per night (USD)
VRBO
Water-view condo with balcony, grill, pool, hot tub, & sauna - walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Madeira Beach Yacht Club 169 #G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $259 per night (USD)VRBO
- From $421 per night (USD)
Expedia
Villa Madeira 402 | Beach front | Breathtaking Views | Gorgeous Updates!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $421 per night (USD)Expedia
- From $323 per night (USD)
VRBO
Tropical Oasis Directly on the Gulf!~ OS608
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome To Ocean Sands 608 ***This unit was not damaged during the 2 storms, but the property along with th ...
From $323 per night (USD)VRBO
- Click For Pricing
Expedia
Great family vacation destination Townhome with private double car garage~...
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Lone Palm in Mad Beach This updated 4-bedroom 3 1/2 bath townhouse is located in Madeira Beach ...
Click For PricingExpedia
- From $272 per night (USD)
VRBO
Gulf Front Corner Unit & Million Dollar Views~ Chb305
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome To Chambre 305 ******The unit is fine and elevator is operational after storms Helene & Milton, but ...
From $272 per night (USD)VRBO
- Click For Pricing
Expedia
Amazing Location for the Perfect Vacation!~ 1 bedroom sleeps 4 MP410
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
From this 4th floor unit, you have a direct Gulf Front view of the Gulf of Mexico. You will have access to the most spe ...
Click For PricingExpedia
- From $557 per night (USD)
VRBO
REMODELED, immaculately designed, BEACHFRONT condo with gorgeous water views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Be the first to book a stay at Sea Breeze Condominium #404, a spacious 2BR, 2Bath renovated unit (August 2023) which com ...
From $557 per night (USD)VRBO
- From $115 per night (USD)
Expedia
2 min walk to beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy 1/1 on second floor. just a few minutes walk to beach. Small condo building with only 9 units. On-site laundry and ...
From $115 per night (USD)Expedia
- From $189 per night (USD)
VRBO
Beautiful water views at the Skyline Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful fully equipped condo has beautiful water views of the Boca Ciega Bay and marina, located in the Skyline R ...
From $189 per night (USD)VRBO
- From $350 per night (USD)
Expedia
1st-floor, beachfront condo with 2 kayaks & outdoor pool - dog-friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sugar Sands A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $350 per night (USD)Expedia
- From $700 per night (USD)
VRBO
Extraordinary Gulf front condo w\/screened-in balcony, W\/D, AC, pool, pool spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Arie Dam 201 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $700 per night (USD)VRBO
- From $1049 per night (USD)
Expedia
Beachfront penthouse with pool, great views & pool table
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Sugar Sands C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $1049 per night (USD)Expedia
- From $663 per night (USD)
VRBO
Beautiful oceanfront condo in Madeira Beach w\/balcony, outdoor pool & pool spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Arie Dam 102 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $663 per night (USD)VRBO
- From $395 per night (USD)
Expedia
Beach-chic condo across from beach, close to John’s Pass - on-site pool, dogs ok
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Madeira del Mar 303 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $395 per night (USD)Expedia
- From $357 per night (USD)
VRBO
Top-floor, Gulf-front condo with balcony, pool, hot tub, bocce & beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Breeze 702 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $357 per night (USD)VRBO
- From $387 per night (USD)
Expedia
Top-floor, beachfront condo with Gulf views, balcony, pool, hot tub & bocce
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Sea Breeze 705 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $387 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Upscale, beachfront condo with dual balconies, Gulf view, pool, hot tub & bocce
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Breeze 608 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $399 per night (USD)VRBO
- From $313 per night (USD)
Expedia
Cozy Oasis: Just Renovated Bungalow, Steps to Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
𝘾𝙤𝙯𝙮 𝙖𝙣𝙙 𝙘𝙝𝙞𝙘 𝙗𝙚𝙖𝙘𝙝 𝙝𝙖𝙫𝙚𝙣! Adorable getaway in this Beach Bungalow, perfect for a small family, wee ...
