
Madeira Beach Rentals
- From $294 per night (USD)
VRBO
You can't get any closer to the beach than this!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
As of 9/1/2025 the pool is open ! the lobby redone ! You can't much closer to the sugary sands of Madeira Beach than th ...
From $294 per night (USD)VRBO
- From $160 per night (USD)
Expedia
No cleaning fee special! Ocean Front Gem! 75ft To Water 55\"TV Heated Pool WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Kima Condominium is located at 14300 Gulf Blvd. at Madeira Beach, Florida, just 40 minutes from Tampa International Airp ...
From $160 per night (USD)Expedia
- From $369 per night (USD)
VRBO
🌅 Las Brisas #206 — Spacious 3BR Gulf Front Condo with Balcony & Beach Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Las Brisas #206, a 3-bedroom, 2-bathroom Gulf Front condo offering stunning direct views of the Gulf from you ...
From $369 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Cozy & Mod condo, Walk to Beach, Self check In-Out, WiFi, 2 Heated Pools, Piers+
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Cozy Clean Remodeled Condo features; Queen Bed, 2 pillow- topped Twin Beds, Queen Sleeper Sofa, roll out twin, New Washe ...
From $204 per night (USD)Expedia
- From $198 per night (USD)
VRBO
Pearl of The Sea, 1 BDRM Condo, 2nd floor, heated pool, 2 min walk to the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Please note that clubhouse (gym, jacuzzi and hot tub) is temporarily closed due to hurricane damage. Two heated swimming ...
From $198 per night (USD)VRBO
- From $281 per night (USD)
Expedia
Beachfront Condo Across from John's Pass -Madeira Norte- Gorgeous sunset views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The condo POOL WILL BE CLOSED FOR MAINTENANCE DURING THE MONTH OF MAY 2026 while it is being resurfaced. To account for ...
From $281 per night (USD)Expedia
- From $270 per night (USD)
VRBO
MadieraC2 Waterfront & 2-3 minutes' Walk to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Madeira Beach beautiful WATERFRONT condo & 2-3 minutes' walk to the beach. It is a great location! A short walking/drivi ...
From $270 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Madeira3 Waterfront & 2-3 minutes' Walktothe Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly renovated apartment in a GREAT location. Less than 3 minutes walking across Gulf Blvd to the beach. A 15–20-minute ...
From $311 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Madeira Beach1 Waterfront & 2-3 minutes' Walk to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly renovated apartment in a GREAT location. Less than 3 minutes walking across Gulf Blvd to the beach. A 15–20-minute ...
From $345 per night (USD)VRBO
- From $270 per night (USD)
Expedia
MadeiraC1 Waterfront & 2-3 minutes' Walk to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Madeira Beach beautiful WATERFRONT condo & 2-3 minutes' walk to the beach. It is a great location! A short walking/drivi ...
From $270 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Across from Beach, Heated Pool, with Marina View from Private Balcony. Great Location!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Cozy one bedroom plus den condo with a fantastic view of Boca Ciega Bay and the Marina in the heart of Madeira Beach. O ...
From $250 per night (USD)VRBO
- From $232 per night (USD)
Expedia
Updated 1 BR Madeira Beach Condo I Pool I Sleeps 5 I Ground Floor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Enjoy a relaxing Florida beach vacation at Tropic Breeze Unit 3, a recently renovated ground-floor condo located just st ...
From $232 per night (USD)Expedia
- From $292 per night (USD)
VRBO
Beachy Madeira Getaway | Tropic Breeze Unit 18 – Steps to Beach, Pool Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Bright Beachy Getaway at Tropic Breezes | Madeira Beach Vacation Rental Escape to sun-soaked serenity at this bright an ...
From $292 per night (USD)VRBO
- From $314 per night (USD)
Expedia
Cozy Ground-Floor Retreat at Tropic Breeze – Walk to Madeira Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Tropic Breeze 8, your relaxing ground-floor getaway in beautiful Madeira Beach! This fully renovated 1-bedroo ...
From $314 per night (USD)Expedia
- From $162 per night (USD)
VRBO
Newly Renovated Madeira Beach Studio Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover Gulf Gardens – Your Tropical Escape in Madeira Beach! Experience the charm of Gulf Gardens, a serene oasis tha ...
From $162 per night (USD)VRBO
- From $464 per night (USD)
VRBO
Las Brisas 306 | Upgraded Condo, Beachfront, Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
New Diamond renovated property. Watch the waves roll in from your private ocean-front balcony! This spacious 3-bedroom c ...
