
Madeira Beach Rentals

- From $224 per night (USD)
VRBO
Madeira Bay 1502- Bayside with Stunning Gulf Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to Book: * Beach access directly across the street as well as on site fishing and charter boats. * Gym A ...
From $224 per night (USD)VRBO
- From $101 per night (USD)
Expedia
Madeira Beach Yacht Club - best King Size Bedroom and 2min walk to beach and...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 7
Live in the Madeira Beach Yacht Club with a 2min boardwalk to the sand gulf beaches. Located in downtown Madeira Beach a ...
From $101 per night (USD)Expedia
- From $235 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 $235 per night (USD)VRBO
- From $260 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 $260 per night (USD)Expedia
- From $281 per night (USD)
VRBO
🌴 Spacious Beachside Escape at Surf Song #115 — Steps from the Sand!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Surf Song Resort #115, your family's perfect retreat on Madeira Beach. This beautifully updated 2-bedroom, 2- ...
From $281 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Top Floor Waterfront Condo. Outstanding Views. Heated Pool. Exceptional Accommodations. Near Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
TOP FLOOR WATERFRONT rental in the heart of Madeira Beach offers 3 bedrooms, 2 full bathrooms, powder room, washer/dryer ...
From $283 per night (USD)Expedia
- From $315 per night (USD)
VRBO
Brand-new condo steps to beach with balcony, pool, & hot tub - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Penthouse Sweet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $315 per night (USD)VRBO
- From $369 per night (USD)
Expedia
Seaview 504 | Fully Renovated 2BR w/ Oceanfront Primary bedroom | Summer Deals await
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
If you would like a vacation rental that is in a perfect location, clean, on the beach, with a large balcony to start an ...
From $369 per night (USD)Expedia
- From $239 per night (USD)
VRBO
!LAST MINUTE PROMOTION!HEATED POOL&SPA-BRAND NEW-CONDO-WALK TO BEACH/SHOPS/CAFES
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Madeira Beach is one of the most popular destinations on the Gulf Coast and the perfect location for your Florida beach ...
From $239 per night (USD)VRBO
- From $681 per night (USD)
Expedia
Saltwater heated POOL! Walk to the beach! By John’s Pass Village Boardwalk!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Welcome to your own oasis with a private saltwater heated pool on the beautiful island in Madeira Beach! This home is ce ...
From $681 per night (USD)Expedia
- From $197 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 $197 per night (USD)VRBO
- From $258 per night (USD)
VRBO
Million Dollar View - direct Gulf front! 1 br, 1.5 ba, 25' balcony, remodeled
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sip your favorite beverage and enjoy spectacular sunsets with the waves gently lapping on the white sugar sand beach, fr ...
From $258 per night (USD)VRBO
- From $566 per night (USD)
VRBO
Beach Condo on Gulf! 3 Bed 2 Bath, Sleeps 8. Handicap Equipped, Elevator Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Seaview puts the best of Florida at your doorstep, including miles of beautiful soft white sand beaches to explore. Loca ...
From $566 per night (USD)VRBO
- From $233 per night (USD)
Expedia
The ideal Getaway - Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $233 per night (USD)Expedia
- From $516 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 $516 per night (USD)VRBO
- From $222 per night (USD)
Expedia
Beach View Balcony at John's Pass
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Madeira Norte #306 - Nice Beach View from huge balcony. Pleasantly appointed 2 bedroom 1 1/2 bath beach condo located st ...
From $222 per night (USD)Expedia
- From $229 per night (USD)
VRBO
#409 Sandy Shores Updated 2b 2b w/ balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sandy Shores #409 - Two Bedroom Two Bath condo with balcony and garden view. #409 Located in Sandy Shores, a beautifully ...
From $229 per night (USD)VRBO
- From $379 per night (USD)
Expedia
Intracoastal * Pool * Full Kitchen * Self check-in
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
You'll have everything you need for a relaxing and rejuvenating vacation. The modern kitchen is fully equipped with st ...