From $313 per night (USD)Expedia
- From $390 per night (USD)
VRBO
Villa Madeira #605 3 Bedroom 2 Bath Unit WIFI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**IMPORTANT: BUILDING WILL BE RESEALED AND PAINTED STARTING 8/17/24, THERE IS A 15% DISCOUNT ALREADY FIGURED INTO THE RA ...
From $390 per night (USD)VRBO
- From $458 per night (USD)
Expedia
Peaceful beachfront escape w\/private balcony, heated pool, pool spa, BBQ grills
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Arie Dam 403 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $458 per night (USD)Expedia
- From $423 per night (USD)
VRBO
Stylish beachfront condo w\/private balcony, W\/D, on-site heated pool & pool spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Arie Dam 402 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $423 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Beautiful Madeira Yacht Club Beach Condo-1BR\/ 1.5BA. Sleeps 4 comfortably!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
ACCOMODATIONS: Steps away from the beach and your toes touching the sand! Enjoy leisurely afternoon strolls around the b ...
From $217 per night (USD)Expedia
- From $386 per night (USD)
VRBO
Newly renovated condo w\/private balcony, gas grill, & on-site heated pool, AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Place 1-404 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $386 per night (USD)VRBO
- From $438 per night (USD)
Expedia
Intracoastal-view condo with pool, hot tub & marina access - walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Madeira Bay Resort 509 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $438 per night (USD)Expedia
- From $396 per night (USD)
VRBO
Waterfront condo with marina views, pool & hot tub - walk to John’s Pass
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Madeira Bay Resort 508 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $396 per night (USD)VRBO
- From $456 per night (USD)
Expedia
Beachfront condo in Madeira Beach w\/gulf views, heated pool, pool spa, grills
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Arie Dam 503 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $456 per night (USD)Expedia
- From $247 per night (USD)
VRBO
AMAZING SEASIDE GETAWAY. PRIVATE BEACH, JUST YOU and the SEA LIFE. GO HOME NEW.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
THE Newly Updated “SUNGLOW SEASIDE” ( was Sunglow Condo Apts) IN BEAUTIFUL DOWNTOWN MADEIRA BEACH HAS EVERYTHING AVAILA ...
From $247 per night (USD)VRBO
- Click For Pricing
Expedia
Beachfront condo with captivating Gulf view, 2 balconies, pool, hot tub & bocce
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Breeze 208 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
Click For PricingExpedia
- From $280 per night (USD)
VRBO
Large unit in Beach Front Complex
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sandy Shores #109 - Two Bedroom Two Bath condo with balcony and garden view. #109 Located in Sandy Shores, a beautifully ...
From $280 per night (USD)VRBO
- From $465 per night (USD)
Expedia
1st-floor, beachfront condo with outdoor pool with views, AC & W\/D
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Sugar Sands B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $465 per night (USD)Expedia
- From $444 per night (USD)
VRBO
Beautiful corner condo w\/ample balcony, beach views, W\/D, heated pool, pool spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Arie Dam 301 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $444 per night (USD)VRBO
- From $141 per night (USD)
Expedia
Madeira Beach Condo Steps from the Gulf
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
** Not impacted by Hurricane Idalia ** Madeira Beach has been a sought out destination for decades. Enjoy an amazing cu ...
From $141 per night (USD)Expedia
- From $537 per night (USD)
VRBO
Top floor beachfront condo. Incredibly Spacious. Overlooking the best beach in Florida!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
HURRICANE UPDATE: Despite the recent impact of Hurricane Helene & Hurricane Milton, we're pleased to share that cleanup ...
From $537 per night (USD)VRBO
- From $445 per night (USD)
Expedia
Bay front condo, shared pool and hot tub right next to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Bay Front Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $445 per night (USD)Expedia
- From $374 per night (USD)
VRBO
Madeira Bay Resort #1602 ~ Gulf View from 6th Floor Balcony ~ Walk to John's Pass
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hurricane Update: This condo was not damaged in the hurricanes! We'd love to accommodate you. The pool is currently clos ...
