Madeira Beach, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Madeira Beach, Florida on RentalSaver.com!

Madeira Beach Rentals

From $294 per night (USD)
VRBO
Tropical Oasis Directly on the Gulf!~ OS608
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome To Ocean Sands 608 This beautiful 2-bedroom 2-bathroom condo sleeps 6. The primary bedroom has a king bed and ...
From $294 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Gulf Front Corner Unit & Million Dollar Views~ Chb305
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome To Chambre 305 This brightly furnished, 2-bedroom and 2-bathroom condo sleeps 6 and has a fully equipped kitche ...
From $302 per night (USD)
Expedia
From $310 per night (USD)
VRBO
Madeira Norte - The Perfect Beachfront Escape
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Disclaimer: Pool will not be open starting May 4th Welcome to your slice of paradise! This beautifully updated 2-bedro ...
From $310 per night (USD)
VRBO
From $115 per night (USD)
VRBO
2 min walk to beach
Bedrooms:
1
Bathrooms:
1
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)
VRBO
From $249 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 $249 per night (USD)
VRBO
From $201 per night (USD)
Expedia
Sip, Sunbathe & Relax Poolside: Madeira Beach Gem!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Recently Renovated | Screened Balcony | 12 Mi to Clearwater Step into sun, surf, and pure relaxation — this Madeira Bea ...
From $201 per night (USD)
Expedia
From $284 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 $284 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Walk to Everything, Madeira Beach Yacht Club Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You'll love this one bedroom condo in the Madeira Beach Yacht Club. 2 pools, fishing piers, free parking, car wash area ...
From $188 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Shoreline Sanctuary- Completely Remodeled Waterfront Stay- Walkable to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Your shoreline sanctuary awaits! Enjoy panoramic views of the Madeira Beach intercoastal, a short walk to the beach, plu ...
From $300 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Sweeping Ocean Views - Shores of Madeira #504
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Shores of Madeira #504 - Please note that due to the 2024 hurricane season, there is no pool, hot tub or patio at this ...
From $182 per night (USD)
Expedia
From $251 per night (USD)
VRBO
Slice of Heaven-walk to the beach! Bay views within the complex!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
My little slice of paradise: 1 bedroom ground floor condo in Madeira Beach Yacht Club. 2 heated pools, gym, jacuzzi, & ...
From $251 per night (USD)
VRBO
From $160 per night (USD)
Expedia
1b/1b Waterfront Madeira Beach Yacht Club #231E
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Madeira Beach Yacht Club #231E - Please note that due to the 2024 hurricane season, there is construction at Madeira Bea ...
From $160 per night (USD)
Expedia
From $554 per night (USD)
VRBO
Gorgeous New Home with Ocean View, Steps to Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
11
Luxurious 3BR/3BA fully furnished new home that sleeps 11. Enjoy the gorgeous ocean views with two large balconies, perf ...
From $554 per night (USD)
VRBO
From $175 per night (USD)
Expedia
Newly Remodeled. Water views from your private lanai. Steps to Madeira Beach.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly Remodeled! Brew a morning cup of coffee and enjoy the sunrise over the bay from your private lanai, just steps to ...
From $175 per night (USD)
Expedia
From $253 per night (USD)
VRBO
Winter Getaway Paradise! Beachfront Condo in Private Building. Heated Pool. Shopping, Restaurants.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Spend a month in this incredible beachfront condo building, and enjoy the spectacular feel of this very upscale and upda ...
From $253 per night (USD)
VRBO
From $427 per night (USD)
Expedia
2 Bedroom Condo With Drawbridge View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This newly renovated 2 bedroom, 2 bathroom condo in Sandy Shores has a killer view of the intracoastal. Relax on your ba ...
From $427 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Million Dollar Gulf View, Madeira Beach FL
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stand on the balcony and observe the most beautiful view of the Gulf you can imagine. Walk from sparking pool and hot t ...
From $303 per night (USD)
VRBO
From $178 per night (USD)
VRBO
Oceanfront Condo with Community Pool, Balcony + Beach Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**Construction Notice: Ocean Sands Building & Garage Repairs: Please be advised that building and garage repair work at ...