From $379 per night (USD)Expedia
- From $292 per night (USD)
VRBO
5 Star NEW Luxury Beach Condo
- 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 $292 per night (USD)VRBO
- From $543 per night (USD)
Expedia
SPACIOUS Beachfront 2 Bedroom 2 bath Condo!\nStunning Beach and pool view! ENJOY
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This fully furnished 1500 sq. ft, 4th-floor condo sits directly on the beach and can comfortably accommodate up to 8 peo ...
From $543 per night (USD)Expedia
- Click For Pricing
VRBO
Luxurary Home Steps to Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a BRAND NEW fully renovated duplex with luxury modern fixtures and amenities. Every room has been upgraded, top to ...
Click For PricingVRBO
- From $215 per night (USD)
Expedia
Beach Access + Coastal + 2 KING beds + Brand New: “Sunset on Madeira”
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
“Sunset on Madeira” was just completely renovated so everything is NEW. Just walk across the street to have your QUIET ...
From $215 per night (USD)Expedia
- From $595 per night (USD)
VRBO
Beach house with atached apartment 30 Steps to Beach and 1 block to Johns Pass
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
This is a 2 bedroom house with an attached cottage that sleeps 9 with 3 bedrooms, 3 baths and 2 kitchens. The lower unit ...
From $595 per night (USD)VRBO
- From $267 per night (USD)
Expedia
🐾 Madeira Bay Resort #315 – Pet-Friendly Two-Bedroom Comfort Near the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #315, a two-bedroom, two-bathroom condo offering a relaxed and convenient beachside escape ...
From $267 per night (USD)Expedia
- From $249 per night (USD)
VRBO
Heated Pool and Hot-Tub. Next to Johns Pass Village. Stroll over to Beach. Comfortable!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this beautiful two bedroom condo, located just steps away from the beach! Comfortable Sleeping for six -Mas ...
From $249 per night (USD)VRBO
- From $398 per night (USD)
Expedia
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 $398 per night (USD)Expedia
- From $276 per night (USD)
VRBO
Beautiful Waterfront Condo in Madeira Beach Yacht Club
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Waterfront one bedroom plus den one full bath/half bath top floor two story condo with a patio. You will enjoy fishin ...
From $276 per night (USD)VRBO
- From $339 per night (USD)
Expedia
NEW! Luxuriously Updated & Renovated Beachfront Retreat- Walkable to Fun!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We aim to surpass your expectations. Exceptional 3rd floor condo with southwest exposure perfectly complements the terra ...
From $339 per night (USD)Expedia
- From $354 per night (USD)
VRBO
Stunning 3 Br Beachfront condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
About this space Located on Madeira Beach, our spacious 3 bed/2 bath beach front condo includes a full kitchen, WiFi and ...
From $354 per night (USD)VRBO
- From $361 per night (USD)
Expedia
Penthouse condo with amazing views! Private 1000 sf balcony
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
3 bedroom open concept penthouse, 2100 square feet of indoor penthouse living space, 2.5 baths, 1000 square foot deck wi ...
From $361 per night (USD)Expedia
- From $304 per night (USD)
VRBO
Corner Unit 1st Floor Condo. Newly Updated. Incredible Beach Views. Exceptional Location.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Corner unit on the first floor (one floor above garage), with outstanding view of the beach and Sunset! The large livin ...
From $304 per night (USD)VRBO
- From $179 per night (USD)
Expedia
Water-view escape within a 5-minute walk of Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Take in the intracoastal water views at this centrally-located, beautifully updated and decorated 1-bedroom waterfront c ...
From $179 per night (USD)Expedia
- Click For Pricing
VRBO
Ocean front , on the beach walking distance to restaurants and shopping center
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
If you live the beach you found perfect place right on the gulf. Beautiful quiet beach front amazing sunsets and sunrise ...
Click For PricingVRBO
- From $188 per night (USD)
Expedia
Ocean Sands 708 - Beach front with gorgeous views, uniquely decorated!
- 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 $188 per night (USD)Expedia
- From $169 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 $169 per night (USD)VRBO
- From $203 per night (USD)
VRBO
Madeira Norte 304 | Beachfront Condo With Ocean Views and Easy Beach Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to Madeira Norte 304, a stunning vacation rental condo located in the vibrant city of St. Petersburg, Florida. S ...
