Cottages at Madeira Beach


Properties Available 353 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:-Less than 400 Feet to the Beach-Dog Friendly (Restrictions and additional fees apply)-Private off-street parking-Recently Updated and New Stainless Steel Appliance
Beach Life 3
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (26 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: * Beach access directly across the street as well as on site fishing and charter boats. * Gym Available (Building II) * Short stroll away from many shops and resta
Madeira Bay Resort I 1502
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (41 Reviews)
**CONSTRUCTION NOTICE: The North and South POOLS, all hot tubs, cabanas and clubhouse are currently closed. Restoration work is currently taking place on grounds. The CLUBHOUSE POOL HAS REOPENED! Potential BEACH CLOSURES for Beach Renourishment in the area September – October 2025 ***Top reasons to Book: • All the Amenities-THREE luxurious swimmi
Tides 2-627
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
 New Property!
**NOTICE AS OF 9/26/25 - ELEVATOR CURRENTLY OUT OF SERVICE - NO ETA ON COMPLETION***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: • You’ll love the beautiful décor, and comfortable furnishings throughout this
Trillium 2A - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (85 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. This completely remodeled, Bay front condo has a wonderful view of the Intracoastal Waterway. The gorgeous, open, fully equipped kitchen has stainless steel, state of the art appliance
Specials Tag Special
Land's End for Less


Stay at Land's End for Less! Get 10% OFF select Land's End properties when you stay 7+ nights.


Use code: "LANDSEND10" at checkout.


Offer is valid on new online bookings only. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties. Resort Rentals has the right to change or end this promotion as they choose. 

Land's End 3-303 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (43 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
Land's End for Less


Stay at Land's End for Less! Get 10% OFF select Land's End properties when you stay 7+ nights.


Use code: "LANDSEND10" at checkout.


Offer is valid on new online bookings only. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties. Resort Rentals has the right to change or end this promotion as they choose. 

Land's End 9-404 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (65 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. ****NOTICE: Major exterior renovation project beginning December 1st, 2025 and to last approx. 10 months. Noise will be associated with the work. Access to areas on grounds/parking wil
Bayshore Yacht & Tennis 216
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.8 (35 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. **CONSTRUCTION NOTICE: Please note that restoration work is underway. Parking is limited onsite. Noise may be experienced while work is ongoing. Beach Access and Pool are OPEN! ***
Villa Madeira 204 - Premier
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (12 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
Land's End for Less


Stay at Land's End for Less! Get 10% OFF select Land's End properties when you stay 7+ nights.


Use code: "LANDSEND10" at checkout.


Offer is valid on new online bookings only. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties. Resort Rentals has the right to change or end this promotion as they choose. 

Land's End 11-304 Beach Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (45 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
Villa At Bahia Shores-4BR
House
Bedrooms 4 bedrooms
Bathrooms 4 Full
Guests 12 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 BAY FRONT CONDO:* This corner condo has a larger floor plan than the typical condo in this gated community.* This end unit condo has windows offering water vie
Specials Tag Special
Land's End for Less


Stay at Land's End for Less! Get 10% OFF select Land's End properties when you stay 7+ nights.


Use code: "LANDSEND10" at checkout.


Offer is valid on new online bookings only. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties. Resort Rentals has the right to change or end this promotion as they choose. 

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 this Beach House:* Easy Beach Access, 350 feet to the Beach* Covered Outside Living Space* Walking Distance to Great Restaurants and Entertainment* Professionally Managed Welcome to Valdes Cottage in a fantastic location on St. Pete Beach. This 2-bedroom 2 bath home is only less than a block to the beach with no main roads t
Valdes Cottage
House
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (1 Reviews)

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