
Madeira Beach Rentals
- From $194 per night (USD)
VRBO
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)VRBO
- From $367 per night (USD)
VRBO
Beach Place Bliss on Madeira Beach by John's Pass Village
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is a spacious 1400 square foot ocean front corner condo. The balcony has a great full view of the beach. There have ...
From $367 per night (USD)VRBO
- 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 $320 per night (USD)
VRBO
Paradise Villa at MADEIRA NORTE - Awesome Beach Front Unit
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Note: As of July 1st the pool is undergoing unscheduled maintenance. We believe our Unit "Paradise Villa" at Madeira ...
From $320 per night (USD)VRBO
- From $369 per night (USD)
VRBO
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)VRBO
- From $227 per night (USD)
Expedia
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)Expedia
- From $282 per night (USD)
VRBO
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)VRBO
- From $283 per night (USD)
Expedia
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)Expedia
- From $276 per night (USD)
VRBO
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)VRBO
- From $203 per night (USD)
Expedia
Endless Beach Views 2b 1.5b - Madeira Norte #513
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Madeira Norte #513 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...
From $203 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 $238 per night (USD)
Expedia
2b 2b Ground Floor - Near Pool - Surf Song #114
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Surf Song #114 - A quaint, adorable ground floor 2 bedroom, 2 bath unit, just steps away from the relaxing, heated swim ...
From $238 per night (USD)Expedia
- From $263 per night (USD)
VRBO
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)VRBO
- From $172 per night (USD)
Expedia
Top Floor John's Pass Village Views - Madeira Norte #503
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Madeira Norte #503 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...
From $172 per night (USD)Expedia
- From $333 per night (USD)
VRBO
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)VRBO
- From $268 per night (USD)
Expedia
Luxury Direct Beachfront Views - Crimson #201
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Crimson on the Gulf #201 - See why guests come back year after year to this beachfront condo. Crimson #201 is a highly p ...
From $268 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Beachfront 1b 1b Suite - Beach Place #209
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beach Place #209 - Planning a Vacation? Have a young family? What better place to soak up some sun than this large 1 be ...
From $270 per night (USD)VRBO
- From $181 per night (USD)
Expedia
1br 1b - 3rd Floor - King - Surf Song #335
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Surf Song 335 - Enjoy your stay at Madeira Beach in your home away from home! Here you will find a 1 bedroom, 1 bath con ...
From $181 per night (USD)Expedia
- From $330 per night (USD)
VRBO
Beach View - Balcony - 3b 2b - Beach Place #405
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is a very cute and updated 3 bedroom, 2 bath home is available at popular Beach Place Condos. This 1,360 square foo ...
From $330 per night (USD)VRBO
- From $300 per night (USD)
Expedia
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)Expedia
- From $181 per night (USD)
VRBO
Studio Efficiency Ground Floor - Surf Song #116
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Surf Song #116 - This cozy ground floor Studio efficiency is directly facing the beach and offers every amenity for a on ...
From $181 per night (USD)VRBO
- From $234 per night (USD)
Expedia
Beach Front 1B1B Balcony 2 Beds - Surf Song #349
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Surf Song #349 - Rain or shine, enjoy spectacular beach views from the covered balcony in this delightful 1 bedroom, 1 b ...
From $234 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Beachfront Complex - 2b 2b - Beach Place #301
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Place #301- This is a recently remodeled charming 2 bedroom, 2 bathroom condo with views of John's Pass waterway, ...
From $270 per night (USD)VRBO
- From $366 per night (USD)
Expedia
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)Expedia
- From $277 per night (USD)
VRBO
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)VRBO
- From $289 per night (USD)
Expedia
Large Gulf Unit & Beach Views - Crimson #203
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Crimson on the Gulf #203 - A beautiful, bright, spacious 3 bedroom 3 bath condo that is waiting for you to enjoy! This u ...
From $289 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 $203 per night (USD)
Expedia
Scenic Beach Balcony - Madeira Norte #413
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Madeira Norte #413 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...
From $203 per night (USD)Expedia
- From $246 per night (USD)
VRBO
Top Floor Direct Beachfront - Madeira Norte #510
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Madeira Norte #510 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...
From $246 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Beachfront Complex - 2b 2b - Beach Place #403
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Beach Place #403 - Find out why guests come back over and over again to Beach Place Condos! Close to everything, includi ...
