
Madeira Beach Rentals

- From $248 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 $248 per night (USD)VRBO
- From $366 per night (USD)
Expedia
1st-floor, beachfront condo with outdoor pool with views, AC & W/D
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sugar Sands B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $366 per night (USD)Expedia
- From $317 per night (USD)
VRBO
Beautiful corner condo w/ample balcony, beach views, W/D, heated pool, pool spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Arie Dam 301 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $317 per night (USD)VRBO
- From $374 per night (USD)
Expedia
Top floor beachfront condo. Incredibly Spacious. Overlooking the best beach in Florida!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
When you look for the perfect beachfront vacation spot for your family, this is the place. Setup for larger families (o ...
From $374 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Bay front condo, shared pool and hot tub right next to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Bay Front Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $230 per night (USD)VRBO
- From $315 per night (USD)
Expedia
🌊 Madeira Bay Resort I #1602 – Gulf View Family Retreat in the Heart of Madeira Beach ~ Walk to John's Pass
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort I #1602, a two-bedroom, two-bathroom coastal haven offering breathtaking views of the Gulf ...
From $315 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Top floor beachfront unit at premier building
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This top floor condo will leave you breathless from the moment you arrive. The entire unit has been tastefully renovate ...
From $405 per night (USD)VRBO
- From $210 per night (USD)
Expedia
Madeira Bay Resort I 1505 NEW Complex with a Breathtaking Bayfront View!
- 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 Avai ...
From $210 per night (USD)Expedia
- From $190 per night (USD)
VRBO
Walk to Everything, Beach Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You'll love this one bedroom condo in the Madeira Beach Yacht Club. 2 pools/jacuzzi, fishing piers, free parking, clubh ...
From $190 per night (USD)VRBO
- From $232 per night (USD)
Expedia
PRIVACY, RELAX with the DOLPHINS at the SEASIDE,no people. LOUNGERS & UMBRELLA,
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
MADEIRA BEACH. TOTAL PRIVACY at SUNGLOW SEASIDE IS A RARE in TOWN PROPERTY FIND.. SLEEPS 4. THIS GROUND FLOOR END UNIT ...
From $232 per night (USD)Expedia
- From $179 per night (USD)
VRBO
Madeira Towers 802 Renovated Beachfront Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Construction Notice 'Updated 7/13/2025': Please be aware that through September 1st, there will be ongoing building cons ...
From $179 per night (USD)VRBO
- From $201 per night (USD)
Expedia
Poolside Madeira Beach Abode w/ Balcony!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
- Madeira Beach Permit 3849 - Florida DBPR License No. CND6216342 - Recently Renovated - Convenient Poolside Location W ...
From $201 per night (USD)Expedia
- From $214 per night (USD)
VRBO
Luxury Updated Beach Condo - Crimson #104
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Crimson on the Gulf #104 - Please note that due to our hurricane season the elevator and the hot tub are undergoing repa ...
From $214 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Top Floor Balcony Beach View - Crimson #304
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Crimson on the Gulf #304 - Please note that due to our hurricane season the elevator and the hot tub undergoing repairs. ...
From $311 per night (USD)Expedia
- From $279 per night (USD)
VRBO
Sea Breeze 202 is a Gold Tier 2 - bedroom 2 bath Gulf Front Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Home away from home- Home Away from Home -Sea Breeze 202 is a GOLD Tier corner two-bedroom, two-bath Gulf Front vacation ...
From $279 per night (USD)VRBO
- From $240 per night (USD)
Expedia
BEST DEALS NOW !AMAZING BEACH, PRIVACY, UNWIND. SLEEP 4, FREE CHAIRS, BBQ, PKG
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
SIMPLY AMAZING MILE OF PRIVATE RESIDENTIAL BEACHFRONT.....SUNGLOW SEASIDE, ST PETERSBURG-MADEIRA BEACH DOWNTOWN CENTRAL ...
From $240 per night (USD)Expedia
- From $453 per night (USD)
VRBO
Las Brisas 3/2 Gulf Front Condo 1 parking spot, in unit laundry, large balcony!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Paradise awaits you at this Direct Gulf Front 3 bedroom 2 bath condo in Las Brisas. During your stay, you’ll awake to th ...
