Cottages at Madeira Beach


Properties Available 338 properties available
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevators or pool. At this time, we do not have a guaranteed date for these to be accessible, but we do not anticipate any interference with 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to Book Madeira Bay Reso
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Madeira Bay Resort I 1402
Condo
$770.00 - $3,234.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
 New Property!
Top Reasons To Book Misty Isles #2:* Beachfront Property with Direct Beach Access* Dogs Allowed! 25lb Weight Limit (Fees and Restrictions Apply)* Breathtaking Sunsets Every Night Right out your Back Door* Cozy and Charming Atmosphere; Low-Density Complex* Miles of Soft Sand Beach Ideal for Long, Leisurely Walks Along the Shore* Professionally Mana
Specials Tag Special
New Property Introductory Discount

New Property Introductory Discount 

Limited time only Promo Code NEW100

Misty Isles #2
Condo Pet Friendly
$1,036.00 - $3,794.00 / per week
Bedrooms 2 bedrooms
Bathrooms 1 Full
Guests 6 guests
 New Property!
Top Reasons To Book:* Across the Street from the Beach with Easy Beach Access* Rent the Full Property for your Group* Connecting Door Option * Less than 3 miles from John's Pass Village* Walking Distance to Restaurants, Grocery Store and Tiki BarsWelcome to Nautilus, a charming 4-plex in Treasure Island! Whether you rent the entire property or an
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New Property Introductory Discount

New Property Introductory Discount 

Limited time only Promo Code NEW100

Nautilus - Full Property
House
$2,800.00 - $11,368.00 / per week
Bedrooms 4 bedrooms
Bathrooms 4 Full
Guests 16 guests
 New Property!
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the pool, tiki deck, or beach boardwalk. At this time, we do not have a guaranteed date for any of these to be accessible. Please reach out with any questions. Rates lowered!**Top Reasons to Book:• All the Amenities! Large Heated Pool, Kiddie Pool,
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Save 15% off 28+ nights between now and February 2025!

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Sunset Vistas 603W
Condo
$1,232.00 - $5,243.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (59 Reviews)
Top Reasons to Book: • Take in unforgettable panoramic beachfront views and warm sunshine from your private balcony. • Short drive to St Petersburg- loaded with great museums, shops and restaurants. • Shared outdoor pool on site (heated seasonally). Nicely updated 2-bedroom, 2 bath condo located on the South corner of the building with direct v
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Save 15% off 28+ nights between now and February 2025!

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Emerald Isle 101
Condo
$980.00 - $3,514.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (114 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevator, pool, or amenities. At this time, we do not have a guaranteed date for this to be accessible, though to our knowledge this should not impact 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to book : • S
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Land's End 8-306 Beach Front - Premier
Condo
$938.00 - $4,564.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (76 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevator, pool, or amenities. At this time, we do not have a guaranteed date for this to be accessible, though to our knowledge this should not impact 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to book : • S
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Land's End 5-303 Gulf-Bay Front
Condo
$854.00 - $3,780.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (72 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevators or pool. At this time, we do not have a guaranteed date for these to be accessible, but we do not anticipate any interference with 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to Book this Luxury Pent
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Madeira Del Mar Penthouse #2- Premier
Condo Pet Friendly
$1,442.00 - $5,180.00 / per week
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (13 Reviews)
Top Reasons to Book: • Take in unforgettable panoramic beachfront views and warm sunshine from your private balcony. • Short drive to St Petersburg- loaded with great museums, shops and restaurants. • Shared outdoor pool on site (heated seasonally). If you are looking for a beautifully updated, cozy beachfront condo – look no further because you
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Emerald Isle 104
Condo
$980.00 - $3,514.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (119 Reviews)
Top Reasons to Book this Home: * Single Family Home with Private Pool* Screened in Florida Room with Beverage Fridge* Tropical Decor, Spacious Living* Spacious Deck Area around Private Pool with Grill* Convenient to St Pete Beach and Treasure Island* 880yds to Upham Beach* Professionally ManagedWelcome to Coquina Hideaway!! This charming 2-bedroom
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New Property Introductory Discount

New Property Introductory Discount 

Limited time only Promo Code NEW100

Coquina Hideaway
House
$931.00 - $2,989.00 / per week
Bedrooms 2 bedrooms
Bathrooms 1 Full
Guests 7 guests
 New Property!
Top Reasons to Book Sandy Dunes! • Beachfront Home! • Spacious Layout, gorgeous furnishings, plenty of room for the entire family! • Additional outdoor seating for gathering dining and relaxation Enjoy a much-deserved beach vacation at this dreamy coastal retreat. This beautiful, family-friendly, beach house features quartz countertops, stainles
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Sandy Dunes
House
$2,450.00 - $4,200.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (14 Reviews)
Top Reasons to Book: • Enjoy The low density and well-maintained beachside complex with beach access. • Very close proximity to many well know restaurants in the area. • Beautifully decorated throughout to reflect coastal comfort. Pelican Pointe is a unique and well maintained community with only 14 other units sitting right on the beach. You’re
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Pelican Pointe 2C
Condo
$1,050.00 - $3,640.00 / per week
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (28 Reviews)

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