From $178 per night (USD)
VRBO
From $379 per night (USD)
VRBO
Madeira Bay Resort Bayfront Oasis #202: 2BD/2BA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy your little slice of paradise at Madeira Bay Resort #202, a two-bedroom, two-bath on the quiet and peaceful baysid ...
From $379 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Walk to Gulf: Madeira Beach Condo w/ Patio
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The best of coastal living is right outside your door when you stay at this cheerful 1-bedroom, 1-bath vacation rental. ...
From $190 per night (USD)
Expedia
From $257 per night (USD)
VRBO
🌅 Ocean Sands II #606 — Gulf Front Elegance with Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Step into serenity at Ocean Sands II #606, a beautifully updated 2-bedroom, 2-bath condo perched on the 6th floor with p ...
From $257 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Beach View Balcony at John's Pass
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Madeira Norte #306 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...
From $196 per night (USD)
Expedia
From $354 per night (USD)
VRBO
Corner Beachfront. Large Balcony. Pool. Hot Tub. Exceptional Location.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to this exquisite two-bedroom beachfront corner condo in the charming town of Madeira Beach, Florida. This luxur ...
From $354 per night (USD)
VRBO
From $179 per night (USD)
VRBO
Madeira Beach Yacht Club 261F | Canal-Front Condo with Pool + Steps To Beach!
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 $179 per night (USD)
VRBO
From $240 per night (USD)
VRBO
Madeira Vista 601-Corner Unit, Panoramic View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**NOTICE: Guests may experience some construction noise during ongoing restoration. The Pool is open! Beach Access Open! ...
From $240 per night (USD)
VRBO
From $255 per night (USD)
VRBO
3 bed/2 bath Madeira Beach House; minutes walk to the beach, full amenities!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our Madeira Beach home, just a few minutes’ walk to the pristine Florida Gulf Coast and newly built in 2019! ...
From $255 per night (USD)
VRBO
From $240 per night (USD)
VRBO
Updated unit with Private Patio. Heated Pool. Dock. Walk to Beach, +Tickets to daily activities!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
With a complete renovation throughout, "Rays for Days" is a spacious and beautifully appointed ground floor condo provid ...
From $240 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Just Renovated, New Kitchen & Upgraded Bath - Free WiFi - Surf Song
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Surf Song #331 - 1 bedroom 1 bath gulf view over roof - common balcony. King in bedroom, single sleeper sofa (sheets ava ...
From $179 per night (USD)
Expedia
From $679 per night (USD)
VRBO
Experience Madeira Beach living near top attractions
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
In the heart of Madeira Beach is located this beautiful 4-bedroom getaway. Nestled just a short walk from the vibrant Jo ...
From $679 per night (USD)
VRBO
From $427 per night (USD)
Expedia
Sandy Shores 410 Remodeled 2 BR
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your Madeira Beach getaway! Located directly across from the vibrant John's Pass Village and Boardwalk, this ...
From $427 per night (USD)
Expedia
From $329 per night (USD)
VRBO
Beachfront Bliss - King Bed - Heated Pool - Steps to John’s Pass & Dining!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
***IMPORTANT POOL NOTICE*** The community pool is currently CLOSED for repairs. There is no confirmed reopening date at ...
From $329 per night (USD)
VRBO
From $370 per night (USD)
Expedia
Sunset Serenity - Beachfront condo directly across from John's Pass Village
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
***IMPORTANT NOTICE: The community pool is temporarily closed while the HOA completes necessary repairs. At this time, ...
From $370 per night (USD)
Expedia
From $299 per night (USD)
VRBO
Relax at Ground Floor Tropic Breeze 1 | Steps to Madeira Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Tropic Breeze 1 – Cozy Madeira Beach Condo Steps from the Gulf Welcome to Tropic Breeze 1 , your coastal escape Madeira ...
From $299 per night (USD)
VRBO
From $146 per night (USD)
Expedia
Luxurious Beach Condo in Madeira Beach Yacht Club!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Everything at your fingertips! Walk to bars, restaurants, grocery, library and park plus the beach is 1/4 mile away so a ...
From $146 per night (USD)
Expedia
From $194 per night (USD)
VRBO
Madeira Norte 304 | Beachfront Condo With Ocean Views and Easy Beach Access!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
**Pool Closure Notice:** The Madeira Norte community pool is currently closed for maintenance and repairs. We appreciate ...