From $464 per night (USD)VRBO
- From $178 per night (USD)
VRBO
Beautiful Beachfront Condo with Pool, Balcony, Gulf views + Pool 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 $754 per night (USD)
Expedia
Sea Breeze 401 - Amazing Beach Front|Walk to John's Pass!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Top reasons to Book: • Newly renovated Kitchen with brand new appliances! • All the Amenities- Beachfront heated p ...
From $754 per night (USD)Expedia
- From $351 per night (USD)
VRBO
Beachfront. Seaview202 Updated condo and newly renovated heated pool and hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Seaview 202 is fully updated and exceptionally well equipped for modern comfort and convenience. Seaview Condominiums h ...
From $351 per night (USD)VRBO
- From $446 per night (USD)
Expedia
Penthouse Mad Beach - Private Rooftop & 360 Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
* Minimum age to rent: 25 Escape to a 2,000 sq. ft. 3BR/3BA penthouse with a 1,000 sq. ft. private rooftop terrace offer ...
From $446 per night (USD)Expedia
- From $315 per night (USD)
VRBO
Sea Breeze Condominium 201-Gulf front!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Paradise awaits in this beautiful Gulf-front beach condo in Madeira Beach, the perfect place to relax and enjoy everythi ...
From $315 per night (USD)VRBO
- From $234 per night (USD)
Expedia
Living Salty Across the Street from Beach Acess
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to Seabreeze Inn on 147th. Stylish apartments ACROSS the street from Public Beach Access. We offer imm ...
From $234 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Beach Please *Across The Street From Public Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Welcome to Seabreeze Inn on 147th. Stylish apartments ACROSS the street from Public Beach Access. We offer imm ...
From $234 per night (USD)VRBO
- From $309 per night (USD)
Expedia
Arena De Madeira 502 Premier- Beautiful Updates- Beach Front
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $309 per night (USD)Expedia
- From $419 per night (USD)
VRBO
1BR Cottage Easy Walk to the Beach! Heated Pool, Kayaks, Bikes, +Tickets to Fun Activities Daily!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Island Paradise Cottages, centrally located in Madeira Beach inside a quiet and secure neighborhood, and just off the ma ...
From $419 per night (USD)VRBO
- From $446 per night (USD)
Expedia
Perfect Slice of Paradise. Direct Beachfront. Heated Pool & Hot Tub. Spectacular Views From Master.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Situated in the heart of Madeira Beach, on the most pristine section of beach on the Gulf of Mexico, and within easy wal ...
From $446 per night (USD)Expedia
- From $390 per night (USD)
VRBO
Direct Beach Front 3 Bedroom - Beach Place #208
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place #208 - Located right at John's Pass, Madeira Beach this direct beach front 3 bedroom 2 bath has all the comf ...
From $390 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Renovated Beachfront Condo on Madeira Beach - Gulf Views, Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Top Reasons to Book: • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico. • Shared cover ...
From $250 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Elegant FL Condo w/ Pool: Walk to Madeira Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Elevate your next coastal getaway when you stay at this 2-bedroom, 2-bath Madeira Beach vacation rental! Located in the ...
From $227 per night (USD)VRBO
- From $1323 per night (USD)
Expedia
Beach House Steps to the Sand | Sleeps 16 | Elevator
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Indulge in the ultimate beachfront getaway on Madeira Beach, Florida! Our lively and inviting 4-bedroom Beachhouse is yo ...
From $1323 per night (USD)Expedia
- From $296 per night (USD)
VRBO
BEACHFRONT CONDO, GREAT RATES, 1Bdrm UPDATED, CLEAN, FREE BEACH CHAIRS,WIFI,BBQ
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The NEWLY UPDATED “SUNGLOW SEASIDE” ( was SUNGLOW CONDO APTS) IN DOWNTOWN MADEIRA BEACH…just Voted #1 BEACH. ENJOY OUR ...
From $296 per night (USD)VRBO
- From $267 per night (USD)
Expedia
🌞 Madeira Bay Resort II – Beachside Comfort with Balcony & Poolside Perks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort II, a two-bedroom, two-bathroom condo just steps from the sand and a short stroll to the v ...
From $267 per night (USD)Expedia
- From $292 per night (USD)
VRBO
- Sea Breeze 103 Walk to John's Pass, Watch the Sunset from Your Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Breeze 103 is perfectly positioned for guests craving a blend of comfort, convenience, and coastal charm. Located di ...