From $453 per night (USD)VRBO
- From $172 per night (USD)
Expedia
Water-view condo with balcony, pool & W/D - walk to beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Madeira Beach Yacht Club 343 #G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $172 per night (USD)Expedia
- From $243 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 $243 per night (USD)VRBO
- From $256 per night (USD)
Expedia
🐾 Madeira Bay Resort I #1308 – Pet-Friendly Paradise Near John's Pass
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover your perfect beachside retreat at Madeira Bay Resort I #1308, a brand-new two-bedroom, two-bathroom condo offer ...
From $256 per night (USD)Expedia
- From $283 per night (USD)
VRBO
**DIRECT BEACH FRONT**GREAT LOCATION** 2 BEDROOM 2 BATH**AWESOME VIEWS**
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
*****WELCOME TO KIMA #105***** 7/25/25 - THE POOL IS OUT OF SERVICE UNTIL 8/8/25. WAITING ON A PART FOR THE ...
From $283 per night (USD)VRBO
- From $249 per night (USD)
Expedia
Come to your HAPPY PLACE! 2/2 ground floor waterfront community Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Do not pass by this recently furnished and updated ground floor 2/2 Condo that sleeps 6(king size bed and 2 queen beds), ...
From $249 per night (USD)Expedia
- From $320 per night (USD)
VRBO
🏖️ Madeira Bay Resort I #1401 – Spacious, Stylish & Pet-Free
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Madeira Bay Resort I #1401, a brand-new three-bedroom, two-bathroom condo designed for families and groups se ...
From $320 per night (USD)VRBO
- From $238 per night (USD)
Expedia
🌴 Madeira Bay Resort I #1707 – Clean, Comfortable & Just Steps from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort I #1707, a brand-new two-bedroom, two-bathroom condo offering a peaceful retreat with a pr ...
From $238 per night (USD)Expedia
- From $332 per night (USD)
VRBO
Superb Location on the Beaches of Madeira. Great Corner Unit Views. Beachfront Pool on the Sand!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a second floor unit. We are offering highly-discounted rates during the elevator downtime period. This spaciou ...
From $332 per night (USD)VRBO
- From $224 per night (USD)
Expedia
Madeira Beach 2 Bedroom, 1 Bath Pool, Hot Tub, Gym
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful 2-bedroom 1 bathroom in the highly sought-after Madeira Beach Yacht Club. A gated, waterfront community is loc ...
From $224 per night (USD)Expedia
- From $321 per night (USD)
VRBO
PENTHOUSE BEACHFRONT, SLEEP 4, <br> 2 MIN to TOWN. FREE LOUNGERS, BBQ, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
SUNGLOW SEASIDE. A QUAINT PROPERTY, Few PEOPLE, No elevators or congested common areas. COME RELAX by the SEASIDE AT S ...
From $321 per night (USD)VRBO
- From $256 per night (USD)
Expedia
🌊 Gulf Front Balcony Bliss — 1BR Condo at Surf Song Resort #348
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hurricane Update: This condo was not damaged in recent hurricanes. Pool, elevator, and BBQ grills are fully operational. ...
From $256 per night (USD)Expedia
- From $274 per night (USD)
VRBO
🐾 Madeira Bay Resort I #1407 – Pet-Friendly Comfort Near the Coast
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort I #1407, a brand-new two-bedroom, two-bathroom condo offering a warm welcome to both guest ...
From $274 per night (USD)VRBO
- From $326 per night (USD)
Expedia
🐾 Madeira Bay Resort I #1701 – Spacious 3-Bedroom Retreat Near the Beach & John's Pass
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Madeira Bay Resort I #1701, a brand-new three-bedroom, two-bathroom condo designed for comfort, convenience, ...
From $326 per night (USD)Expedia
- From $316 per night (USD)
VRBO
🌞 Madeira Bay Resort I #1501 – Spacious, Stylish & Pet-Free Family Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Madeira Bay Resort I #1501, a brand-new three-bedroom, two-bathroom condo perfect for families or groups seek ...