From $194 per night (USD)
VRBO
From $871 per night (USD)
Expedia
Walk to Beach & Johns Pass Village! Heated Pool ~ Private Patios ~ Free Parking & Amenities
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Searching for a space large enough for the whole group in the best location along the Gulf Beaches? This is the spot. ...
From $871 per night (USD)
Expedia
From $168 per night (USD)
VRBO
Cute and Cozy Unit- John's Pass - Surf Song #212
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Surf Song #212 - (Walkup, No Elevator) Comfortable 1 bedroom 1 bath suite at Surf Song Resort. One Queen Bed in bedroom. ...
From $168 per night (USD)
VRBO
From $272 per night (USD)
Expedia
Chambre 205 - Pool, Hot Tub, Walk to John's Pass!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
🌴 Experience Paradise at John's Pass – Your Dream Vacation Awaits! 🌴 Welcome to Chambre #205 – the ultimate getaway ju ...
From $272 per night (USD)
Expedia
From $309 per night (USD)
VRBO
3 Bedroom 2 Bath Beach View #205 Beach Place Condos
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beach Place #205 - Large three bedroom 2 bath unit with Beach and John's Pass Views. This corner unit has southern expos ...
From $309 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Steps to Beach Access | Updated Condo | Pool | Sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This is a great updated one-bedroom, one-bath condo located mid-way down Madeira Beach, just across the street from the ...
From $179 per night (USD)
Expedia
From $228 per night (USD)
VRBO
2 Bedroom Condo in Madeira Beach. Sleeps 6!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Book your perfect beach getaway at the Madeira Beach Yacht Club, a gated condominium located on Madeira Beach. Walk less ...
From $228 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Direct Beachfront Across from Johns Pass. Heated Pool. Large Private Balcony. Perfect Sunsets!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Perfectly situated directly across from the vibrant atmosphere of Johns Pass Village, this beachfront one-bedroom condo ...
From $290 per night (USD)
Expedia
From $372 per night (USD)
VRBO
3b 2b Direct Ocean Balcony -Las Brisas #402
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Las Brisas #402 - Get away from it all at this direct beach front 3 bedroom 2 bath unit at Las Brisas Condos in Madeira ...
From $372 per night (USD)
VRBO
From $473 per night (USD)
VRBO
3BR Waterfront Condo Offering Direct Water Views, and Coastal Living at Its Best
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy breathtaking, unobstructed views of the Gulf of Mexico from the wraparound balcony of this beautifully renovated 3 ...
From $473 per night (USD)
VRBO
From $162 per night (USD)
VRBO
Beachy Boho. August specials Waterfront Building 1st Floor, 1 Block to Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beachy Boho – Your Tropical Escape in Madeira Beach Welcome to Beachy Boho, a beautifully remodeled ground-floor condo ...
From $162 per night (USD)
VRBO
From $230 per night (USD)
Expedia
WALK TO EVERYTHING - BEST OF MADEIRA BEACH
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
You'll love this 2 bedroom 1 bath condo in the Madeira Beach Yacht Club recently updated. Sleeps 6, full kitchen, 2 pool ...
From $230 per night (USD)
Expedia
From $671 per night (USD)
VRBO
Newly Renovated Condo on Madeira Beach!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the ultimate beachfront getaway at our stunning condo on Maderia Beach. Enjoy breathtaking ocean views, direc ...
From $671 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Gulf Views~ Across from Beach~ Heated Pool~ Madeira Bay Resort 1408
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 $321 per night (USD)
Expedia
From $349 per night (USD)
VRBO
🏖️ Steps to Sand + Private Access: Family-Friendly 2BR-walk to dinner
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Perfect for families and respectful guests. This is a quiet home with enforced quiet hours. No parties or events allowed ...
From $349 per night (USD)
VRBO
From $239 per night (USD)
VRBO
Arie Dam 404 | Condo with Stunning Gulf Views + Just Steps from the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
**Please be advised that the Arie Dam elevator is currently experiencing intermittent service and may be unavailable at ...