From $292 per night (USD)VRBO
- From $334 per night (USD)
Expedia
🌊 Sea Breeze 502 Gulf Front Escape in Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze 502, a beautifully appointed 2-bedroom, 2-bath condominium perched directly on the white sand shor ...
From $334 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Sea Breeze 108 | Gulf-Front Comfort with Pool Views & Sunset Magic
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze 108, a spacious 2-bedroom, 2-bath condo perched directly on the sands of Madeira Beach. From your ...
From $334 per night (USD)VRBO
- From $390 per night (USD)
Expedia
Madeira Beach Yacht Club Waterfront Paradise!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy Peaceful Water Front Views in this beautifully furnished Intracoastal Condo. 900+SQ Feet! *Owner must submit you ...
From $390 per night (USD)Expedia
- From $286 per night (USD)
VRBO
PRIME STUDIO SAVE. UPSCALE BEACHFRONTS. SUN,SURF&SAND, TOWN 2 BLOCKS, PKG,CHAIRS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
BEST BEACHFRONT $ VALUE , SAVE $ !! NO PETS in Studio. ENJOY A PRIME DOWNTOWN MADEIRA BEACH LOCATION on A PRIVATE BEACH ...
From $286 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Tim’s Condo on the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Fully equipped studio right on the Gulf. All the amenities, Full Kitchen, Full Bath, Washer and Dryer in unit, Queen Mu ...
From $215 per night (USD)VRBO
- From $459 per night (USD)
VRBO
Villa Madeira 501 South West corner condo with a 60 foot balcony.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Madeira is Florida's Perfect Vacation Resort! Condo 501 is located on the southwest corner of the building. Loc ...
From $459 per night (USD)VRBO
- From $211 per night (USD)
Expedia
Beautiful Gulf Beach Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Why Madeira Beach? It's the best kept secret on the Gulf Coast, that's why. Not overgrown and overcrowded, as so muc ...
From $211 per night (USD)Expedia
- From $191 per night (USD)
VRBO
Tropic Breeze 6 | Ground-Floor Madeira Beach Condo w/ Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Tropic Breeze 6 – Ground-Floor Madeira Beach Condo Welcome to Tropic Breeze 6, a ground-floor 1-bedroom, 1-bathroom Mad ...
From $191 per night (USD)VRBO
- From $240 per night (USD)
Expedia
DIRECT BEACHFRONT CONDO Pool, Beautifully Renovated 2 Bedroom 4th Floor Balcony.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
25% HURRICANES DISCOUNT FOR MONTH OF DECEMBER. We were very lucky at the Madeira Norte. We lost a bunch of our landsca ...
From $240 per night (USD)Expedia
- From $377 per night (USD)
VRBO
Villa Madeira 502 – Gulf-Front Serenity with Heated Pool, Beach Access & Walk to John's Pass
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Directly facing the Gulf of Mexico, this 3-bedroom, 2-bathroom completely updated serene condo is in Villa Madeira which ...
From $377 per night (USD)VRBO
- From $301 per night (USD)
Expedia
🌴 Madeira Bay Resort I #1304 – Pet-Friendly Coastal Comfort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort I #1304 — a spacious and beautifully updated coastal retreat located just steps from the b ...
From $301 per night (USD)Expedia
- From $170 per night (USD)
VRBO
2b/1.5b - Intercoastal Views - Madeira Norte #402
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Madeira Norte #402 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...
From $170 per night (USD)VRBO
- From $455 per night (USD)
Expedia
Beachfront Balcony Corner Unit on Madeira Beach. Updated, Comfortable 1st Floor, with Pool & Grill.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Corner balcony overlooking the beach on the first floor and plenty of space, you'll feel like you're sitting on the sand ...
From $455 per night (USD)Expedia
- From $739 per night (USD)
VRBO
Sun-drenched Townhome on beautiful Madeira Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy stunning Gulf views over the dunes in the heart of Madeira Beach, known for its relaxed, family-friendly atmospher ...
From $739 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Ocean Sands Madeira Beach Oceanfront One Bedroom Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This one bedroom condo on Madeira Beach is available for rent at prestigious Ocean Sands directly on the Gulf of Mexico, ...
From $225 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Panoramic beachfront views from private balcony. Close to shops & dining. Pool, Beach, Free Parking.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean Sands, an upscale and well maintained complex, features one of the beach's largest and finest pool areas. Enjoy a ...
From $227 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Luxury Penthouse Beachfront Condo Madeira Beach FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
12th floor penthouse unit (spacious 1225 sq ft 2br/2bth) overlooking the Gulf of Mexico. Professionally renovated throug ...