From $316 per night (USD)VRBO
- From $262 per night (USD)
Expedia
🏝️ Madeira Bay Resort I #1403 – Cozy, Kid-Friendly & Pet-Free
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort I #1403, a brand-new two-bedroom, two-bathroom condo perfect for families or small groups ...
From $262 per night (USD)Expedia
- From $314 per night (USD)
VRBO
🌞 Madeira Bay Resort I #1305 – Spacious Comfort Steps from the Shore
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Madeira Bay Resort I #1305, a brand-new three-bedroom, two-bathroom condo offering the perfect blend of space ...
From $314 per night (USD)VRBO
- From $276 per night (USD)
Expedia
🐾 Madeira Bay Resort I #1608 – Pet-Friendly, Professionally Sanitized & Steps from the Shore
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort I #1608, a brand-new two-bedroom, two-bathroom condo offering a clean, comfortable, and pe ...
From $276 per night (USD)Expedia
- From $402 per night (USD)
VRBO
The New Madeira Bay Resort I 1702
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The brand new Madeira Bay Resort I #1702 is a two bedroom, two bathroom condo with a private balcony with views of the G ...
From $402 per night (USD)VRBO
- From $329 per night (USD)
Expedia
🐾 Madeira Bay Resort I #1601 – Spacious, Pet-Friendly Escape by the Shore
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Madeira Bay Resort I #1601, a brand-new three-bedroom, two-bathroom condo designed for comfort, flexibility, ...
From $329 per night (USD)Expedia
- From $283 per night (USD)
VRBO
🏖️ Madeira Bay Resort I #1708 – Clean, Comfortable & Steps from the Sand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort I #1708, a brand-new two-bedroom, two-bathroom condo offering a peaceful beachside retreat ...
From $283 per night (USD)VRBO
- From $366 per night (USD)
Expedia
2b 2b - Partial Beach View - Sandy Shores #211
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sandy Shores #211 - Under new ownership and freshened up with new paint, appliances, kitchen backsplash, bedding, smart ...
From $366 per night (USD)Expedia
- Click For Pricing
VRBO
WATERFRONT 2BR/1.5 BA DUPLEX APT DIRECTLY ON FAMOUS JOHNS PASS!!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
RENTAL UNIT DIRECTLY ON FAMOUS JOHNS PASS BECOMING AVAILABLE!!! ONLY ONE BLOCK AWAY FROM THE BEACH, JOHNS PASS VILLAGE A ...
Click For PricingVRBO
- From $771 per night (USD)
Expedia
The Penthouse at Madeira Beach 5 bedroom (sleeps 12) gorgeous Gulf views
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Come and enjoy spectacular views from this waterfront 5-bedroom penthouse situated directly on Madeira Beach. Situated i ...
From $771 per night (USD)Expedia
- From $388 per night (USD)
VRBO
Large Waterfront Porch & Spacious Family Stay- Walkable to Beach + Eats!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy panoramic views of the Madeira Beach intercoastal, a short walk to the beach, plus many restaurants and things to ...
From $388 per night (USD)VRBO
- From $396 per night (USD)
VRBO
Waterfront Apartment! 2BD/2BA at Johns Pass Walk to Beach/Shopping!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Steps away from JOHNS PASS, literally! This quaint turn-of-the-century fishing village in a huge attraction for locals a ...
From $396 per night (USD)VRBO
- From $313 per night (USD)
VRBO
Paradise Found
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Madeira Beach, this two bedroom condo is not to be missed! From the breathtaking views from eve ...
From $313 per night (USD)VRBO
- From $367 per night (USD)
Expedia
🌅 Madeira Bay Resort #200 – Spacious Marina-View Retreat for Families & Groups
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 13
Welcome to Madeira Bay Resort #200, a newly completed and fully renovated 3-bedroom, 2-bathroom condo offering expansive ...