From $203 per night (USD)VRBO
- From $469 per night (USD)
VRBO
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 $469 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful Beach Condo steps from the water!
- Bedrooms:
- 0
- Bathrooms:
- 0
- Sleeps:
- 0
Relax with the whole family at this peaceful beach condo! This beautiful beach condo is located on the top floor of Cha ...
Click For PricingExpedia
- From $319 per night (USD)
VRBO
Sea Breeze 708 | Breathtaking Beachfront Condo w. Amazing Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to Sea Breeze 708, a beautifully appointed two-bedroom, two-bath condo in the heart of Madeira Beach, Florida. W ...
From $319 per night (USD)VRBO
- From $161 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 $161 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Welcome to the \"Mad Mermaid\" Condo in beautiful Madeira Beach, Florida!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A Coastal Oasis Awaits You Discover the perfect getaway for your Florida vacation at our newly remodeled first floor 1- ...
From $234 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Madeira Siesta | Condo in Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Madeira Siesta Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $220 per night (USD)Expedia
- From $239 per night (USD)
VRBO
#502 Beach Place Condos - Nightly Rental
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy one of the best resorts in the whole area of Clearwater/Tampa. The location is wonderful, for you can literally wa ...
From $239 per night (USD)VRBO
- From $239 per night (USD)
Expedia
#103 Beach Place Condos - Nightly Rental
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Beach Place #103 - Right across from the John’s Pass View, view the activity of boats, dolphins, fish, bridge going up a ...
From $239 per night (USD)Expedia
- From $191 per night (USD)
VRBO
Ground Floor Tropic Breeze 1| Sleeps 5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
New Unit! Recently renovated ground floor condo with all-new kitchen, bed, bath, and décor! New tile and paint throughou ...
From $191 per night (USD)VRBO
- From $217 per night (USD)
Expedia
Parrot's Cove | Condo in Madeira Beach with a heated pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Parrot's Cove Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $217 per night (USD)Expedia
- From $639 per night (USD)
VRBO
Amazing Ocean View, Heated Pool @ Madeira Beach, by John's Pass
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Saltwater Breeze! You'll be greeted by a panoramic vista of Madeira Beach, where the golden sun slowly dips b ...
From $639 per night (USD)VRBO
- From $241 per night (USD)
Expedia
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 $241 per night (USD)Expedia
- From $211 per night (USD)
VRBO
Luxury newly renovated 2 BR/2 BR Surfside South Madeira Beach oceanfront condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Relax by the beach on the beautiful Gulf of Mexico in this newly renovated luxury condominium. Stroll along the beach, w ...
From $211 per night (USD)VRBO
- From $261 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 $261 per night (USD)Expedia
- From $421 per night (USD)
VRBO
Beachfront Condo in John's Pass!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy beachfront views from this recently renovated Gulf front condo. Sandy Shores is located on the soft sugary sands o ...
From $421 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Arena de Madeira, Unit 301 | Condo in Madeira Beach steps from the sand
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Arena de Madeira, Unit 301 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $400 per night (USD)Expedia
- From $499 per night (USD)
VRBO
making memories at madeira
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
beach access is directly across the street. Bring the family and friends. Home has fully stocked kitchens. . John's Pass ...
From $499 per night (USD)VRBO
- From $317 per night (USD)
Expedia
3 Bedroom 2 Bath Beach View #205 Beach Place Condos
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place #205 - Please note: The elevator in this building is scheduled to be out of service for maintenance starting ...
From $317 per night (USD)Expedia
- From $145 per night (USD)
VRBO
1B1B Condo - Nightly Rentals - Tropic Breezes #20
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Tropic Breezes #20 - This is a great updated One Bedroom One Bath located mid-way down Madeira Beach, just across the st ...
From $145 per night (USD)VRBO
- From $243 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 $243 per night (USD)Expedia
- From $365 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 $365 per night (USD)VRBO
- From $347 per night (USD)
Expedia
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 $347 per night (USD)Expedia
- From $161 per night (USD)
VRBO
Entire Condominium at Madeira Beach Yacht Club
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This cute and spacious townhouse condo one bedroom and 1 full bath and 1 half bath, with plenty of room for you and the ...
