Shores of Madeira

Properties Available 437 properties available
Top Reasons To Book This Beautiful Home: * Single Family Home All To Yourself - 3 Story Home - 2 Large, Partial Wrap Around Balconies* Quick Walk to Sunset Beach Access - Less than 400ft!* Garage Converted into Game Room with Ping Pong, Corn Hole, Large Screen Smart TV, Mini Fridge, Games and More!* Gorgeous Updates and Top of the Line Finishes
Specials Tag Special
Stay Longer on the Beach & Save 5%

Book your long-term Florida beach getaway now and take advantage of 5% savings on stays of 28+ nights. Use STAYLONGER5 on travel between October 1, 2026 and January 31, 2027 at select condos and homes.


*Offer is valid on new online bookings when you book by January 1, 2027, for stays of 28 nights or more with travel between October 1, 2026 and January 31, 2027. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.



Casa Solmar
Casa Solmar
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 10 guests
Rating 5 (2 Reviews)
**** CLOSURE NOTICE - THE POOL IS CURRENTLY CLOSED - ETA TO REOPEN IS MID AUGUST. DATES MAY VARY BASED ON WORK/WEATHER ****Top Reasons To Book This Beautiful Condo: * Beautiful Community Loaded With Amenities - Heated Beachside Pool, Large Pool Deck with Lounge Chairs, Workout Room, Onsite Beach Access, Tennis/Pickleball Courts (Tennis Court Acr
Specials Tag Special
Stay Longer on the Beach & Save 5%

Book your long-term Florida beach getaway now and take advantage of 5% savings on stays of 28+ nights. Use STAYLONGER5 on travel between October 1, 2026 and January 31, 2027 at select condos and homes.


*Offer is valid on new online bookings when you book by January 1, 2027, for stays of 28 nights or more with travel between October 1, 2026 and January 31, 2027. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.



Mansions By The Sea 306A - Premier
Mansions By The Sea 306A - Premier
Condo
Bedrooms 1 bedrooms
Bathrooms 2 Full
Guests 3 guests
Rating 5 (1 Reviews)
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts. • Located on the peninsula, this community offers the best of both worlds- easy access to the Bay and Beach. This 2 bedroom, 2 bath
Land's End 6-302 Beach Front - Premier
Land's End 6-302 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (27 Reviews)
Top Reasons to Book this Condo: * Private Balcony with Awesome Views of Intracoastal Waterway* Easy Walk to Public Beach Access, about .3 Miles* Heated Pool Onsite* Beautifully Updated Condo with Stunning Details* Fishing Dock on Grounds* Professionally ManagedExperience relaxed coastal living in this beautifully updated 2-bedroom, 2- bathr
Specials Tag Special
Stay Longer on the Beach & Save 5%

Book your long-term Florida beach getaway now and take advantage of 5% savings on stays of 28+ nights. Use STAYLONGER5 on travel between October 1, 2026 and January 31, 2027 at select condos and homes.


*Offer is valid on new online bookings when you book by January 1, 2027, for stays of 28 nights or more with travel between October 1, 2026 and January 31, 2027. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.



Palm Beach 602
Palm Beach 602
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (1 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book this Updated Condo: * Beautiful Water Views and Steps to the Beach* Great Amenities: Large Heated Pool, Hot Tub, Fitness Center, Kiddie Pool* Living Room and Main B
Specials Tag Special
Stay Longer on the Beach & Save 5%

Book your long-term Florida beach getaway now and take advantage of 5% savings on stays of 28+ nights. Use STAYLONGER5 on travel between October 1, 2026 and January 31, 2027 at select condos and homes.


*Offer is valid on new online bookings when you book by January 1, 2027, for stays of 28 nights or more with travel between October 1, 2026 and January 31, 2027. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.



Sunset Vistas 404N
Sunset Vistas 404N
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (24 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book:• All the Amenities! Large Heated Pool, Kiddie Pool, Hot Tub, Fitness Center, Beach Tiki Bar and Café all in one location!• Living room and main bedroom accessible
Specials Tag Special
Stay Longer on the Beach & Save 5%

Book your long-term Florida beach getaway now and take advantage of 5% savings on stays of 28+ nights. Use STAYLONGER5 on travel between October 1, 2026 and January 31, 2027 at select condos and homes.


*Offer is valid on new online bookings when you book by January 1, 2027, for stays of 28 nights or more with travel between October 1, 2026 and January 31, 2027. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.