From $367 per night (USD)Expedia
- From $170 per night (USD)
VRBO
Short walk to beach! Family-sized 2 bed, 2 bath condo.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wonderful 2 bedroom 2 bath unit with balcony. One queen, one full in Master bedroom. Twin bunk beds and twin trundle in ...
From $170 per night (USD)VRBO
- From $892 per night (USD)
Expedia
Sand Beach lifestyle and boardwalk vacation house
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome "Madeira Beach Area" - just steps from the beautiful white-sanded Beach and famous John's Pass Boardwalk! Great ...
From $892 per night (USD)Expedia
- From $212 per night (USD)
VRBO
Ocean Sands 1107: Amazing Gulf Front Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Amazing 11th floor 2 bedroom 2, bath Gulf Front condo with upgrades galore and panoramic views from every window! There' ...
From $212 per night (USD)VRBO
- From $401 per night (USD)
Expedia
Stunning Top Floor Views and an Interior to Match. On the Beach. Close to Johns Pass Village.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is the ultimate beachfront condo, complete with simply amazing views from the top floor of this immaculately mainta ...
From $401 per night (USD)Expedia
- From $195 per night (USD)
VRBO
🌅 Cozy Gulf-View Condo at Surf Song — Spacious Comfort Just Steps from the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the perfect blend of beachside convenience and laid-back charm in this spacious 1-bedroom, 1-bathroom condo at Sur ...
From $195 per night (USD)VRBO
- From $201 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 our hurricane season, there is no pool or patio at this time at The Sh ...
From $201 per night (USD)Expedia
- From $231 per night (USD)
VRBO
Perfect Beach Condo! Steps from Beach and Dining~Open Post Hurricanes!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Just steps across the way from the Gulf of Mexico, to a very pristine beautiful beach. Walk to John’s Pass Village and B ...
From $231 per night (USD)VRBO
- From $208 per night (USD)
Expedia
🌴 Surf Song #237 — King Bed Comfort with Gulf Breezes & Walkable Charm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hurricane Update: This condo was not damaged in recent hurricanes. Pool, elevator, and BBQ grills are fully operational. ...
From $208 per night (USD)Expedia
- From $272 per night (USD)
VRBO
Madeira Beach Ground Floor One Bedroom Poolside
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Tropic Breeze 7 is a one-bedroom, one-bath condo with a pool view on the first floor. This condo has two Double beds, an ...
From $272 per night (USD)VRBO
- From $198 per night (USD)
Expedia
1b/1b Waterfront Madeira Beach Yacht Club #231E
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Madeira Beach Yacht Club #231E - Newly updated 1 bedroom 1 bath 665 sq ft. waterfront suite at gated Madeira Beach Yacht ...
From $198 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Direct Beachfront Unit - Shores of Madeira #505
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Shores of Madeira #505 - Please note that due to our hurricane season, there is no pool or patio at this time at The Sho ...
From $200 per night (USD)VRBO
- From $243 per night (USD)
Expedia
Villa Madeira 202 Beautiful updates, breathtaking view, walk to John's Pass!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Elevators may experien ...
From $243 per night (USD)Expedia
- From $253 per night (USD)
VRBO
Top Floor Overlooking the Marina. Close to Johns Pass. Spacious with Two Private Balconies!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With the Beach Access directly across the street and located just a block away from the shops, restaurants and vibrant a ...
From $253 per night (USD)VRBO
- From $234 per night (USD)
Expedia
🌅 Madeira Bay Resort I #1405 – Stylish & Spacious
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The brand new Madeira Bay Resort I #1405 is a two bedroom, two bathroom condo with a private balcony. King size bed in t ...
From $234 per night (USD)Expedia
- Click For Pricing
VRBO
Beautiful spacious condo on located right on Madeira Beach.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious condo can comfortably accommodate up to 4 adults and 2 children. It includes a full kitchen and dining area. 2 ...
Click For PricingVRBO
- From $233 per night (USD)
Expedia
🌅 Madeira Bay Resort #209 – Marina-View Escape with Pet-Friendly Comfort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Madeira Bay Resort #209, a two-bedroom, one-bathroom condo featuring breathtaking views of the marina, sunris ...
