Resort Rentals

We invite you to take a tour of our properties to find the perfect Florida vacation rental for your Florida beach vacation. You can check our rates and policies conveniently online. Our dedicated team of professionals is just a click away to assist you in planning your Florida family beach vacation and to provide the support you need to enjoy our tropical islands in one of our comfortable vacation rentals.


Please note that during certain months such as: February, March, June, July, and August, availability may be limited to Saturday-Saturday stays. For the best search results, please select "Flex Dates" in your search to see all possible options for your stay


Properties Available 68 properties available
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
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

The Harbor Condo 305 - Premier
Condo
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 8 guests
Rating 5 (12 Reviews)
**Please note that due to damage from the recent hurricanes there may be noise onsite while restoration work continues. **Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you enter, you'll be greeted by floor to ceiling sliding glass doors and a panoramic view of the Gulf of Mexico. • E
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 May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Trillium 4A - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (86 Reviews)
**Please note that due to damage from the recent hurricanes, this property temporarily has no access to the pool. Parking is currently limited onsite. Elevators may experience intermittent outages but are currently being worked on. There may be some noise onsite while restoration work is ongoing. At this time, we do not have a guaranteed timeline f
Villa Madeira 501 - Premier
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
 New Property!
**Please note that due to damage from the recent hurricanes there may be noise onsite while restoration work continues. **Top Reasons to book: • You’ll love the beautiful décor, and comfortable furnishings throughout this unit • As you enter, you'll be greeted by floor to ceiling sliding glass doors and a panoramic view of the Gulf of Mexico. • E
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 May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Trillium 5A - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (73 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the pool. Parking is currently limited onsite. Elevators may experience intermittent outages, but are currently being worked on. There may be some noise onsite while restoration work is ongoing. At this time, we do not have a guaranteed timeline for t
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 May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Villa Madeira 204 - Premier
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (12 Reviews)
Top Reasons to Book this Awesome Townhouse:* Newly Built in 2025 - Everything is Brand New!* 4 Story Townhouse with Private Rooftop Deck* Approx. 300ft to the Beach - Easy Walk!* Onsite Heated Pool with Convenient Outdoor Shower* Walking Distance to Shops, Bars, and Restaurants* Professionally ManagedWelcome to Azul A4 - Sunset Townhouse! Th
Specials Tag Special
New Property Introductory Discount

New Property Introductory Discount 

Limited time only Promo Code NEW100

Azul Townhomes A4 - Sunset
Madeira Beach
Bedrooms 5 bedrooms
Bathrooms 4 Full
Guests 12 guests
 New Property!
Top Reasons to Book this NEW Townhome: * Just Built and Everything is New! - 2025* Easy Walk to Madeira Beach, Approx. 300ft* Private Rooftop Deck with Seating - Great Hangout Spot!* Spacious, Elegant, Classy Townhome* Onsite Heated Pool* Professionally ManagedWelcome to your dream getaway at Azul A3 aka Sunrise! This brand-new, 4-story town
Specials Tag Special
New Property Introductory Discount

New Property Introductory Discount 

Limited time only Promo Code NEW100

Azul Townhomes A3 - Sunrise
Madeira Beach
Bedrooms 5 bedrooms
Bathrooms 4 Full
Guests 12 guests
 New Property!
**Please note that due to damage from the recent hurricanes, this property currently has no access to the pool or hot tub. Parking is currently limited onsite. Elevators are not fully operational and are being worked on, they cannot be guaranteed. There will be noise onsite while restoration work is ongoing. At this time, we do not have a guarantee
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 May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Surfside South #312
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
 New Property!
Top Reasons to Book: • Beach access directly across the street • Pet Friendly (30lbs Max, Additional Cost Apply) • Gym Available (Building II) • Short stroll away from many shops and restaurants • Complex includes free WiFi • Heated Pool, Hot Tub, and Fitness Center available • Boat slips available on site at the marina • On site fishing and chart
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 May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Madeira Bay Resort I 1408
Condo Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (25 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the pool. Parking is currently limited onsite. Elevators may experience intermittent outages, but are currently being worked on. There may be some noise onsite while restoration work is ongoing. At this time, we do not have a guaranteed timeline for t
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 May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Villa Madeira 609
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.8 (22 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the pool. Parking is currently limited onsite. Elevators may experience intermittent outages, but are currently being worked on. There may be some noise onsite while restoration work is ongoing. At this time, we do not have a guaranteed timeline for t
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 May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Villa Madeira 504 - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (45 Reviews)
Top Reasons to Book this Beautiful Townhome:* Brand New Townhouse with Modern Design and Amenities* 4 Floors Featuring a Rooftop Deck with Amazing Views* 5 Spacious Bedrooms and 4 Full Bathrooms; Private Elevator* Less than 1-minute Walk to the Beach* Heated Pool with Convenient Outdoor Shower* Walking Distance to Shops, Bars, and Restaurants
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 May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Azul Townhomes A5
Madeira Beach Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 Full
Guests 12 guests
Rating 5 (2 Reviews)

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