Sunset Vistas 603W
Sunset Vistas 603W
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (63 Reviews)
Top Reasons To Book This Beautiful Condo:* COMPLETE “DOWN TO THE STUDS” RENOVATION JUST FINISHED APRIL 2026!!* Extra-Long Private Balcony With Direct Water Views* Fully Renovated Top-to-Bottom With High-End Finishes* Beach Access Onsite - Quick and Easy Walk* End, Corner Unit With Extra Space and Privacy* Great Onsite Amenities - Large Heated
Specials Tag Special
Stay Longer on the Beach & Save 5%

Book your long-term Florida beach getaway now and take advantage of 5% savings on stays of 28+ nights. Use STAYLONGER5 on travel between October 1, 2026 and January 31, 2027 at select condos and homes.


*Offer is valid on new online bookings when you book by January 1, 2027, for stays of 28 nights or more with travel between October 1, 2026 and January 31, 2027. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.



Land's End 3-301 Bay Front - Premier
Land's End 3-301 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (43 Reviews)
Top Reasons To Book: * Single Family Home on Intracoastal Waterway* Refreshing Heated Pool and Deck with Chairs and Table* Dock for Fishing and Sunbathing* Awesome Intracoastal Waterway Views* 880 Yards to Beautiful Beach Access* Professionally Managed Welcome to Villa at Bahia Shores. This single-family pool home is a true gem, offering eve
Specials Tag Special
Stay Longer on the Beach & Save 5%

Book your long-term Florida beach getaway now and take advantage of 5% savings on stays of 28+ nights. Use STAYLONGER5 on travel between October 1, 2026 and January 31, 2027 at select condos and homes.


*Offer is valid on new online bookings when you book by January 1, 2027, for stays of 28 nights or more with travel between October 1, 2026 and January 31, 2027. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.



Villa At Bahia Shores-4BR
Villa At Bahia Shores-4BR
House
Bedrooms 4 bedrooms
Bathrooms 4 Full
Guests 12 guests
Rating 5 (3 Reviews)
Top Reasons to Book Sea Club #105:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* Professionally ManagedStay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 ni
Specials Tag Special
Stay Longer on the Beach & Save 5%

Book your long-term Florida beach getaway now and take advantage of 5% savings on stays of 28+ nights. Use STAYLONGER5 on travel between October 1, 2026 and January 31, 2027 at select condos and homes.


*Offer is valid on new online bookings when you book by January 1, 2027, for stays of 28 nights or more with travel between October 1, 2026 and January 31, 2027. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.



Sea Club #105 - Pelicans Perch
Sea Club #105 - Pelicans Perch
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.4 (7 Reviews)
Top reasons to Book:• Private and beautifully furnished balcony overlooking the marina!• Just a block from beautiful, white sand Madeira Beach!• Wonderful amenities such as a pool and spa as well as free Wi-Fi, secured parking, and an in-unit washer and dryer!• Beautifully decorated throughout to reflect coastal comfort.•The location is great too!
Specials Tag Special
Stay Longer on the Beach & Save 5%

Book your long-term Florida beach getaway now and take advantage of 5% savings on stays of 28+ nights. Use STAYLONGER5 on travel between October 1, 2026 and January 31, 2027 at select condos and homes.


*Offer is valid on new online bookings when you book by January 1, 2027, for stays of 28 nights or more with travel between October 1, 2026 and January 31, 2027. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.



The Harbor Condo 305 - Premier
The Harbor Condo 305 - Premier
Condo
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (15 Reviews)
****NOTICE OF ROOF WORK - BUILDING 4. ROOF WORK WILL BEGIN MID JULY 2026 FOR APPROX 6 WEEKS. DATES MAY VARY. *** Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to book : • Short proximity to the onsite heated pool.
Specials Tag Special
Stay Longer on the Beach & Save 5%

Book your long-term Florida beach getaway now and take advantage of 5% savings on stays of 28+ nights. Use STAYLONGER5 on travel between October 1, 2026 and January 31, 2027 at select condos and homes.


*Offer is valid on new online bookings when you book by January 1, 2027, for stays of 28 nights or more with travel between October 1, 2026 and January 31, 2027. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.



Land's End 4-304 Bay Front - Premier
Land's End 4-304 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (49 Reviews)
Top Reasons to Book: • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico.• Shared covered lounge chairs and access to the heated swimming pool during your visit. • Located minutes from Florida's main attractions, just North of John's Pass Village. Stay more, SAVE more! We offer lower nightly rates on extended stays from
Specials Tag Special
Hot Summer Savings Are Here!


Enjoy 10% off your summer escape when you stay between June 2 and September 1, 2026. Book 3 nights or more and make the most of peak season for less.

Use code HOTDEALS at checkout.

*New online bookings only. Minimum stay required. Restrictions apply.



Villa Madeira 301 - Premier
Villa Madeira 301 - Premier
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (89 Reviews)

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