Snowbirds & Winter Monthly Rentals
Resort Rentals, a trusted name in coastal getaways, offers the ultimate monthly winter rentals across the picturesque destinations of St. Pete Beach, Madeira Beach, and Treasure Island, and more. Our carefully selected vacation rentals, ranging from beachfront condos to luxurious vacation homes, serve as your home away from home, welcoming snowbirds looking to escape the winter’s chill. Immerse yourself in the laid-back beach lifestyle along these stunning shores, enjoying leisurely strolls, savoring fresh seafood, and taking in breathtaking sunsets. Resort Rentals ensures an unforgettable winter retreat, allowing you to make cherished memories in these sought-after Florida coastal gems.
352 properties available
Top Reasons to Book 202W: * Direct Beachfront Condo in the WEST building with Private Balcony * “Sunset Roof Top Deck” on the 7th Floor for Even MORE Beach Views! * Pool with Deck and Lounge Chairs, Hot Tub on Grounds * Updated and Comfortable Furnishings * Dogs allowed (Fees and Restrictions apply) Escape to paradise in this updated 2-bedroom,
Top Reasons to Book this Duplex:* Full Property to Yourself - Both Sides! * Quick Drive to the Beach - 2 Minutes* Quiet Neighborhood Location* Large, Private Backyard* Professionally ManagedWelcome to Shore La Vie a charming duplex, all to yourself! Just a quick 2-minute drive from Treasure Island Beach, this tropical oasis features two beaut
**Please note that due to damage from the recent hurricanes, this property temporarily has no access to the pool or hot tub. Elevators are working have repairs scheduled, there will be periods it will be fully out of service. There may be some noise onsite while restoration work is ongoing. At this time, we do not have a guaranteed timeline for the
Top Reasons to Book Redington Retreat: * Wide Open Views of the Intracoastal Waterway* 2 Private Balconies and Outside Patio with Grill* Quick Walk to Beautiful Beach Access (about .01 mile)* Beautifully Updated, Spacious Living* Workspaces on Main Level and in Master Bedroom* Dogs allowed! (Restrictions and fees apply)Welcome to Redington Retr
**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
**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
Top reasons to Book: • Covered parking for multiple vehicles underneath the home. • Two private gulf facing balconies as well as a private boardwalk for easy access to the beach. Paradiso Al Mare is a fun and family friendly beach front house in Treasure Island/Sunset Beach. This amazing property has direct beach access so you can walk right onto
**Construction Notice: The Amadeus building is currently undergoing exterior clean-up and repainting. Parking may vary on grounds. Work to continue through approx. end of June 2025. **Top Reasons to Book: •Walking distance to a wide variety of local restaurants and entertainment. •Located just a block from the easy beach access. •Includes acces
Top reasons to Book: • Beach access is a short distance from the property, just across the street for your convenience. • Property includes an on-site pool (heated seasonally) • Also on the property is a private fishing dock with a cleaning station! This bright and tastefully decorated Townhome is located at well maintained Sea Shell in the quai
Top Reasons to Book Madeira Del Mar 301:* Don’t forget your fur baby! This unit is dog friendly (restrictions and fees apply). * Onsite outdoor resort style pool (heated seasonally) with new pool deck furniture.* Short walk to beach! (1 Block)* Located just 1.5 miles South is the well-known John’s Pass Village which is loaded with tons of shopping,
Top Reasons to Book:* 173 Yards to the Gulfport Beach Recreation Area* 5 Miles to St. Pete Beach* Pet Friendly up to 20lbs. (Additional Cost Applies) * On-Site Parking and Laundry Facility * Walking Distance to many Restaurants, Art Galleries, and Boutiques* Professionally Managed * Gas Grill on grounds* Hulu Live access!Beach Quarters 3BR is a com
Top Reasons to Book Sea Club #12:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* Professionally ManagedThe Dancing Dolphin, overlooks the community swimming pool and manicured gardens and gives you an old Florida feel and a short walk to the most b
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