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.
427 properties available
Top Reasons To Book This Fabulous House:* Only 400ft to Public Beach Access* 4BR Family Home with Awesome Bay Views* Two Large, Private Balconies * Great Space for Larger Family or Couples * Walkable to Restaurants, Shopping, and a ParkStay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just en
Top Reasons To Book This Condo:* Quick and Easy Walk to the Beach - Approx. 175ft Away!* Shared Heated Pool for Year-Round Enjoyment* Spacious Pool Deck with Lounge Chairs for Relaxing and Soaking Up the Sun* Onsite fishing Dock Right on the Intracoastal Waterway* Awesome Waterway Views from your Private Balcony* Professionally Managed, 24/7W
*** NOTICE OF ROOF WORK - BUILDING 4. ESTIMATED COMPLETION TIME IS CURRENTLY END OF SEPTEMBER, 2026 - NOT EXACT AND DATES MAY VARY. *** 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 C
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!
Top Reasons To Book The Bungalows - All 10 Units: * Incredible Option for Groups! (No events of any kind, this is for vacation rentals only)* 10 Bedrooms, 4 Studios and 10 Bathrooms Total* Charming Property Across the Street from Beach Access - Only 400 ft away!* Onsite Heated Pool, Outside Games and Charcoal Grills* Dogs Allowed - 1 Dog per
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. 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 Faci
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top reasons to Book this Cozy Condo:* 400 Feet to Beach Access* Updated Kitchen and Flooring Throughout* Onsite Waterfront Pool, BBQ Areas and THREE fishing docks* Located close to it al
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. 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, Volleybal
Top Reasons to Book this Home: * Easy Walk to Beach Access - .1 Mile/3 Minutes!* Single Family Home to Yourself* 2 Private Decks* Great Location - Walking Distance to Restaurants and Shopping* Professionally ManagedWelcome to Beach Please! This spacious and inviting two-story single-family home offers 3 bedrooms and 3 full bathrooms, comfort
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book this Condo:* 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 sp
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 Community Pool with Convenient Outdoor Shower* Walking Distance to Shops, Bars, and Restaurants* Professionally ManagedStay more, SAVE more! We offer l
Top reasons to Book: • Newly renovated Kitchen with brand new appliances! • All the Amenities- Beachfront heated pool, hot tub, shared BBQ Area, Free wifi and onsite laundry facilities. • Located just one mile South is the well known John’s Pass Village which is loaded with tons of shopping, restaurants, and entertainment! This gorgeous South W
Tell us what you're looking for and someone will contact you with available options.