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 347 properties available
**Please note that due to damage from the recent hurricanes this property temporarily has no access to the tiki deck, or beach boardwalk. The pool is now open, but it is not heated. At this time, we do not have a guaranteed date for any of these to be accessible. Please reach out with any questions. **Top Reasons to Book: • All the Amenities! Larg
Specials Tag Special
Easter Savings!

Save 15% on 4+ night stays* 
Offer is valid on new online bookings only when you book by April 17, 2025 for 4+ night stays from April 10, 2025 - October 31, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Sunset Vistas 501W
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.8 (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
Specials Tag Special
Easter Savings!

Save 15% on 4+ night stays* 
Offer is valid on new online bookings only when you book by April 17, 2025 for 4+ night stays from April 10, 2025 - October 31, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 1-301 Gulf View - Premier
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 2 guests
Rating 4.9 (50 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
Easter Savings!

Save 15% on 4+ night stays* 
Offer is valid on new online bookings only when you book by April 17, 2025 for 4+ night stays from April 10, 2025 - October 31, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 11-203 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 5 (39 Reviews)
**Please note that due to damage from the recent hurricanes, the elevator is out of service. It is currently being worked on and at this time we do not have a guaranteed timeline for the repair to be complete. There may be noise onsite while restoration work is ongoing. Please reach out with any questions. **Top Reasons to book: • You’ll love the
Specials Tag Special
Easter Savings!

Save 15% on 4+ night stays* 
Offer is valid on new online bookings only when you book by April 17, 2025 for 4+ night stays from April 10, 2025 - October 31, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Trillium 2B - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (77 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
Easter Savings!

Save 15% on 4+ night stays* 
Offer is valid on new online bookings only when you book by April 17, 2025 for 4+ night stays from April 10, 2025 - October 31, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 10-205 Beach Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (23 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
Easter Savings!

Save 15% on 4+ night stays* 
Offer is valid on new online bookings only when you book by April 17, 2025 for 4+ night stays from April 10, 2025 - October 31, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 1-406 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.8 (9 Reviews)
**Please note that due to damage from the recent hurricanes, this property temporarily has no access to the pool. 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 any questions. **Top Reasons to Book: • Take in unforgettable p
Specials Tag Special
Easter Savings!

Save 15% on 4+ night stays* 
Offer is valid on new online bookings only when you book by April 17, 2025 for 4+ night stays from April 10, 2025 - October 31, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Emerald Isle 204
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (65 Reviews)
**Please note that due to damage from Hurricane Helene, this property temporarily has no access to the elevators. At this time, we do not have a guaranteed date for this to be accessible, but we do not anticipate any interference with 2025 stay dates. Please reach out with any questions. Rates lowered!**Top Reasons to Book View West #1:* Beachfron
Specials Tag Special
New Property Introductory Discount

New Property Introductory Discount 

Limited time only Promo Code NEW100

View West #1
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (2 Reviews)
Top Reasons to Book Sea Shell 28:* Spacious Townhouse on the Intracoastal Waterway* Onsite Heated Pool, Deck with Lounge Chairs and Fishing Dock* 176 Yards to Beach Access* Private Balcony with Seating* Garage Access for Parking* Professionally ManagedWelcome to Sea Shell #28 a charming 2-bedroom, 2.5-bathroom townhouse is nestled on the Intr
Specials Tag Special
Easter Savings!

Save 15% on 4+ night stays* 
Offer is valid on new online bookings only when you book by April 17, 2025 for 4+ night stays from April 10, 2025 - October 31, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Sea Shell 28
House
Bedrooms 2 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 4.6 (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. 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
Easter Savings!

Save 15% on 4+ night stays* 
Offer is valid on new online bookings only when you book by April 17, 2025 for 4+ night stays from April 10, 2025 - October 31, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 8-403 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (52 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
Easter Savings!

Save 15% on 4+ night stays* 
Offer is valid on new online bookings only when you book by April 17, 2025 for 4+ night stays from April 10, 2025 - October 31, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 8-303 Beach Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.9 (35 Reviews)
**Please note that due to damage from the recent hurricanes this property temporarily has no access to the tiki deck, or beach boardwalk. The pool is now open, but it is not heated. At this time, we do not have a guaranteed date for any of these to be accessible. Please reach out with any questions. **Top Reasons to Book: • All the Amenities! Larg
Specials Tag Special
Easter Savings!

Save 15% on 4+ night stays* 
Offer is valid on new online bookings only when you book by April 17, 2025 for 4+ night stays from April 10, 2025 - October 31, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Sunset Vistas 206S
Condo
Bedrooms 2 bedrooms
Bathrooms 1 Full, 1 Half
Guests 6 guests
Rating 4.9 (61 Reviews)

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