From $250 per night (USD)Expedia
- From $353 per night (USD)
VRBO
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)VRBO
- From $212 per night (USD)
Expedia
Top Floor Beach & Gulf Views - Madeira Norte #516
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Madeira Norte #516 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...
From $212 per night (USD)Expedia
- From $203 per night (USD)
VRBO
Clear Beach Views - Balcony - Madeira Norte #414
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Madeira Norte #414 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...
From $203 per night (USD)VRBO
- From $212 per night (USD)
Expedia
Luxury Updated Unit w/ Balcony - Crimson #105
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Crimson on the Gulf #105 - This is a well maintained 2 bedroom, 2 bathroom condo in sought after southern Madeira Beach ...
From $212 per night (USD)Expedia
- From $238 per night (USD)
VRBO
2b 2b Ground Floor Poolside - Surf Song #118
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Surf Song #118 - Enjoy this wonderful 2 bedroom, 2 bath poolside condo in sought after Madeira Beach. Nicely furnished ...
From $238 per night (USD)VRBO
- From $199 per night (USD)
Expedia
Beach View - John's Pass - Madeira Norte #208
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Madeira Norte #208 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...
From $199 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Coastal Property - Johns Pass Beach Place #201
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Place #201 - The unit is a 2 bedroom, 2 bath rental property that offers terrific views of popular John's Pass Vil ...
From $270 per night (USD)VRBO
- From $219 per night (USD)
Expedia
Direct Beach Front 1b 1b Balcony - Surf Song #240
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Surf Song #240 - Well laid out 1 bedroom, 1 bathroom condo allows you to vacation near it all in Madeira Beach! Enjoy vi ...
From $219 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Beachfront Complex - 2b 2b - Beach Place #504
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Place #504 is a lovely 2 bedroom, 2 bath condo close to all of the popular attractions in south Madeira Beach. Bri ...
From $270 per night (USD)VRBO
- From $263 per night (USD)
Expedia
Corner Unit John's Pass View- Beach Place #101
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Beach Place #101 - Get away from it all in this delightful 2 bedroom, 2 bath condominium in exclusive southern Madeira B ...
From $263 per night (USD)Expedia
- From $389 per night (USD)
VRBO
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)VRBO
- From $222 per night (USD)
Expedia
Awesome Beach & Gulf Views - Madeira Norte #111
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Madeira Norte #111 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...
From $222 per night (USD)Expedia
- From $229 per night (USD)
VRBO
Best Value, 2nd Floor 2b 2b Near Pool - Surf Song #230
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Surf Song #230 - Delightful, nicely appointed 2 bedroom, 2 bathroom condo in popular Surf Song Resort! Located near the ...
From $229 per night (USD)VRBO
- From $289 per night (USD)
Expedia
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)Expedia
- From $360 per night (USD)
VRBO
Direct Beachfront - Gulf Views - Beach Place #407
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Unit 407 is a large, 3 bedroom, 2 bath condo with direct beach front balcony view in popular Beach Place Condos is ready ...
From $360 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Beachfront Complex - 2b 2b - Beach Place #202
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Place #202 is a 2 bedroom, 2 bath condo centrally located to beaches, pool and popular John's Pass Village is read ...
From $250 per night (USD)Expedia
- From $203 per night (USD)
VRBO
Beach View 1b 1b - Balcony - King - Surf Song #346
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Surf Song #346 - Beautiful and completely updated 1 bedroom 1 bathroom condo in popular Surf Song Resort is ready for yo ...
From $203 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Beach View - Balcony - 2 Queen - Surf Song #350
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Surf Song #350 - This is a wonderful opportunity to vacation near all the amenities of southern Madeira Beach! Here you ...
From $241 per night (USD)Expedia
- From $186 per night (USD)
VRBO
Beach Hotel Unit - Ground Floor Surf Song #154
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Surf Song #154 - Perhaps no better deal at Surf Song Resort! Prime beach and pool location with views! This studio, mote ...
From $186 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Studio Unit Facing Beach 2nd Fl - Surf Song #227
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Surf Song #227 - Terrific opportunity to enjoy poolside and beach views from this Studio Efficiency in popular Surf Song ...
From $175 per night (USD)Expedia
- From $203 per night (USD)
VRBO
Beach View 1b 1b Balcony Quiet - Surf Song #238
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Surf Song #238 - Lovely 1 bedroom, 1 bath condo close to all of the popular attractions in south Madeira Beach. Bright a ...