From $233 per night (USD)Expedia
- From $231 per night (USD)
VRBO
🌴 Madeira Bay Resort #316 – Family-Friendly Two-Bedroom Retreat Near the Beach (No Pets)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #316, a two-bedroom, two-bathroom condo offering a clean and comfortable escape just steps ...
From $231 per night (USD)VRBO
- From $480 per night (USD)
Expedia
Stunning 3 bed/2 bath beachfront condo in Madeira Beach, FL
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The beachfront condo directly overlooks the glistening Gulf of Mexico and sparkling white, sandy beach of Madeira Beach, ...
From $480 per night (USD)Expedia
- From $313 per night (USD)
VRBO
🌊 Sea Breeze #707 Gulf Front Comfort with Beach Views and Walkable to John's Pass
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze #707, a spacious 1,200 sq. ft. two-bedroom, two-bathroom condo perched directly on the white sands ...
From $313 per night (USD)VRBO
- From $359 per night (USD)
Expedia
🌊 Las Brisas #407 — Spacious 3BR Gulf Front Condo with Balcony & Beach Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Las Brisas #407, a 3-bedroom, 2-bathroom Gulf Front condo offering stunning direct views of the Gulf from you ...
From $359 per night (USD)Expedia
- From $236 per night (USD)
VRBO
🌅 Madeira Bay Resort #414 – Two-Bedroom Comfort with Bonus Sleeping Option & Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Madeira Bay Resort #414, a two-bedroom, two-bathroom condo offering a peaceful retreat with a private balcony ...
From $236 per night (USD)VRBO
- From $254 per night (USD)
Expedia
🌴 Sea Breeze #505 Direct Gulf Front Condo with Balcony Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wake up to the sound of waves and end your day with sunset views from your private beachfront balcony at Sea Breeze #505 ...
From $254 per night (USD)Expedia
- From $247 per night (USD)
VRBO
🌅 Madeira Bay Resort #313 – Marina-View Comfort with Balcony & Work-Friendly Touches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #313, a two-bedroom, two-bathroom condo offering panoramic views of the marina, sunrises, ...
From $247 per night (USD)VRBO
- From $367 per night (USD)
Expedia
🌅 Villa Madeira #601 — Corner Unit with Wraparound Balcony — Gulf & Bay Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hurricane Update: This unit was not damaged in recent hurricanes. The elevator, pool, and direct beach access are fully ...
From $367 per night (USD)Expedia
- From $254 per night (USD)
VRBO
🌅 Madeira Bay Resort #506 – Spacious Two-Bedroom Condo with Jacuzzi Tub, Dual Balconies & Pet-Friendly Comfort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Indulge in extra space and upgraded comfort at Madeira Bay Resort #506, a two-bedroom, two-bathroom condo featuring two ...
From $254 per night (USD)VRBO
- From $320 per night (USD)
Expedia
🌅 Villa Madeira #610 — Renovated Corner Unit with Gulf & Bay Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hurricane Update: This unit was not damaged in recent hurricanes. The elevator, pool, and direct beach access are fully ...
From $320 per night (USD)Expedia
- From $227 per night (USD)
VRBO
🌅 Madeira Bay Resort #307 – Marina-View Comfort with Pet-Friendly Perks
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #307, a two-bedroom, one-bathroom condo offering stunning views of the marina, sunrises, w ...
From $227 per night (USD)VRBO
- From $235 per night (USD)
Expedia
🌅 Madeira Bay Resort #416 – Family-Friendly Two-Bedroom Condo with Bunk Beds & Hard Surface Floors
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Madeira Bay Resort #416, a two-bedroom, two-bathroom condo offering a clean, comfortable stay with hard surfa ...
From $235 per night (USD)Expedia
- From $225 per night (USD)
VRBO
🌅 Madeira Bay Resort #410 – Marina-View Comfort with Family-Friendly Layout (No Pets)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Madeira Bay Resort #410, a two-bedroom, one-bathroom condo offering beautiful views of the marina, sunrises, ...