From $161 per night (USD)VRBO
- From $147 per night (USD)
Expedia
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 $147 per night (USD)Expedia
- From $271 per night (USD)
VRBO
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 $271 per night (USD)VRBO
- From $186 per night (USD)
Expedia
Tranquil Top Floor Condo Walking Distance to Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
It's always a beach day when you're a short walking distance to the white sugar sands of Madeira Beach. Come stay with ...
From $186 per night (USD)Expedia
- From $800 per night (USD)
VRBO
Gorgeous 2 bedroom condo directly on the Gulf of Mexico with a double patio overlooking the view. There is a heated pool, hot tub, grill, 2 covered parking spaces reserved and a sleep number bed in the master.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gorgeous 2 bedroom condo directly on the Gulf of Mexico with a double patio overlooking the view. The pool is heated and ...
From $800 per night (USD)VRBO
- Click For Pricing
Expedia
The Villas at Madeira near the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
<p>While you're here, you can enjoy all the comforts of home and more, including a full-sized refrigerator/freezer and a ...
Click For PricingExpedia
- From $218 per night (USD)
VRBO
Exceptional Unit in the Yacht Club. Private Patio. Heated Pool. Fishing Docks. Quick Walk to Beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With a complete renovation throughout, this spacious and beautifully appointed ground floor condo provides a perfect loc ...
From $218 per night (USD)VRBO
- From $297 per night (USD)
Expedia
🏖️ Bay Front~ Close to Beach~ 3BR The Harbor Condo 503
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
The Harbor At Town Center is a brand new property in Madeira Beach! Top reasons to Book: • Private and beautifully fur ...
From $297 per night (USD)Expedia
- From $380 per night (USD)
VRBO
The Harbor Condo Beach Escape!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
The Harbor At Town Center is a brand new property in Madeira Beach! Top reasons to Book: • Private and beautifully furn ...
From $380 per night (USD)VRBO
- From $112 per night (USD)
Expedia
Ground Floor YACHT CLUB Intracoastal Beach Getaway, heated pool, steps to beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
ABOUT THE SPACE Madeira Beach Yacht Club 1BR/1BA Condo - in Madeira Beach, FL! -Fully Furnished – sleeps up to 4 Guests ...
From $112 per night (USD)Expedia
- From $467 per night (USD)
VRBO
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 $467 per night (USD)VRBO
- From $347 per night (USD)
VRBO
Serene Madeira Beach's best spot to relax! 1/2 mile to John's Pass, dogs ok
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
STUNNING wide-open views of the Gulf of Mexico! Enjoy a month long getaway away from the public beach on the best beac ...
From $347 per night (USD)VRBO
- From $263 per night (USD)
VRBO
Elevator and we are across from the Beach!\n\n
- 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 $263 per night (USD)VRBO
- Click For Pricing
Expedia
MBR 306 - Experience Coastal Luxury!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Get ready to vacation in paradise at this beach-chic condo in Madeira Beach! This is a vacationers paradise... Enjoy fun ...
Click For PricingExpedia
- From $513 per night (USD)
VRBO
Penthouse Palms Getaway | Poolside Bliss & Stunning Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Penthouse condo with stunning Gulf & bay views, 3 spacious bedrooms each featuring its own ensuite bathroom, pool access ...
From $513 per night (USD)VRBO
- From $202 per night (USD)
Expedia
Resort Style Community. Quick Walk to Beach. Heated Pool. Near Great Restaurants & Shops.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Yacht Club is located just off the main causeway coming into Madeira Beach, providing a perfect location for both be ...
From $202 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Just Renovated, New Kitchen & Upgraded Bath - Free WiFi - Surf Song
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Surf Song #331 - 1 bedroom 1 bath gulf view over roof - common balcony. King in bedroom, single sleeper sofa. Non Smokin ...
From $160 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $231 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 $231 per night (USD)VRBO
- From $679 per night (USD)
Expedia
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 $679 per night (USD)Expedia
- Click For Pricing
VRBO
Sandy Shores Condo Across from John’s Pass!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located just steps away from the sandy shores of Madeira Beach, this 2-bedroom, 2-bathroom vacation rental condo offers ...
