Cottages at Madeira Beach


Properties Available 355 properties available
Top Reasons to Book: * Quiet Neighborhood Location in Treasure Island* Quick Drive to the Beach, Only 2 minutes!* Easy Access on and off the Island* Cozy Private Patio * Professionally Managed Welcome to Se La Vie, your perfect Florida getaway! This charming two-bedroom, one-bathroom unit is tucked away on a quiet neighborhood street, offeri
Specials Tag Special
New Property Introductory Discount

New Property Introductory Discount 

Limited time only Promo Code NEW100

Se La Vie
House
Bedrooms 2 bedrooms
Bathrooms 1 Full
Guests 6 guests
Rating 5 (7 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 (22 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! Building 5 is currently going through a ROOFING PROJECT that is expected to last through APPROX mid July, 2025. Ple
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Land's End 5-201 Gulf-Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (11 Reviews)
**Please note that due to damage from the recent hurricanes, this property temporarily has no access to the pool. 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. Please reach out with any questions. **Top Reasons to Book: • Take in unforgettable p
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Emerald Isle 204
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (69 Reviews)
**Please note that there is temporarily no grill access at this property after damages from Hurricanes Helene and Milton. At this time, we do not have an estimate on when this will be available. **Top Reasons to Book:- Directly on the Beach- Dog Friendly (Additional Costs Apply) - Two Balconies- Wine Fridge, Large TVs throughout, and Gas Grill- Clo
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Beach Haven #C6
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 Full, 1 Half
Guests 8 guests
Rating 4.9 (16 Reviews)
Top Reasons to Book this Beach House:* 50 Yards to the Beach* Private Backyard with Deck, Gas Grill, and Outdoor Shower* 5 Split AC Units to Keep you Cool * Walking Distance to Great Restaurants and Entertainment* Professionally Managed Welcome to Beach House on the Sand in a fantastic location on St. Pete Beach. This spacious 4-bedroom 2.5 bath
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Beach House on the Sand
House
Bedrooms 4 bedrooms
Bathrooms 2 Full, 1 Half
Guests 8 guests
Rating 4.9 (14 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! ROOF WORK SCHEDULED ON BUILDING 8 FOR JUNE 23RD, 2025 FOR APPROX. 5-6 WEEKS. Please call for details. **Open and ai
Specials Tag Special
HOTDEALS

Limited time only! 

10% off ANY stay dates for select properties

Promo Code: HOTDEALS

3-21 night stays only


*Cannot be combined with other offers or discounts. Offer applies to new online reservations only and select properties*


Land's End 8-201 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (33 Reviews)
**Please note that due to damage from the recent hurricanes, this property temporarily has no access to the pool. 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. Please reach out with any questions. **Top Reasons to Book: • Take in unforgettable p
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Emerald Isle 401 - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (78 Reviews)
Top Reasons to Book Paradise Cove:* AMAZING Single Family Home with Private Pool and Hot Tub (Heating options at an additional cost)* Covered Outside Deck with Couches, TV and Dining Table* Full Outdoor Kitchen with Top of the Line Set Up* Intracoastal Waterway Views from Deck and Private Dock* 2 Blocks from the Beach Welcome to Paradise Cove, wher
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Paradise Cove
House
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 10 guests
Rating 5 (4 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! Building 5 is currently going through a ROOFING PROJECT that is expected to last through APPROX mid July, 2025. Ple
Specials Tag Special
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Land's End 5-305 Gulf-Bay Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (2 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
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Land's End 3-203 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.8 (18 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
Dog Days of Summer Sale

We're entering the Dog Days of Summer! Book now to get 10% off your end-of-summer stay. Stay for 4+ nights and get 10% off using code "DOGDAYS". Book by August 3, 2025 for stays until October 3, 2025.


*Only applicable to new bookings. Restrictions may apply.

Land's End 10-201 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (65 Reviews)

Tell us what you're looking for and someone will contact you with available options.

I agree