From $374 per night (USD)VRBO
- From $462 per night (USD)
Expedia
Top floor beachfront unit at premier building
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
HURRICANE UPDATE: Despite the recent impact of Hurricane Helene & Hurricane Milton, we're pleased to share that cleanup ...
From $462 per night (USD)Expedia
- From $169 per night (USD)
VRBO
Quaint Madeira Beach Cottage with Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy a Gulf vacation in a private beach cottage located directly across the street from the beach. In less than a one m ...
From $169 per night (USD)VRBO
- From $266 per night (USD)
Expedia
Madeira Bay Resort I 1505 NEW Complex with a Breathtaking Bayfront View!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Please be aware that our beautiful beach town did experience damage from Hurricanes Helene and Milton. Our community is ...
From $266 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Walk to Everything, Beach Condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
You'll love this one bedroom condo in the Madeira Beach Yacht Club. 2 pools/jacuzzi, fishing piers, free parking, clubh ...
From $160 per night (USD)VRBO
- From $419 per night (USD)
VRBO
Quiet Spot on the Water, Walk to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy this newly renovated, 3 Bedroom 3 Bathroom house just steps away from Beautiful Madeira Beach. 2 bedrooms have ...
From $419 per night (USD)VRBO
- From $264 per night (USD)
VRBO
PRIVACY, RELAX with the DOLPHINS at the SEASIDE,no people. LOUNGERS & UMBRELLA,
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
MADEIRA BEACH. TOTAL PRIVACY at SUNGLOW SEASIDE IS A RARE in TOWN PROPERTY FIND.. SLEEPS 4. THIS GROUND FLOOR END UNIT ...
From $264 per night (USD)VRBO
- From $178 per night (USD)
VRBO
Madeira Towers 802 Renovated Madeira Towers Beachfront 2 Bedroom 2 Bathroom Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Completely Remodeled Madeira Towers Beachfront 2 Bedroom 2 Bathroom Condo. $100 APPLICATION FEE PER ADULT OVER THE AGE ...
From $178 per night (USD)VRBO
- From $234 per night (USD)
VRBO
Poolside Madeira Beach Abode w\/ Balcony!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
- Madeira Beach Permit 3849 - Florida DBPR License No. CND6216342 - Recently Renovated - Convenient Poolside Location W ...
From $234 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Luxury Updated Beach Condo - Crimson #104
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Crimson on the Gulf #104 - You won't need to walk far to the beach from this beautiful condo! Located just steps from th ...
From $250 per night (USD)Expedia
- From $284 per night (USD)
VRBO
Top Floor Balcony Beach View - Crimson #304
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Crimson on the Gulf #304 - This beautiful condo is a popular 2 bedroom, 2 bathroom vacation retreat that is close to eve ...
From $284 per night (USD)VRBO
- From $352 per night (USD)
Expedia
EXCELLENT Madeira Beach GULF FRONT vacation rental at SEA BREEZE 63202B
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Completely updated in fall of 2013- Home away from home- Home Away from Home -Sea Breeze 202 is a GOLD rated corner two- ...
From $352 per night (USD)Expedia
- From $244 per night (USD)
VRBO
BEST DEALS NOW !AMAZING BEACH, PRIVACY, UNWIND. SLEEP 4, FREE CHAIRS, BBQ, PKG
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
SIMPLY AMAZING MILE OF PRIVATE RESIDENTIAL BEACHFRONT.....SUNGLOW SEASIDE, ST PETERSBURG-MADEIRA BEACH DOWNTOWN CENTRAL ...
From $244 per night (USD)VRBO
- From $277 per night (USD)
Expedia
Water-view condo with balcony, pool & W\/D - walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Madeira Beach Yacht Club 343 #G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $277 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Direct Beachfront Balcony - Sandy Shores #201
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sandy Shores #201 - Imagine sitting on your own private balcony that offers unbeatable views of the Gulf of Mexico and t ...
From $250 per night (USD)VRBO
- From $341 per night (USD)
Expedia
The New Madeira Bay Resort I 1308 Gulf View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hurricane Update: This condo was not damaged in the hurricanes! We'd love to accommodate you. The pool is currently not ...
