Shores of Madeira


Properties Available 355 properties available
**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
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 3-305 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (18 Reviews)
Top Reasons to Book: • All the Amenities! Large Heated Pool, Kiddie Pool, Hot Tub, Fitness Center, Bicycles, Beach Tiki Bar and Café all in one location! • Living room and main bedroom accessible to the private beach balcony. • Located less than one mile South of John's Pass. • In-unit free Wifi Access, Assigned Parking Beachfront for the whole
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.

Sunset Vistas 302S
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.5 (32 Reviews)
Top Reasons to Book Sea Club #29:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* Professionally ManagedThis newly renovated waterfront condo has everything you need for the perfect vacation! Located on the 1st floor, this spacious two-bedroom, two-
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.

Sea Club #29 - Our Sunrise Nest
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (5 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! 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 5-204 Gulf-Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.8 (11 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:• Quick access to the heated pool• Newly updated in January 2024• Top floor unit with wide Int
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 1-406 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (10 Reviews)
Top Reasons to Book this Home:* 180 ft from Public Beach Access* Private Entrance with 1 Parking Space Any extra-large vehicles may have to park in city overflow due to restricted space.* Washer and Dryer * Fully Stocked Kitchen, Walk-in Shower, and Queen Bed* Close to Entertainment Beach Livin Unit #2 offers a charming one-bedroom,
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 Livin 2 - 1 Bedroom Downstairs
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 3 guests
Rating 5 (16 Reviews)
Please note that this is a NON SMOKING PROPERTY!Directly across the street from the beach and completely remodeled at the end of 2022! This super cute house consists of 4 individual 1BR units, each with a kitchen, bedroom, living room and full bathroom. The location is perfect for the single traveler, couples, families or a larger group of friends/
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.

Twin Tiki units 1 and 2 - Downstairs
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (10 Reviews)
Top Reasons to Book this Home:* Easy Walk to Gulfport Beach, approx. 375 feet! * Walk to Restaurants and Shopping * Awesome Deck Space with Seating and Water Views* Spacious Living Space, Great for Families or Groups* Professionally ManagedWelcome to Comfort Cove, a charming 4-bedroom, 2-bathroom home in vibrant Gulfport, FL. This unique thr
Specials Tag Special
New Property Introductory Discount

New Property Introductory Discount 

Limited time only Promo Code NEW100

Comfort Cove
House
Bedrooms 4 bedrooms
Bathrooms 2 Full
Guests 8 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
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 1-405 Gulf View - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (24 Reviews)
Top Reasons to Book Sea Club #49:* Close to Beach Access, About 400ft!* Private, Screened in Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* Professionally ManagedEscape to this charming 2-bedroom, 2-bathroom condo at Sea Club, just a short and easy walk to beach access! This spa
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.

Sea Club #49
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 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! ** 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 3-405 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.8 (26 Reviews)

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

I agree