From $239 per night (USD)
VRBO
From $211 per night (USD)
VRBO
COASTAL CHIC! Luxury Apartment with Gulf Views and right next to John's Pass
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our Gulf View Condo SEASIDE #1604 at the "Madeira Bay Resort" - just steps from the beautiful white-sanded Be ...
From $211 per night (USD)
VRBO
From $465 per night (USD)
Expedia
OCEANFRONT 5⭐3BR/2BA/6BED_Heated Pool_180 View Patio_ Beach Gear
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
👉👉 📆 Book Now! 🔥🔥 Voted the #1 rated Vacation Rental in all of St Pete, Clearwater and Madeira Beaches! Book your ...
From $465 per night (USD)
Expedia
From $154 per night (USD)
VRBO
Mad Pearl Waterfront, Totally Renovated Ground Floor. 2 Pools. 1 Block to Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Mad Pearl – Waterfront Paradise at Madeira Beach Yacht Club Welcome to The Mad Pearl, a beautifully renovated waterf ...
From $154 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Exceptional Beachfront Location. Heated Pool. Expansive Private Corner Balcony!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your beach getaway! Experience the coastal living with our spacious three-bedroom beachfront condo, featuring ...
From $289 per night (USD)
Expedia
Click For Pricing
VRBO
Dolphin Vista Apartment short walk to John's Pass, Madeira Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Less than one block from John's Pass Village! Clean and open floor plan in water front triplex on Boca Ciega Bay. This a ...
Click For Pricing
VRBO
From $257 per night (USD)
Expedia
🌅 Madeira Place #402 — Sunset Views & Steps to the Sand
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Madeira Place #402, a top-floor condo just across the street from the powdery sands of Madeira Beach and the ...
From $257 per night (USD)
Expedia
From $177 per night (USD)
VRBO
Cute and Cozy Unit- John's Pass - Surf Song #211
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Surf Song #211 - (Walk Up - No Elevator) All New inside, 2024 remodel. Updated 1 bedroom 1 bath suite at Surf Song Resor ...
From $177 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Private, standalone-No Shared Walls!Right across the street from Madeira Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
You won’t forget the great memories in this 1 BR private, standalone bungalow right across the street from the beach as ...
From $262 per night (USD)
Expedia
From $287 per night (USD)
VRBO
Beachfront Building, Heated Pool. Directly Across from Johns Pass. Activities & Food!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
The Sandy Shores building is located beachfront at the absolute best spot along Madeira Beach. With vibrant Johns Pass ...
From $287 per night (USD)
VRBO
From $159 per night (USD)
Expedia
Waterfront Complex, Walk to Beach 250G
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Madeira Beach Yacht Club 250G - Please note that due to the 2024 hurricane season, there is construction at Madeira Beac ...
From $159 per night (USD)
Expedia
From $296 per night (USD)
VRBO
Livin the dream beach condo 3 blocks from beach 5 minute walk! Built in ‘22
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Luxury condo build in ‘22 with a modern open concept living space, decorated in gorgeous shades of serene, beachy blues. ...
From $296 per night (USD)
VRBO
From $209 per night (USD)
VRBO
Family Friendly resort style condo with 2 pools and walk to beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Perfect location for you or your family. Walk to everything - Madeira Beach, ROC park with pickle ball, tennis and baske ...
From $209 per night (USD)
VRBO
From $327 per night (USD)
VRBO
Sea Breeze 104 | Gulf-Front Luxury Just Steps from John's Pass
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Sea Breeze 104—your elevated escape on Madeira Beach, where panoramic Gulf views meet thoughtful coastal desi ...
From $327 per night (USD)
VRBO
From $226 per night (USD)
Expedia
The Harbor at Town Center #510
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Experience Luxury & Convenience at The Harbor at Town Center – Madeira Beach’s Premier Vacation Destination! Escape to ...
From $226 per night (USD)
Expedia
From $138 per night (USD)
VRBO
Madeira Beach Yacht Club 245F
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Paradise living, walking distance to everything! Bright, new updated condo is located on the second floor. The condo of ...
From $138 per night (USD)
VRBO
From $845 per night (USD)
Expedia
Ocean Sands Premier Condo, Beach Front!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Step inside this corner unit at Ocean Sands, directly facing the beach, and experience the epitome of sophistication and ...