From $325 per night (USD)Expedia
- From $409 per night (USD)
VRBO
Direct Beachfront 3B2B Gulf - Beach Place #408
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
What a gorgeous, bright, beachfront 3 bedroom 2 bath condo waiting for you to enjoy! This updated retreat has it all, in ...
From $409 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Madeira Towers 601 Beach front with spectacular views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Construction Notice 'Updated 7/13/2025': Please be aware that through September 1st, there will be ongoing building cons ...
From $194 per night (USD)Expedia
- From $265 per night (USD)
VRBO
Across from Madeira Beach – Gulf-View Condo with Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Soak up the sun, sea, and sand at this charming Gulf-view getaway in Unit 101 of La Coquina—perfectly located just acros ...
From $265 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Fantastic Beachfront Condo, Perfect Location, Large 3 Bedroom, 2 Bath Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Miles and Miles of FANTASIC walkable Beaches! SUNBATHERS, BEACH WALKERS, OCEAN SWIMMERS, FISHERMEN AND YOU COULD BE ...
From $280 per night (USD)Expedia
- From $242 per night (USD)
VRBO
Madeira Beach Florida Vacation Rentals - ROYAL REXHOST RESORTS - Yacht Club
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC) We are pleased to welcome you to “The Royal Rexhost Resorts”. ...
From $242 per night (USD)VRBO
- From $369 per night (USD)
Expedia
Las Brisas 202 Huge Balcony|Beautifully updated in 2021|BeachFront|3 Bedrooms
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $369 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Views from Beachfront Balcony ~ Pool ~ Updated Fantastic Location Near Shops Bars and Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beachfront, 11th floor unit at the Ocean Sands complex in Madeira Beach, boasts some of the most incredible views i ...
From $227 per night (USD)VRBO
- From $282 per night (USD)
Expedia
Trillium 5C Stunning beach front condo, beautifully remodeled w|amazing views
- 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 $282 per night (USD)Expedia
- From $283 per night (USD)
VRBO
Villa Madeira 505 | Beach FRONT|Walk to John's Pass!
- 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 $283 per night (USD)VRBO
- From $276 per night (USD)
Expedia
Villa Madeira 408 Beautifully updated, Walk to John's Pass, Beach front!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Top Reasons to Book: • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico. • Shared covere ...
From $276 per night (USD)Expedia
- From $265 per night (USD)
VRBO
Trillium 1A South Corner|Amazing Remodel|Stunning View from balcony!
- 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 $265 per night (USD)VRBO
- From $508 per night (USD)
Expedia
COMPLETELY COASTAL! PRIVATE HEATED POOL! 3 BR 2 BA Close to John's Pass!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This COMPLETELY COASTAL Beach House will not disappoint! Private Heated Pool & Easy beach access... Offering 3 bedrooms ...
From $508 per night (USD)Expedia
- From $260 per night (USD)
VRBO
Arie Dam 202 - Beach Front|Amazing sunsets|Private balcony|Near John's Pass!
- 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 $260 per night (USD)VRBO
- From $333 per night (USD)
Expedia
3b 3b Beach View Balcony 1500 sq ft Crimson #103
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Crimson on the Gulf #103 - It doesn't get much better than this when visiting southern Madeira Beach! Enjoy first class ...
From $333 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Spacious beachfront comfortable 3-bedroom 2-bath. Heated pool. Great location for a FL vacation.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious, and completely outfitted condo for your Florida vacation. Walking distance to John's Pass Village. This ...
From $300 per night (USD)VRBO
- From $263 per night (USD)
Expedia
Villa Madeira 307 Paradise! Many updates in this awesome Beach Front condo!
- 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 $263 per night (USD)Expedia
- From $366 per night (USD)
VRBO
Direct Beachfront - 3b 2b - Beach Place #411
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
#411 is a gorgeous, bright, beachfront 3 bedroom 2 bath condo is waiting for you to enjoy! This updated retreat has it a ...
From $366 per night (USD)VRBO
- From $277 per night (USD)
Expedia
The Best View in the Building! Waterfront, Private Balcony, Steps to the Beach, Pool, Grill, Cafe
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A superb view from your private balcony in this new resort situated with easy walking distance to Johns Pass Village, an ...
From $277 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Direct Beachfront Luxury 3b 2b - Beach Place #106
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place #106 - This ideally located 3 bedroom, 2 bath, corner unit condo has been completely renovated and updated. ...
