Cottages at Madeira Beach


Properties Available 409 properties available
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 Beachfront Condo: * Easy Access to the Onsite Heated Pool and Hot Tub* Private Balcony with Beach Views* Gated Community Loaded with Amenities* Professionally
Specials Tag Special
LUCKYSPRING15

Save 15% on stays from April 10, 2026-May 30, 2026 when you book by April 6, 2026. Minimum stay 5 nights

Code: LUCKYSPRING15


Offer is valid on new online bookings only when you book by April 6, 2026 for 5+ night stays from April 10, 2026-May 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.  


Land's End 9-301 Beach Front-Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (10 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 Sea Club #32:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* P
Specials Tag Special
LUCKYSPRING15

Save 15% on stays from April 10, 2026-May 30, 2026 when you book by April 6, 2026. Minimum stay 5 nights

Code: LUCKYSPRING15


Offer is valid on new online bookings only when you book by April 6, 2026 for 5+ night stays from April 10, 2026-May 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.  


Sea Club #32 - Dolphins Lookout
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (18 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, Bicycles, Beach Tiki Bar and Café all in one location!• Living room and main bedroom
Specials Tag Special
LUCKYSPRING15

Save 15% on stays from April 10, 2026-May 30, 2026 when you book by April 6, 2026. Minimum stay 5 nights

Code: LUCKYSPRING15


Offer is valid on new online bookings only when you book by April 6, 2026 for 5+ night stays from April 10, 2026-May 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.  


Sunset Vistas 501W
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.8 (46 Reviews)
Top reasons to book: • Best of both worlds! Gorgeous sunrises from your private balcony, famous sunsets in your back yard• Beautifully updated and furnished!• Onsite amenities include an outdoor heated pool, a community grilling area, private beach access alongside a shower/rinse area.• Located just a few miles South is the well-known John’s P
Specials Tag Special
LUCKYSPRING15

Save 15% on stays from April 10, 2026-May 30, 2026 when you book by April 6, 2026. Minimum stay 5 nights

Code: LUCKYSPRING15


Offer is valid on new online bookings only when you book by April 6, 2026 for 5+ night stays from April 10, 2026-May 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.  


Holiday Villas II 407 Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (46 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 Awesome Townhouse! * Short and convenient walk to the sand, only 450 ft!* Spacious Layout, luxurious furnishings, plenty of room for the entire family!* Soarin
Specials Tag Special
LUCKYSPRING15

Save 15% on stays from April 10, 2026-May 30, 2026 when you book by April 6, 2026. Minimum stay 5 nights

Code: LUCKYSPRING15


Offer is valid on new online bookings only when you book by April 6, 2026 for 5+ night stays from April 10, 2026-May 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.  


Redington Townhouse 16305 - Saltwater Serenity
Redington Beach Area
Bedrooms 3 bedrooms
Bathrooms 3 Full, 1 Half
Guests 10 guests
Rating 5 (17 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: * Beachfront Condo with AWESOME Views - Watch Sunset Every Night * Private Balcony Extending off of Living Room and Master Bedroom * Full Condo Water Filtration
Specials Tag Special
LUCKYSPRING15

Save 15% on stays from April 10, 2026-May 30, 2026 when you book by April 6, 2026. Minimum stay 5 nights

Code: LUCKYSPRING15


Offer is valid on new online bookings only when you book by April 6, 2026 for 5+ night stays from April 10, 2026-May 30, 2026. 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 (31 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
LUCKYSPRING15

Save 15% on stays from April 10, 2026-May 30, 2026 when you book by April 6, 2026. Minimum stay 5 nights

Code: LUCKYSPRING15


Offer is valid on new online bookings only when you book by April 6, 2026 for 5+ night stays from April 10, 2026-May 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.  


Sunset Vistas 603W
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (58 Reviews)
Top Reasons To Book This Villa:* Walk to the Beach – Only 3-5 Minutes to Beach Access (approx. 500 ft)* Heated Community Pool – Relax and Unwind Onsite* Private Balconies – 2 Balconies to Enjoy the Gulf Breeze* Spacious 3-Story Villa – Plenty of Room with a Smart, Private Layout* Professionally Managed, 24/7Welcome to Bayview Villa #120! This
Specials Tag Special
LUCKYSPRING15

Save 15% on stays from April 10, 2026-May 30, 2026 when you book by April 6, 2026. Minimum stay 5 nights

Code: LUCKYSPRING15


Offer is valid on new online bookings only when you book by April 6, 2026 for 5+ night stays from April 10, 2026-May 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.  


Bayview Villas 120
Indian Shores
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (2 Reviews)
**CONSTRUCTION NOTICE: Please note that restoration work is underway and noise may be experienced while work is ongoing. The POOL is CLOSED! ELEVATOR CURRENTLY OUT OF SERVICE. *** Top Reasons to Book View West #1:* Beachfront Condo with Direct Beach Access* Private Balcony with Dining Table and Outside Seating* Fishing Dock on Intracoastal Wa
View West #1
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (4 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 : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleybal
Specials Tag Special
LUCKYSPRING15

Save 15% on stays from April 10, 2026-May 30, 2026 when you book by April 6, 2026. Minimum stay 5 nights

Code: LUCKYSPRING15


Offer is valid on new online bookings only when you book by April 6, 2026 for 5+ night stays from April 10, 2026-May 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.  


Land's End 7-304 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 4.9 (30 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: • Don’t forget your fur baby! This unit is dog friendly (restrictions and fees apply). • Onsite outdoor resort style pool (heated seasonally) with new pool deck fu
Specials Tag Special
LUCKYSPRING15

Save 15% on stays from April 10, 2026-May 30, 2026 when you book by April 6, 2026. Minimum stay 5 nights

Code: LUCKYSPRING15


Offer is valid on new online bookings only when you book by April 6, 2026 for 5+ night stays from April 10, 2026-May 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.  


Madeira Del Mar 305
Condo Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 4.9 (79 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 Lavish Beachfront Escape: • Two private balconies, enjoy panoramic views of the sugary white sands of Indians Shores. • Luxurious main suite with balcony acces
Specials Tag Special
LUCKYSPRING15

Save 15% on stays from April 10, 2026-May 30, 2026 when you book by April 6, 2026. Minimum stay 5 nights

Code: LUCKYSPRING15


Offer is valid on new online bookings only when you book by April 6, 2026 for 5+ night stays from April 10, 2026-May 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.  


Pelican Pointe 5B
Indian Shores
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 4.9 (69 Reviews)

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