From $845 per night (USD)
Expedia
From $407 per night (USD)
VRBO
Unique Beach House Experience! Beachfront Views in the Heart of Madeira Beach. Tickets Included to Top Attractions.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the uniquely Florida feeling of staying in a house directly on the pristine beaches of the Gulf of Mexico. T ...
From $407 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Two-Level Condo Just Minutes from Beach. Heated Pools. Fishing Dock. Close to Great Restaurants.
Bedrooms:
2
Bathrooms:
2
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 $214 per night (USD)
Expedia
From $256 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 $256 per night (USD)
VRBO
From $304 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 $304 per night (USD)
VRBO
From $197 per night (USD)
VRBO
One Bedroom 1 1/2 Bath Madeira Place #211
Bedrooms:
1
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 $197 per night (USD)
VRBO
From $196 per night (USD)
Expedia
New 2024 Remodel - 2 BR 1.5BA - Madeira Norte #407
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Madeira Norte #407 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...
From $196 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Modern Coastal Condo - 4 Minute Walk to the Beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Vacation memories await your entire family or friend group when you retreat to DelMar 205. This 3-bedroom 3-FULL bathroo ...
From $357 per night (USD)
VRBO
From $533 per night (USD)
Expedia
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 ...
From $533 per night (USD)
Expedia
From $262 per night (USD)
VRBO
🐾 Madeira Bay Resort #201 – Accessible, Pet-Friendly Comfort Near the Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Madeira Bay Resort #201, a spacious one-bedroom, one-bathroom condo with a private balcony and a thoughtfully ...
From $262 per night (USD)
VRBO
From $411 per night (USD)
Expedia
All You Need|Across Beach|Heated Pool|Elevator|Games
Bedrooms:
4
Bathrooms:
5
Sleeps:
18
🏖️ Sunset Cove | Sleeps 18 | Rooftop Oasis + Steps to Beach • ⛱️ 2-minute walk to Madeira Beach • 🍹 Private rooftop de ...
From $411 per night (USD)
Expedia
From $407 per night (USD)
VRBO
🏖️Steps to Beach🌞Bay and Marina Views🌴Heated Pool☀️Madeira Bay II/606
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 $407 per night (USD)
VRBO
From $2493 per night (USD)
Expedia
Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30
Bedrooms:
8
Bathrooms:
11
Sleeps:
30
Welcome to Island Paradise Cottages — your own private retreat in the heart of Madeira Beach. This exclusive rental incl ...
From $2493 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Beachfront Luxury, Amazing Sunsets, Pool, Hot Tub, Beach, Private Balcony, Walkable to Restaurants
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your dream getaway in the exclusive Ocean Sands building on Madeira Beach! This high-floor beachfront condo o ...
From $225 per night (USD)
VRBO
From $280 per night (USD)
Expedia
CALLING SNOW BIRDS: Waterfront home on Boca Ciera Bay/3 blocks to Gulf/Beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Escape the cold winters in this grand 3 bedroom, 2.5 bath Key-West Style waterfront home offering gorgeous views of Boca ...
From $280 per night (USD)
Expedia
From $466 per night (USD)
VRBO
Sea Breeze 101
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FREE CANCELLATION for the Fall in the event of a Hurricane! Welcome to Sea Breeze 101! Your whole family will enjoy this ...
From $466 per night (USD)
VRBO
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Expedia
Price Drop! Madeira Norte 416🌞Beachfront Condo🐬Private Balcony
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
***POOL CLOSURE - THE POOL WILL BE CLOSED BEGINNING MAY 1ST, 2026 - MORE EXTENSIVE REPAIRS ARE REQUIRED AND CURRENTLY TH ...
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Expedia
Click For Pricing
VRBO
Brand new condo steps to beach with balcony heated pool and hot tub dog friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Penthouse Sweet The Space: Close your eyes - now open them, because you’ve found the Gulf beach vacation o ...
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VRBO
From $165 per night (USD)
Expedia
Whole Condo sleeps 4+ With Pool across from Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Tropic Breezes Condo – Steps from Madeira Beach Welcome to your slice of paradise at Tropic Breezes. This beautifully r ...
From $165 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Ocean Sands Beautiful Beachfront Condo Madeira Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Our condo is perfect for your family beach vacation with private beach access and a priceless view over the Gulf of M ...