From $405 per night (USD)VRBO
- From $353 per night (USD)
Expedia
Ocean Views - Updated 3/2 - Beach Place #207
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place #207 - If you are looking for a relaxing and comfortable 3 bedroom, 2 bath condo right on the beach, here it ...
From $353 per night (USD)Expedia
- From $289 per night (USD)
VRBO
Beachfront Building Across From Johns Pass Village. Pool, BBQ, & Grill. Great Beach Location.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sandy Shores is located on the sugary sand beaches of Madeira Beach. Great swimming, fishing, and directly across from J ...
From $289 per night (USD)VRBO
- From $389 per night (USD)
Expedia
Beach Front Balcony - Beach Place #107
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place #107 - If location is what you are looking for on your vacation in southern Madeira Beach, then Beach Place ...
From $389 per night (USD)Expedia
- From $383 per night (USD)
VRBO
Fantastic Beachfront Location. Beachfront Heated Pool. Top Floor Balcony. Spacious and Comfortable.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Las Brisas Resort Condominiums are located alongside the sugary white sands of Madeira Beach, and are situated withi ...
From $383 per night (USD)VRBO
- From $292 per night (USD)
Expedia
John's Pass Updated 2B/2B - Beach Place #102
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Beach Place #102 - Remodeled, 2 bedroom, 2 bathroom condo complete with balcony view of popular John's Pass in southern ...
From $292 per night (USD)Expedia
- From $172 per night (USD)
VRBO
John's Pass - Beach Location - Beach Place #200
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beach Place #200 - #200 is a spacious 1 bedroom, 1 bath rental property near everything, including popular John's Pass V ...
From $172 per night (USD)VRBO
- From $761 per night (USD)
Expedia
Stunning Beachfront Views, Direct Beach Access, and Swim Spa. Ticket included to Top Attractions.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Walk into this beachfront paradise home and sail into another world. The Admirals Townhouse is a rare find on a pristine ...
From $761 per night (USD)Expedia
- From $332 per night (USD)
VRBO
Excellent Location! Beachfront Escape with Beach, Pool, Hot Tub + Tickets to Top Attractions Daily!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sandy Shores is located on the sugary sand beaches of Madeira Beach. Great swimming, fishing, and directly across from ...
From $332 per night (USD)VRBO
- From $179 per night (USD)
Expedia
1br 1b Beach View - King - Surf Song #333
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Surf Song #333 - Bright and spacious 1 bedroom, 1 bath condo with all the amenities right here at 333 Surf Song! Decorat ...
From $179 per night (USD)Expedia
- From $289 per night (USD)
VRBO
Top Floor Beachfront Corner Unit. Private Balcony with Beach View, Pool, Near Shops/Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amazing beachfront views from this corner unit Penthouse Condo. Top floor penthouse condo features a wrap-around we ...
From $289 per night (USD)VRBO
- From $307 per night (USD)
Expedia
Beach View - Balcony - 3b 2b - Beach Place #305
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Ready to get away from it all? Have a large guest list? Enjoy this lovely, updated 3 bedroom, 2 bath condo in popular Be ...
From $307 per night (USD)Expedia
- From $214 per night (USD)
VRBO
Beachfront Building Near John's Pass! Private Balcony, Beach Access, Pool +Tickets to Fun Activities
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
NOTICE TO GUEST STAYING DURING SUMMER 2026: The swimming pool will be undergoing a maintenance project starting May 4, ...
From $214 per night (USD)VRBO
- From $236 per night (USD)
Expedia
Poolside 2nd Floor 2b 2b - Surf Song #225
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Surf Song #225 - Warm and inviting with a tropical feel, this 2 bedroom, 2 bath condo at Surf Song Resort is ready for y ...
From $236 per night (USD)Expedia
- From $359 per night (USD)
VRBO
Luxury Unit - Top Floor Balcony on the Gulf- Crimson #302
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Crimson on the Gulf #302 - Memories are made here! | This beautiful condo boasts the best Gulf view in the complex! It's ...
From $359 per night (USD)VRBO
- From $291 per night (USD)
Expedia
Fully Renovated Gulf Front Condo - Sea Breeze 207
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze 207, a recently updated beachfront vacation rental in Madeira Beach with direct views of the Gulf ...
From $291 per night (USD)Expedia
- From $313 per night (USD)
VRBO
Fantastic Beachfront Resort. Roomy and Comfortable. Take a Stroll along Beach or Lounge at the Pool.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Fantastic Location in the Heart of Madeira Beach. Walking distance to shopping, restaurants, and watersports. The Las ...