From $203 per night (USD)VRBO
- From $345 per night (USD)
Expedia
Direct Oceanfront - 4 Queen Beds - Surf Song #241
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Surf Song #241 - Beautiful! Spacious! Great views! First class! Just a few of the words you will say when entering this ...
From $345 per night (USD)Expedia
- From $321 per night (USD)
VRBO
Luxury Direct Ocean Front 1315 sq ft. - Hot Tub & Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Crimson on The Gulf #101 - Enjoy oceanfront and pool views from this bright and well appointed 3 bedroom, 2 bath condomi ...
From $321 per night (USD)VRBO
- From $290 per night (USD)
Expedia
Direct Beach Front Views - Surf Song #222
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Surf Song #222 - Here is your home away from home! Relaxing and comfortable 2 bedroom, 2 bathroom vacation retreat at th ...
From $290 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Studio Efficiency Ground Floor - Surf Song #117
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Surf Song #117 - This unit is a ground floor non-smoking Studio Efficiency overlooking the pool and the beautiful gulf w ...
From $179 per night (USD)VRBO
- From $383 per night (USD)
Expedia
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)Expedia
- From $335 per night (USD)
VRBO
Direct Beachfront - Hot Tub - Sea Breeze #308
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Breeze #308 - Looking to vacation in northern Madeira Beach? This popular 2 bedroom, 2 bath retreat is ready for you ...
From $335 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Beachfront Complex - 2b 2b - Beach Place #203
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Beach Place #203 - Make yourself at home in this lovely 2 bedroom, 2 bathroom condo located in popular southern Madeira ...
From $270 per night (USD)Expedia
- From $196 per night (USD)
VRBO
Poolside 2b 2b Unit - 2nd Floor - Surf Song #224
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Surf Song #224 - Very nice 2 bedroom, 2 bath poolside condo at popular Surf Song Resort. Located just steps from the la ...
From $196 per night (USD)VRBO
- From $274 per night (USD)
Expedia
Beachfront Complex - 2b 2b - Beach Place #402
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Beach Place #402 - Wheelchair accessible BATH, completely updated and spacious, this 2 bedroom 2 bathroom condo with vie ...
From $274 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Beachfront Complex - 2b 2b - Beach Place #303
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Place #303 - Here is your perfect home away from home! Enjoy a memorable vacation in this beautiful 2 bedroom, 2 b ...
From $250 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 $286 per night (USD)
VRBO
2b 2b Direct Beachfront - Surf Song #121
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Surf Song #121 - A Great opportunity to rent a beachfront property in popular Surf Song Resort in Madeira Beach! This 2 ...
From $286 per night (USD)VRBO
- From $212 per night (USD)
Expedia
Beach View 1b 1b - Balcony - King - Surf Song #345
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Surf Song #345 - Reserve this bright and spacious 1 bedroom, 1 bath condo if you desire a relaxing Florida vacation clos ...
From $212 per night (USD)Expedia
- From $247 per night (USD)
VRBO
Prime Beachfront Balcony - Madeira Norte #311
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Madeira Norte #311 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...
From $247 per night (USD)VRBO
- From $202 per night (USD)
Expedia
Stunning Beach & Gulf Views - Madeira Norte #214
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Madeira Norte #214 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...
From $202 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Beach View 2b 2.5b Townhouse - Surf Song #342
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Surf Song #342 - Great 2 bedroom and 2 1/2 bath condo with two floors of living including large dining area, living room ...
From $250 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Coastal Decor - Top Floor View - Crimson #303
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Crimson on the Gulf #303 - This is a wonderful 3 bedroom, 3 bathroom condo. With gulf views, this spacious, beautifully ...
From $285 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 $272 per night (USD)
Expedia
1b Direct Beachfront - Balcony - Beach Place #409
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Views, views and more views are all here in this 1 bedroom, 1 bath condo in Madeira Beach. This updated 940 square foot ...
From $272 per night (USD)Expedia
- From $261 per night (USD)
VRBO
Beachfront Complex - 2b 2b - Beach Place #503
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Too many words can describe this 2 bedroom, 2 bath condo including: Big! Updated! Location! Step inside this 1,140 squar ...
From $261 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 $212 per night (USD)
VRBO
Beach View 1b 1b - Balcony - King - Surf Song #347
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Surf Song #347 - Great opportunity to rent a beach view property in popular Surf Song Resort in Madeira Beach! This 1 be ...