From $327 per night (USD)
VRBO
From $415 per night (USD)
Expedia
BEACH FRONT LUXURY! Brand new and waiting for you!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Fabulous white sandy beachfront condo, newly remodeled. Hardwood flooring throughout, one bedroom, one bath. Completel ...
From $415 per night (USD)
Expedia
From $224 per night (USD)
VRBO
NEW Intracoastal Condo - Madeira Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
NOW AVAILABLE! Fully remodeled and restored! Welcome to the "Mad Mermaid" Condo in beautiful Madeira Beach, Florida! A ...
From $224 per night (USD)
VRBO
From $288 per night (USD)
VRBO
Beautiful Waterfront with Stunning Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
The Yacht Club at Madeira Beach laps the Boca Ciega Bay and is steps from Florida's finest white sandy beach. Watch the ...
From $288 per night (USD)
VRBO
From $336 per night (USD)
VRBO
Elevator and we are across from the Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Make some memories at this unique and family-friendly condo. 2 Bedroom/2 Bath condo with a Full Kitchen, Breakfast area, ...
From $336 per night (USD)
VRBO
From $259 per night (USD)
Expedia
Tranquil Top Floor Condo Walking Distance to Madeira Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Your Perfect Beach Escape Awaits: Steps from Madeira Beach! Imagine waking up to the smell of salt air and the chirping ...
From $259 per night (USD)
Expedia
From $324 per night (USD)
VRBO
Johns Pass Studio 3 Fisherman's Cove & Cottages Studio 3
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Studio 3 - Newley Renovated . No expense spared. Quality Linens, Smart Television, Quality Oversized Leather reclining l ...
From $324 per night (USD)
VRBO
$Johns Pass \Studio 2\ Fisherman's Cove and Cottages$
From $202 per night (USD)
Expedia
Johns Pass \"Studio 2\" Fisherman's Cove and Cottages
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Studio 2 - Newley Renovated Studio. No expense spared. Quality Linens, Smart Television, Quality Oversized Leather recli ...
From $202 per night (USD)
Expedia
From $288 per night (USD)
VRBO
5 Star NEW Luxury Beach Condo With Heated Pool Overlooking the Intracoastal.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The only brand new construction luxury condos called The Harbor in Madeira Beach only 1 block from the white soft sand a ...
From $288 per night (USD)
VRBO
From $389 per night (USD)
VRBO
BOARDWALK BUNGALOW - JOHNS PASS & BEACH JUST STEPS AWAY
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
LOCATION LOCATION LOCATION!! Boardwalk Bungalow is located right at the end of World Famous Johns Pass Boardwalk, just s ...
From $389 per night (USD)
VRBO
From $1432 per night (USD)
VRBO
6BD/6BA Prime location to Johns Pass/Beach/Shopping!
Bedrooms:
6
Bathrooms:
6
Sleeps:
20
Your whole group will enjoy easy access to everything from this centrally located place as well as be together but also ...
From $1432 per night (USD)
VRBO
From $192 per night (USD)
Expedia
Upper Floor with Exceptional Views. Beachfront Studio. Private and Peaceful Complex. Heated Pool.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy an exceptional value in one of the best properties on Madeira Beach. This Studio condo offers a breathtaking ...
From $192 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Coastal Retreat in Madeira Beach/Johns Pass
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Step into coastal style at this Madeira Beach condo with Gulf views. Designed with a beach-inspired theme, this retreat ...
From $357 per night (USD)
VRBO
From $337 per night (USD)
Expedia
Waterfront Escape· Steps to Beach · Marina View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Wake up to marina views, spend the afternoon poolside, then walk to John`s Pass for fresh seafood, dolphin tours, and wa ...
From $337 per night (USD)
Expedia
From $331 per night (USD)
VRBO
Lovely Water View Condo | Top Floor | Steps to Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy coastal living in this top-floor beach condo w/ beautiful water views & unbeatable walkability. Just steps to the ...
From $331 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Gulf of Mexico Beach Retreat | Madeira/John`s Pass
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy Gulf views and modern coastal luxury in this Madeira Beach condo—just steps from the sand and John’s Pass Village. ...
From $348 per night (USD)
Expedia

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