Cottages at Madeira Beach


Properties Available 353 properties available
Top reasons to Book: • Beautifully furnished patio and balcony overlooking the Gulf of Mexico! • The location- directly on Sunset beach and a short distance to several well-known restaurants and live entertainment.• Dog friendly! 50lb/dog limit. 2 dogs max. (Fees and restrictions apply) "Serenity By The Sea" is a 3 story beachfront townhome that
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by June 13, 2025 for 4+ night stays through August 8, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Serenity By The Sea - Beach House
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 Full, 1 Half
Guests 8 guests
Rating 4.9 (116 Reviews)
Top Reasons to Book:* Fabulous Resort Amenities: Heated Pool, Hot Hub, and Charcoal BBQ Grills* Spacious Balcony* Private, Charming Community*Close to Great Area Attractions* EV Charging Station and Car Wash Station in the Parking Lot* Professionally ManagedWelcome to Vista Verde West 2-218 a beautiful second-floor condo offering serene lake views!
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by June 13, 2025 for 4+ night stays through August 8, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Vista Verde West 218
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (6 Reviews)
Top reasons to Book: • All the Amenities-Beachfront heated pool onsite shuffleboard and shared BBQ grills! • Take in unforgettable beachfront views and warm sunshine from your private balcony. • Very close proximity to several top-rated restaurants St Pete Beach has to offer. This beautiful, completely remodeled 2-bedroom, 2 bath condo at The Cap
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Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by June 13, 2025 for 4+ night stays through August 8, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Caprice 301
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.8 (109 Reviews)
**Please note that due to damages from recent hurricanes, this property temporarily does not have access to one of the two hot tubs. Elevators may be experiencing occasional outages. Beach access, the hot tub closest to the pool, and the other onsite amenities are now available! Please reach out with any questions. Rates lowered** Top Reasons to bo
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by June 13, 2025 for 4+ night stays through August 8, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 1-407 Gulf View - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (45 Reviews)
Top Reasons to Book This Awesome Coastal Cottage: * The Beach is Across the Street - Short, Convenient Walk* Spacious Layout, Luxurious Furnishings, Plenty of Room for All* Additional Outdoor Seating for Gathering, Dining and Relaxation* Fenced Backyard with Grill* Washer/Dryer and Beach Essentials in the Garage* Professionally ManagedWelcome to Bl
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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*


Blue Beach Cottage
House
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
 New Property!
Top reasons to Book: • All the Amenities-Beachfront heated pool onsite shuffleboard and shared BBQ grills! • Take in unforgettable beachfront views and warm sunshine from your private balcony. • Very close proximity to several top-rated restaurants St Pete Beach has to offer. This amazing, completely remodeled 2-bedroom, 2 bath condo is located a
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by June 13, 2025 for 4+ night stays through August 8, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Caprice 306
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (81 Reviews)
Top Reasons to Book Sea Club #25:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* Professionally ManagedDolphin’s Watch is a beautifully renovated, modern coastal condo offering breathtaking waterfront views. This two-bedroom, two-bathroom condo is
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by June 13, 2025 for 4+ night stays through August 8, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Sea Club #25 - Dolphin's Watch
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (6 Reviews)
Top reasons to Book: • 4 total units for this building, the perfect getaway for the entire family!• TWO balconies per condo, one facing West overlooking the Gulf and one facing East. • Onsite heated pool; direct beach access. Experience true Florida living in this charming beachfront property!! This amazing 2 bedroom, 2 bath condo has an open an
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by June 13, 2025 for 4+ night stays through August 8, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Sunset Villas 2
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 4.9 (76 Reviews)
Top Reasons to Book this Home:* 180 ft from Public Beach Access* Private Entrance with 2 Parking Spaces Any extra-large vehicles may have to park in city overflow due to restricted space.* Washer and Dryer * Fully Stocked Kitchen, Walk-in Shower* Close to Entertainment Beach Livin Unit #3 offers a charming three-bedroom, two-and-a-ha
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by June 13, 2025 for 4+ night stays through August 8, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Beach Livin 3 - 3 Bedroom Upstairs
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 4.7 (20 Reviews)
Top Reasons to Book this Condo: * Beachfront Property with Direct Beach Access Onsite* Bright and Spacious Condo Perfect for a Relaxing Getaway* Private Balcony with Stunning Gulf and Pool Views* Tons of Amenities to Enjoy - Large Heated Pool, 2 Whirlpool Spas, Designated Kiddie Pool with Splash Fountain, Fitness Center, Bike Rentals and more!
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by June 13, 2025 for 4+ night stays through August 8, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Sunset Vistas 209N - Latitude Adjustment
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (2 Reviews)
**Please note that due to damages from recent hurricanes, this property temporarily does not have access to one of the two hot tubs. Elevators may be experiencing occasional outages. Beach access, the hot tub closest to the pool, and the other onsite amenities are now available! Please reach out with any questions. Rates lowered** Top Reasons to bo
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by June 13, 2025 for 4+ night stays through August 8, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 1-202 Bay Front
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 2 guests
Rating 4.9 (40 Reviews)
Top Reasons to book this Bayside Unit: • Treasure Island’s newest, boutique condo-resort offers the best of both worlds; beachfront and bayfront. • Watch stunning sunsets from the gulf front, seventh floor “Sunset Roof Top Deck”. • Double amenities, pools and spas, provided by two buildings with the view of your choosing. • New luxury furnishings,
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*


Oceana 204 East
Condo Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (48 Reviews)

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