From $341 per night (USD)Expedia
- From $363 per night (USD)
VRBO
**DIRECT BEACH FRONT**GREAT LOCATION** 2 BEDROOM 2 BATH**AWESOME VIEWS**
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
***** 8/8/24 - NOTICE: THE ELEVATOR WILL BE REPLACED STARTING ON 9/30/24 AND SHOULD BE COMPLETED BY 11/8/24***** THIS I ...
From $363 per night (USD)VRBO
- From $271 per night (USD)
Expedia
The New Madeira Bay Resort I 1609 Marina View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hurricane Update: This condo was not damaged in the hurricanes! We'd love to accommodate you. The pool is currently not ...
From $271 per night (USD)Expedia
- From $258 per night (USD)
VRBO
Come to your HAPPY PLACE! 2\/2 ground floor waterfront community Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Do not pass by this recently furnished and updated ground floor 2/2 Condo that sleeps 6(king size bed and 2 queen beds), ...
From $258 per night (USD)VRBO
- From $440 per night (USD)
Expedia
The New Madeira Bay Resort I 1401 Marina View
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Hurricane Update: This condo was not damaged in the hurricanes! We'd love to accommodate you. The pool is currently not ...
From $440 per night (USD)Expedia
- From $312 per night (USD)
VRBO
The New Madeira Bay Resort I 1707 Marina View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hurricane Update: This condo was not damaged in the hurricanes! We'd love to accommodate you. The pool is currently not ...
From $312 per night (USD)VRBO
- From $382 per night (USD)
Expedia
Superb Location on the Beaches of Madeira. Great Corner Unit Views. Beachfront Pool on the Sand!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
HURRICANE UPDATE: Despite the recent impact of Hurricane Helene & Hurricane Milton, we're pleased to share that cleanup ...
From $382 per night (USD)Expedia
- From $297 per night (USD)
VRBO
Madeira Beach 2 Bedroom, 1 Bath Pool, Hot Tub, Gym
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful 2-bedroom 1 bathroom in the highly sought-after Madeira Beach Yacht Club. A gated, waterfront community is loc ...
From $297 per night (USD)VRBO
- From $306 per night (USD)
Expedia
2\/1 Inter-coastal view apartment
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
This lovely 2/1 waterfront apartment that is fully furnished, spacious, and a short walk to the local John's Pass Fishin ...
From $306 per night (USD)Expedia
- From $261 per night (USD)
VRBO
PENTHOUSE BEACHFRONT, SLEEP 4, <br> 2 MIN to TOWN. FREE LOUNGERS, BBQ, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
SUNGLOW SEASIDE. A QUAINT PROPERTY, Few PEOPLE, No elevators or congested common areas. COME RELAX by the SEASIDE AT S ...
From $261 per night (USD)VRBO
- From $276 per night (USD)
Expedia
Surf Song 348 Gulf Front Balcony Across from John's Pass Village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This one bedroom, one bathroom condo features a private balcony with a direct Gulf Front view. - Kitchen: Full size app ...
From $276 per night (USD)Expedia
- From $327 per night (USD)
VRBO
The New Madeira Bay Resort I 1407 Marina View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hurricane Update: This condo was not damaged in the hurricanes! We'd love to accommodate you. The pool is currently not ...
From $327 per night (USD)VRBO
- From $376 per night (USD)
Expedia
The New Madeira Bay Resort I 1701 Marina View
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Hurricane Update: This condo was not damaged in the hurricanes! We'd love to accommodate you. The pool is currently not ...
From $376 per night (USD)Expedia
- Click For Pricing
VRBO
The New Madeira Bay Resort I 1301 Marina View
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The brand new Madeira Bay Resort I #1301 is a three bedroom, two bathroom condo with a private balcony. King size bed in ...
Click For PricingVRBO
- From $362 per night (USD)
Expedia
The New Madeira Bay Resort I 1501 Marina View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hurricane Update: This condo was not damaged in the hurricanes! We'd love to accommodate you. The pool is currently not ...
From $362 per night (USD)Expedia