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 352 properties available
**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
Villa Madeira 405 - Premier
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (17 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
Land's End 1-304 Bay Front - Premier
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 2 guests
Rating 4.9 (46 Reviews)
Top Reasons to Book:• Unobstructed view of the gulf from the private balcony• Beach access directly across the street (with crossing light for safety!) About 200 steps to the sand!• Gym Available (Building II)• 2-minute walk to the beginning of John's Pass (and Bamboo Beach Bar!), with many restaurants and shops• Free WiFi, outdoor pool and hot tub
Madeira Bay Resort I 1504
Condo Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (44 Reviews)
**Please note that due to damages from recent hurricanes, this property temporarily does not have access to one of the two hot tubs. **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, Volleyball, Tennis and Pickleball Courts
Land's End 10-203 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (37 Reviews)
**Please note that due to damages from recent hurricanes, this property temporarily does not have access to one of the two hot tubs. **Top Reasons to Book this Beach Front Condo: * Short Walk to the On-site Heated Pool* Spacious Balcony with Beach Views* Fabulous Amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard
Land's End 10-303 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (1 Reviews)
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. • Enjoy direct beach access as well as an outdoor heated pool! • Open floor plan with plenty of room for the entire family to
Trillium 2B - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (78 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
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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
Rating 5 (1 Reviews)
Top reasons to Book: • All the Amenities- Beachside heated pool, hot tub, shared BBQ area and a large pool deck- all onsite! • Direct panoramic views from your private balcony. • Several nearby activities, restaurants, and attractions for the entire family! This beautifully updated, bright and spacious 3 bedroom beach front condo is located at Sa
Sand Castle1 #804
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.8 (38 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
Land's End 7-405 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (15 Reviews)
Top Reasons to Book Sea Club #29:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* Professionally ManagedThis newly renovated waterfront condo has everything you need for the perfect vacation! Located on the 1st floor, this spacious two-bedroom, two-
Sea Club #29 - Our Sunrise Nest
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (3 Reviews)
**Please note that due to damages from recent hurricanes, this property temporarily does not have access to one of the two hot tubs. **Top Reasons to book : • Fresh updates include a recently renovated kitchen and new furniture pieces throughout the unit. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos,
Land's End 10-304 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (44 Reviews)
Top reasons to book: • Direct Beach Access Path • Just a short stroll to relax on the beautiful white sands of Treasure Island! • Low density complex, still close to all the action and entertainment! • EV-Electric Vehicle Charger available for our guests! The Sand Dunes Townhome has many interior upgrades with every possible amenity you could d
Sand Dunes Townhome C2
House
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 8 guests
Rating 5 (11 Reviews)

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