From $225 per night (USD)VRBO
- From $331 per night (USD)
Expedia
🌅 Sea Breeze #508 Corner Gulf Front Condo with Dual Balcony Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the best of Madeira Beach from Sea Breeze #508—a rare corner unit offering both sweeping Gulf views and tranqui ...
From $331 per night (USD)Expedia
- From $310 per night (USD)
VRBO
Sea Breeze 301 | Corner Unit with Dual Balconies & Sweeping Gulf-to-Bay Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze 301, a rare corner unit offering 1,420 sq. ft. of coastal comfort and panoramic views in every dir ...
From $310 per night (USD)VRBO
- From $220 per night (USD)
Expedia
🐾 Madeira Bay Resort #205 – Pet-Friendly Comfort with Balcony & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #205, a two-bedroom, two-bathroom condo offering a clean, comfortable retreat just steps f ...
From $220 per night (USD)Expedia
- From $223 per night (USD)
VRBO
🌅 Madeira Bay Resort #413 – Spacious Two-Bedroom Retreat with Dual Balconies & Marina Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience elevated coastal living in Madeira Bay Resort #413, a two-bedroom, two-bathroom condo featuring two private b ...
From $223 per night (USD)VRBO
- From $326 per night (USD)
Expedia
🌴 Sea Breeze #703 Gulf Front Comfort with Amazing Beach Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze #703, a spacious 1,200 sq. ft. two-bedroom, two-bathroom condo perched directly on the white sands ...
From $326 per night (USD)Expedia
- From $223 per night (USD)
VRBO
🌅 Madeira Bay Resort #301 – Scenic One-Bedroom Retreat with Marina Views & Pet-Friendly Comfort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Madeira Bay Resort #301, a one-bedroom, one-bathroom condo offering panoramic views of the marina, sunrises, ...
From $223 per night (USD)VRBO
- From $223 per night (USD)
Expedia
🌅 Madeira Bay Resort #207 – Marina Views & Pet-Friendly Charm Near the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Madeira Bay Resort #207, a two-bedroom, one-bathroom condo offering stunning views of the marina, sunrises, w ...
From $223 per night (USD)Expedia
- From $381 per night (USD)
VRBO
🌅 Madeira Bay Resort #610 – Elegant Two-Bedroom Condo with Tile Floors & Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #610, a two-bedroom, two-bathroom condo featuring beautiful tile flooring throughout, a pr ...
From $381 per night (USD)VRBO
- From $292 per night (USD)
Expedia
Sea Breeze 402 | Gulf-Front Comfort with Balcony Sunsets & Walkable Adventure
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze 402, a spacious 2-bedroom, 2-bath condo offering 1,200 sq. ft. of coastal charm and direct Gulf-fr ...
From $292 per night (USD)Expedia
- From $370 per night (USD)
VRBO
Sea Breeze 406 | Gulf-Front Balcony Views & Room to Relax
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze 406, a spacious 2-bedroom, 2-bath condo offering 1,200 sq. ft. of comfort and direct Gulf-front vi ...
From $370 per night (USD)VRBO
- From $437 per night (USD)
Expedia
🌅 Las Brisas #207 — Gulf Front Corner Condo with Balcony & Room for 9
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to Las Brisas #207, a beautiful Gulf front corner unit offering panoramic views, a large balcony, and over 1,400 ...
From $437 per night (USD)Expedia
- From $291 per night (USD)
VRBO
Sea Breeze 203 | Spacious Gulf-Front Retreat with Balcony Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Breeze 203, a direct beachfront condo offering 1,200 square feet of comfort, coastal charm, and panoramic ...
From $291 per night (USD)VRBO
- From $245 per night (USD)
Expedia
🌅 Madeira Bay Resort #510 – Comfortable Two-Bedroom Condo with Private Balcony & Easy Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #510, a two-bedroom, two-bathroom condo offering a clean, comfortable layout with a privat ...
From $245 per night (USD)Expedia
- From $223 per night (USD)
VRBO
🌴 Madeira Bay Resort #206 – Family-Friendly Comfort with Balcony & Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #206, a two-bedroom, one-bathroom condo offering a cozy and convenient escape just steps f ...