From $313 per night (USD)VRBO
- From $465 per night (USD)
Expedia
Awesome Beach Place 3 Bedroom/2 Bath RIGHT ON THE BEACH-right next to Johns Pass
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our 3BR at Beach Place Resorts (at John's Pass) is available along with our 2BR in the same complex! A FANTASTIC unit ...
From $465 per night (USD)Expedia
- From $346 per night (USD)
VRBO
Prime location to Relax Beachfront with Beach Views, Pool, Hot Tub +Tickets to Top Activities Daily.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fantastic Value in this Updated Beachfront Resort Sea Breeze Condominiums is located centrally on beautiful Madeira ...
From $346 per night (USD)VRBO
- From $312 per night (USD)
Expedia
Spacious Beachfront Corner Unit Overlooking the Pool! Private Balcony, Beach, Nearby Restaurants.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our condo at the beautiful and modern Las Brisas resort delivers the perfect blend of home and vacation that you've been ...
From $312 per night (USD)Expedia
- From $367 per night (USD)
VRBO
Relaxation. Sunsets. Soak It All In Beachfront: Beach, Pool, + Tickets to Fun Activities Daily!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This large, beachfront, updated condo is setup perfectly for your Florida vacation. The master bedroom is furnished ...
From $367 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Top Corner Unit in Beachfront Ocean Sands Resort. Incredible Beach View. Pool & Hot Tub. Near Shops.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Best on the Beach! The Ocean Sands complex is located conveniently at the North end of Madeira Beach, with ea ...
From $357 per night (USD)Expedia
- From $282 per night (USD)
VRBO
Incredible Beachfront View Private Balcony! 2 King Bedrooms, Pool & Hot Tub. Quiet and Relaxing Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Incredible View from your Huge Private Balcony --Over 200 sq. ft. of balcony with plenty of room for lounging in th ...
From $282 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Unwind Together with a Beachfront View, Beach, Pool. 6th Floor. Tickets to Top Attractions Daily
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spend your vacation at this three bedroom top floor condo on the Beach! Furnishing updates 2023. The Villa Madeira ...
From $320 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Great Value in a Beachfront Condo with Pool! Walk to Johns Pass or Step Out the Door to the Beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Sandy Shores is located on the sugary sand beaches of Madeira Beach. Great swimming, fishing, and directly across from J ...
From $305 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Rare 1BR/2BA Steps to Madeira Beach | Partial Gulf View, Heated Pool, Private Balcony, & Free Fun
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to this spacious top-floor Madeira Beach vacation rental, offering partial Gulf and beach views right from your p ...
From $275 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Dolphin Watch from Private Beachfront Balcony on Madeira Beach. Heated Pool +Tickets to Fun Daily!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
NOTICE TO GUEST STAYING DURING SUMMER 2026: The swimming pool will be undergoing a maintenance project starting May 4, ...
From $240 per night (USD)VRBO
- From $821 per night (USD)
Expedia
Spectacular 4 Bedroom Townhouse on the Beach. Incredible Views! Swim Spa. Tix to Top Attractions.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Walk into this beachfront paradise home and sail into another world. The Captains Townhouse is a rare find on a pristin ...
From $821 per night (USD)Expedia
- From $366 per night (USD)
VRBO
Beachfront - Ocean Views - Beach Place #108
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beach Place #108 - Located right at John's Pass, Madeira Beach this direct beach front 3 bedroom 2 bath has all the comf ...
From $366 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Beachfront Balcony with World Class Beach Views. Heated Pool. Walk to Shops & Restaurants.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sandy Shores is located on the sugary sand beaches of Madeira Beach. Great swimming, fishing, and directly across from J ...
From $311 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Sea Breeze Condominium 303-Beach front w/ stunning views of the gulf!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Step inside this bright and airy Madeira Beach vacation rental and enjoy a welcoming open layout, beautiful Gulf views, ...
From $405 per night (USD)VRBO
- From $240 per night (USD)
Expedia
Walk to Beach, Shops & Restaurants • 2 Pools • Updated • Florida Room • Gated Community
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With a complete renovation throughout, this spacious and beautifully appointed ground floor condo provides a perfect loc ...
From $240 per night (USD)Expedia




































































































