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.


Properties Available 304 properties available
Top Reasons to Book: • All the Amenities! Pool, Hot Tub, Sauna, Fishing Docks, Tennis Courts, Shuffleboard, Pickleball, and more all in one location! • Boat Slips available for easy access as a pickup/ drop off area for your Friends and Family. • Gas Grills and several Tiki Huts Waterside • Waterfront Main Bedroom with Bay Front Balcony Access. •
Bayshore Yacht & Tennis 409 - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.8 (19 Reviews)
Top Reasons To Book this Fabulous Condo: * 3 Blocks from Easy Public Beach Access* Private Balcony with Intracoastal Views* 2 Free Waterpark Passes/Day to Splash Harbour Water Park included* Fabulous On-site Amenities: Spacious Community Sundecks + Putt Putt Golf* Arcade for the Kiddos, Poolside Snack Bar, and Live Music in the Evening*Walking Dis
Harbourside 7716- Splash On The Rocks
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 4.9 (11 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 a
Sunset Villas 1
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 5 (67 Reviews)
Top reasons to Book: • Covered parking available for two vehicles! • Ocean Kayak for guest use! • A beautiful, heated pool, direct beach access, an outdoor shower and picnic tables are located beachside onsite. • Located just a few miles South is the well-known John’s Pass Village which is loaded with tons of shopping, restaurants, and entertainmen
Gulfside Villas 3
House
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (39 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
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*

Land's End 6-302 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (26 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the pools, hot tub, cabana, or clubhouse. At this time, we do not have a guaranteed date for this to be accessible, but the property association is estimating May 2025 availability for amenities. Please reach out with any questions. Rates lowered!**To
Tides 4-642
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 5 (7 Reviews)
**Please note that due to damage from the recent hurricanes, this property temporarily has no access to the pool. Elevators are working but may experience intermittent outages. There may be some noise onsite while restoration work is ongoing. At this time, we do not have a guaranteed timeline for these repairs to be complete. Please reach out with
Emerald Isle 502 - Premier
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (43 Reviews)
*Please note that due to damage from Hurricanes Helene and Milton, there is currently no access to the pool or hot tub area at this time. At this time, we do not have a guaranteed timeline for these repairs to be complete. Please reach out with any questions. Rates lowered!**Top reasons to Book:• Beautifully decorated throughout to reflect coastal
Sea Breeze 106
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.2 (11 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** Open and airy wit
Land's End 8-201 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (32 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 5-403 Gulf-Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 5 (42 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 1-202 Bay Front
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 2 guests
Rating 4.9 (35 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 10-305 Beach Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (35 Reviews)

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