Cottages at Madeira Beach


Properties Available 355 properties available
**Please note that this property temporarily has no access to onsite amenities. Parking is limited onsite. Elevators are currently out of service. There may be some noise onsite while restoration work is ongoing. At this time, we do not have a guaranteed timeline for these repairs to be complete. **Top reasons to Book: • Free wifi and Free Parking
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Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Sunset Chateau 207
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 5 (24 Reviews)
Top Reasons to Book:* 173 Yards to the Gulfport Beach Recreation Area* 5 Miles to St. Pete Beach* Pet Friendly up to 20lbs. (Additional Cost Applies) * On-Site Parking and Laundry Facility * Walking Distance to many Restaurants, Art Galleries, and Boutiques* Professionally Managed * Gas Grill on grounds* Hulu Live access!Beach Quarters 3BR is a com
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Beach Quarters 3BR - #2, #3, #4
Condo Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 12 guests
 New Property!
**Please note that this property temporarily does not have access to one of the two hot tubs. Elevators may experience occasional outages. Beach access, the hot tub near the pool, and all other onsite amenities are fully available! ** Top Reasons to book: • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 1-203 Pool View
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 4.9 (27 Reviews)
Top Reasons To Book: * Beachfront Condo with AWESOME Views - Watch Sunset Every Night * Private Balcony Extending off of Living Room and Master Bedroom * Full Condo Water Filtration and Purification System - No Need to buy Bottled Drinking Water * Heated Pool and Beach Access Path on Grounds * Professionally Managed Condo Welcome to Arena De M
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Arena De Madeira 103 - Premier
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (29 Reviews)
**Please note that this property temporarily does not have access to one of the two hot tubs. Elevators may experience occasional outages. Beach access, the hot tub near the pool, and all other onsite amenities are fully available! ** Top Reasons to book this Beautiful Piece of Paradise • All the fabulous amenities including two Hot Tubs, Charcoa
Land's End 7-203 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 4.9 (21 Reviews)
Top reasons to Book: • Newly renovated Kitchen with brand new appliances! • All the Amenities- Beachfront heated pool, hot tub, shared BBQ Area, Free wifi and onsite laundry facilities. • Located just one mile South is the well known John’s Pass Village which is loaded with tons of shopping, restaurants, and entertainment! This gorgeous South W
Sea Breeze 401
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (74 Reviews)
**Please note that this property temporarily does not have access to one of the two hot tubs. Elevators may experience occasional outages. Beach access, the hot tub near the pool, and all other onsite amenities are fully available! ** This recently updated 2 bedroom, 2 bath beachfront condo at Land's End has amazing Gulf views from your living roo
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 9-403 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.8 (29 Reviews)
Top Reasons to Book: • Enjoy the privacy of the Isla Del Sol community, while still being close to all that the area has to offer.• The white sands and crystal clear waters of St. Pete Beach are just a short drive.• Free Wi-Fi and an in unit washer and dryer included for your convenience.If you are looking for a coastal getaway where you can make
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Bahia Del Mar 1-501
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full, 1 Half
Guests 2 guests
Rating 5 (1 Reviews)
**Please note that this property temporarily does not have access to one of the two hot tubs. Elevators may experience occasional outages. Beach access, the hot tub near the pool, and all other onsite amenities are fully available! ** Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 4-202 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (23 Reviews)
Top Reasons To Book: * Walking distance to Sunset Beach, one of the BEST beaches on Treasure Island! * Private Patio with Outside Seating and Gas Grill * Quiet Residential Neighborhood - Single Family Home all to Yourself * Beautiful, Fully Stocked Kitchen*Professionally Managed Welcome to Good Vibrations, where beach vibes and comfort collide in a
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Good Vibrations - Beach House
House
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (13 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the pool. Parking is currently limited onsite. Elevators may experience intermittent outages, but are currently being worked on. There may be some noise onsite while restoration work is ongoing. At this time, we do not have a guaranteed timeline for t
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Villa Madeira 202
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (110 Reviews)
Top Reasons to Book this Fabulous Beachfront Slice of Paradise • All the Amenities! Large Heated Pool, Kiddie Pool, Hot Tub, Fitness Center, Bicycles, Beach Tiki Bar and Café all in one location! • Main Bedroom accessible to the Private Beachfront Balcony. • Located less than one mile South of John's Pass. • In-unit washer/dryer, free Wifi Access,
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book July 8, 2025 for 4+ night stays through August 8, 2025. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Sunset Vistas 407S
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (60 Reviews)

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