From $223 per night (USD)VRBO
- From $268 per night (USD)
Expedia
🌊 Villa Madeira #606 — Spacious Gulf Front Retreat with Den & Balcony Views of Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Hurricane Update: This unit was not damaged in recent hurricanes. The elevator, pool, and direct beach access are fully ...
From $268 per night (USD)Expedia
- From $241 per night (USD)
VRBO
🌇 Madeira Bay Resort #611 – Top-Floor Corner Condo with Beach & City Views + Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Madeira Bay Resort #611, a top-floor corner unit offering stunning views of both the beach and the city, plus ...
From $241 per night (USD)VRBO
- From $250 per night (USD)
Expedia
🌅 Madeira Bay Resort #210 – Corner Marina-View Condo with Pet-Friendly Luxury
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #210, a two-bedroom, two-bathroom corner condo offering panoramic views of the marina, sun ...
From $250 per night (USD)Expedia
- From $253 per night (USD)
VRBO
🌅 Madeira Bay Resort #602 – Elegant Two-Bedroom Condo with Jacuzzi Tub & Dual Balconies
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #602, a two-bedroom, two-bathroom condo offering two private balconies, a Jacuzzi tub in t ...
From $253 per night (USD)VRBO
- From $211 per night (USD)
Expedia
♿ Madeira Bay Resort #402 – Spacious, Handicap-Friendly One-Bedroom Retreat Near the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Madeira Bay Resort #402, a one-bedroom, one-bathroom condo offering a spacious, handicap-friendly floorplan a ...
From $211 per night (USD)Expedia
- From $222 per night (USD)
VRBO
🌅 Madeira Bay Resort #412 – Marina-View Comfort with Pet-Friendly Charm & Family-Friendly Layout
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Madeira Bay Resort #412, a two-bedroom, one-bathroom condo offering beautiful views of the marina, sunrises, ...
From $222 per night (USD)VRBO
- From $222 per night (USD)
Expedia
🐾 Madeira Bay Resort #208 – Pet-Friendly Two-Bedroom with Balcony & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #208, a two-bedroom, two-bathroom condo offering a comfortable and versatile layout just s ...
From $222 per night (USD)Expedia
- From $281 per night (USD)
VRBO
Sea Breeze 305 | Cozy Gulf-Front Escape with Balcony Sunsets
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Sea Breeze 305, a direct beachfront condo offering 710 sq. ft. of comfort, charm, and uninterrupted Gulf view ...
From $281 per night (USD)VRBO
- From $306 per night (USD)
Expedia
🌅 Madeira Bay Resort – Spacious 3-Bedroom Condo with Marina Views & Pet-Friendly Comfort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the perfect blend of space, style, and location in this three-bedroom, two-bathroom condo at Madeira Bay Resort. W ...
From $306 per night (USD)Expedia
- From $230 per night (USD)
VRBO
🌊 Madeira Bay Resort #404 – Beachy Gulf-View Condo with Pet-Friendly Comfort & Family Extras
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Madeira Bay Resort #404, a two-bedroom, two-bathroom condo with coastal décor and a private balcony overlooki ...
From $230 per night (USD)VRBO
- From $257 per night (USD)
Expedia
🌅 Madeira Bay Resort #608 – Spacious Corner Condo with Dual Balconies & Stunning Marina Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Madeira Bay Resort #608, a two-bedroom, two-bathroom corner unit offering two private balconies with panorami ...
From $257 per night (USD)Expedia
- From $427 per night (USD)
VRBO
🌊 Villa Madeira #304 — Fully Remodeled Gulf Front Luxury with Sweeping Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Hurricane Update: This unit was not damaged in recent hurricanes. The elevator, pool, and direct beach access are fully ...
From $427 per night (USD)VRBO
- From $294 per night (USD)
Expedia
🌴 Chambre Resort – Beachfront Bliss in Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
We're happy to share that Chambre Resort is welcoming guests once again! While the building's common areas are undergoin ...
From $294 per night (USD)Expedia