Click For PricingVRBO
- From $592 per night (USD)
Expedia
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 $592 per night (USD)Expedia
- From $239 per night (USD)
VRBO
Sandy Shores 410 Remodeled 2 BR
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This newly remodeled, furnished, and decorated condo has all the comforts of home. The kitchen has just been upgraded wi ...
From $239 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Beachfront Bliss - King Bed - Heated Pool - Steps to John’s Pass & Dining!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2025 Update- The beach is open!!! The pool is also open and HEATED! Back to pre hurricane Perfection! 2025 EXPANDED & ...
From $275 per night (USD)Expedia
- From $740 per night (USD)
VRBO
Waterfront home with private dock and two-minute walk to the beach.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
RELAX! Resort experience in a private home, that is fully remodeled and can sleep 12. This spacious 4 bedroom 2.5 bath ...
From $740 per night (USD)VRBO
- Click For Pricing
Expedia
Redington Beach Bungalow
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
A 5-bedroom, 3-bath sanctuary with a one-of-a-kind layout designed for versatility. Enjoy two separate living areas, per ...
Click For PricingExpedia
- From $209 per night (USD)
VRBO
Gulf Views~ Across from Beach~ Heated Pool~ Madeira Bay Resort 1408
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top Reasons to Book: • Beach access directly across the street • Pet Friendly (30lbs Max, Additional Cost Apply) • Gy ...
From $209 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Beachfront condo in Madeira Beach directly across from Johns Pass Village
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Step into seaside sophistication! Our 2BR, 1.5BA beachfront condo in Madeira Beach exudes modern elegance. Recently remo ...
From $317 per night (USD)Expedia
- From $450 per night (USD)
VRBO
Coastal Blue Beauty right on the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Harmonious combination of Sunsets, soft sand and tranquil waves at your doorstep. The Acoustic camouflage of waves will ...
From $450 per night (USD)VRBO
- From $447 per night (USD)
Expedia
New at Ocean Sands! Renovated Beachfront Stay- Walkable to Everything!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the epitome of elegance in this well appointed and renovated unit, with all of the space you and your family ...
From $447 per night (USD)Expedia
- From $297 per night (USD)
VRBO
Arie Dam 404 | Condo with Stunning Gulf Views + Just Steps from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**Please note, due to recent hurricanes in Southwest Florida, the complex elevator is out of order and currently closed ...
From $297 per night (USD)VRBO
- From $342 per night (USD)
VRBO
COASTAL CHIC! Luxury Apartment with Gulf Views and right next to John's Pass\n
- 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 $342 per night (USD)VRBO
- From $430 per night (USD)
VRBO
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 $430 per night (USD)VRBO
- From $198 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 $198 per night (USD)Expedia
- From $316 per night (USD)
VRBO
Beachfront Views + Pool Access & In Town Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**Please Note: Madeira Vista 202 is currently out of service while repairs are underway following the hurricanes. We apo ...
From $316 per night (USD)VRBO
- From $504 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 $504 per night (USD)VRBO
- From $159 per night (USD)
VRBO
Villa Bonita Beach Retreat\n\n
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
¡Bienvenido a Villa Bonita, un tranquilo refugio junto a la playa! Este encantador condominio de playa es la escapada pe ...
From $159 per night (USD)VRBO
- From $217 per night (USD)
VRBO
Madeira Beach Yacht Club 247F | Balcony, Dock, Pool + Hot Tub Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
**Due to recent hurricanes in Central Florida the small pool is temporarily closed and repairs are actively underway. Th ...
From $217 per night (USD)VRBO
- From $395 per night (USD)
VRBO
Beach Condo Madeira Beach, Florida, USA.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the incredible direct view of the Gulf of Mexico from the wrap around balcony of this beautifully renovated 3 bedr ...
From $395 per night (USD)VRBO
- From $345 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 $345 per night (USD)Expedia
- From $149 per night (USD)
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 ...
From $149 per night (USD)VRBO
- From $203 per night (USD)
Expedia
🌅 Madeira Place #402 — Sunset Views & Steps to the Sand
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hurricane Update: This unit was not damaged in recent storms. The elevator is fully operational and the pool is open for ...
From $203 per night (USD)Expedia