From $212 per night (USD)VRBO
- From $412 per night (USD)
Expedia
Direct Beachfront 3B2B - Beach Place #310
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Ready to soak up some sun? How about a vacation retreat with prime ocean and pool views? If so, 310 Beach Place is ready ...
From $412 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 $271 per night (USD)
VRBO
Corner Unit Views John's Pass - Beach Place #204
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Beach Place #204 - Spacious, comfortable and relaxing are three words that describe 204 Beach Place. This 2 bedroom 2 ba ...
From $271 per night (USD)VRBO
- From $332 per night (USD)
Expedia
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)Expedia
- From $338 per night (USD)
VRBO
Awesome Florida Cottage - 2b 1b - Surf Song #113
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Surf Song #113 - This is a 2 bedroom 1 bath Surf Song Cottage - Ground floor. The cottage is a separate building apart f ...
From $338 per night (USD)VRBO
- From $269 per night (USD)
Expedia
Beachfront Complex - 2b 2b - Beach Place #501
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
What more could you want in a vacation property? Here at Beach Place #501 we have a terrific 2 bedroom, 2 bath condo jus ...
From $269 per night (USD)Expedia
- From $362 per night (USD)
VRBO
Direct Beachfront Unit- 3b 2b - Las Brisas #104
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Wake up to breathtaking Gulf views, cool ocean breezes, and the sound of the waves at Las Brisas #104, a beautifully app ...
From $362 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 $307 per night (USD)
VRBO
Beach View - Balcony - 3b 2b - Beach Place #505
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Views? Check! Spacious rental condo with all the amenities? Check! Near beaches, pool and John's Pass Village? Check! He ...
From $307 per night (USD)VRBO
- From $202 per night (USD)
Expedia
Large 1,225 sq ft Unit Beach Views Crimson #204
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Crimson on the Gulf #204 - This condo is a popular vacation 2 bedroom 2 bathroom retreat that is near it all: beaches, h ...
From $202 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Beachfront Complex - 2b 2b - Beach Place #401
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Beach Place 401 - Need lots of room not to mention incredible views? Look no further than this popular vacation rental a ...
From $270 per night (USD)VRBO
- From $359 per night (USD)
Expedia
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)Expedia
- From $191 per night (USD)
VRBO
Exquisitely Decorated-Beach Views Crimson #205
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Crimson on the Gulf #205 - Enjoy Southern Madeira Beach at its best from this spacious, gulf view, newly renovated 2 bed ...
From $191 per night (USD)VRBO
- From $289 per night (USD)
Expedia
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)Expedia
- From $307 per night (USD)
VRBO
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)VRBO
- From $267 per night (USD)
Expedia
Direct Beachfront Balcony - Beach Place #309
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a very nice 1 bedroom, 1 bathroom condo with beach front view in southern Madeira Beach that sleeps up to four! ...
From $267 per night (USD)Expedia
- From $181 per night (USD)
VRBO
1br 1b Beach View - Surf Song #332
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Surf Song #332 - Nice floor plan, complete with gulf views in this 1 bedroom, 1 bath condo in popular Surf Song Resort. ...
From $181 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Direct Oceanfront Views - Madeira Norte #110
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Madeira Norte #110 - Please note that the pool is scheduled to undergo repairs beginning in May 2026 and will be unavail ...
From $241 per night (USD)Expedia
- From $214 per night (USD)
VRBO
Beach View Balcony 1b 1b - King - Surf Song #239
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Surf Song #239 - Great beach getaway at popular Surf Song Resort! This is a 1 bedroom, 1 bathroom condo with side view b ...
From $214 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Beachfront Complex - 2b 2b - Beach Place #302
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Place #302 - This is a cute and comfortable 2 bedroom, 2 bath condo offering terrific views of popular John's Pass ...
From $275 per night (USD)Expedia
- From $229 per night (USD)
VRBO
2b 2b Ground Floor Poolside - Surf Song #120
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Surf Song #120 - Relax in this bright and airy 2 bedroom, 2 bath poolside condo, complete with brand new kitchen, new fu ...
From $229 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




































































































