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 351 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
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Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Villa Madeira 506 - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (37 Reviews)
**Please note that due to damage from the recent hurricanes, this property temporarily has no pool heat. The pool is open and available just without heat currently. Please reach out with any questions.**Top Reasons to Book: •Walking distance to a wide variety of local restaurants and entertainment. •Located just a block from the easy beach access
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Amadeus 6
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 4.9 (61 Reviews)
Top Reasons to Book Sea Club #502:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway* Professionally ManagedWelcome to Anchor’s Away, a beautifully appointed one-bedroom condo located on the 5th floor (accessible via elevator) of the Sea Club of Indian
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Sea Club #502 - Anchor's Away
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 5 (6 Reviews)
**Please note that due to damage from the recent hurricanes the elevators may be in and out of service. **Top Reasons to Book:• Stunning Views of the Gulf of Mexico from the moment you enter the condo. • Enjoy the fabulous complex amenities such as the shared outdoor pool, lounge chairs and beach access. • Washer/Dryer in unit Welcome to Ocean Sand
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Ocean Sands 1-708
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (2 Reviews)
Top Reasons to Book this AMAZING Townhome: * Brand New Build in 2025* Easy Walk to Madeira Beach, Approx. 300ft* Private Roof Top Deck with Views and Seating - Great Hangout Spot!* Spacious and Comfortable, Great for Families or Larger Groups* Onsite Heated Pool* Professionally Managed Welcome to Azul Townhome B3, a brand-new, four-story town
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Azul Townhomes B3
Madeira Beach
Bedrooms 5 bedrooms
Bathrooms 4 Full
Guests 11 guests
Rating 5 (1 Reviews)
**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
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Villa Madeira 307 - Premier
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (42 Reviews)
**Please note that due to damage from the recent hurricanes there may be noise onsite while restoration work continues. **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. • E
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 22, 2025 for 4+ night stays from April 23 - June 30, 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 (78 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
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Land's End 3-402 Bay Front
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.6 (3 Reviews)
Top Reasons To Book:* Beautiful Beaches Right Across the Street* Access to Beach Front Pool and Grills Across the Street* Nightly Sunsets to Watch Just a Few Steps Away* Less Than 3 Miles to John's Pass Village* Walking Distance to Caddy's on the BeachEscape to this 1-bedroom, 1-bathroom condo at Harbor House located in the tranquil Sunset Beach co
Harbor House 37
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 2 guests
Rating 4.8 (21 Reviews)
Top Reasons to Book The Intercoastal #205:*Intercoastal water views*Upgraded appliances*Beautifully decorated* Private, Screened in Balcony* Professionally ManagedEscape to The Intercoastal #205, a beautifully decorated 3-bedroom, 2-story condo, designed with a laid-back Beachy Boho Chic vibe. With neutral hues and a cozy atmosphere, this spacious
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

The Intercoastal #205 - Beachy Chic
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (23 Reviews)
**Please note that due to damage from the recent hurricanes, the elevators are currently out of service. 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 this Cozy Condo:.* 400 Feet to Beach Access* Updated Kitchen and Flooring Throughout* Boat Slips are
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Westwinds 213
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 4.8 (48 Reviews)
Top Reasons to Book this Beautiful Condo:* Incredible Water Views from the Balcony* Fantastic Community Amenities: Saltwater Pool + Spa, Fitness Room, Library and Beautiful Grounds* Great Location - Close to Unique Shopping and Galleries* 1 Mile to Public Beach Access Welcome to your new favorite vacation spot - Bahia Vista 361- Club Bahia! This 2
Specials Tag Special
Summer Savings

Save 10% on 4+ night stays* 

PROMO CODE: SUMMER2025
Offer is valid on new online bookings only when you book by May 22, 2025 for 4+ night stays from April 23 - June 30, 2025Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.   

Bahia Vista 361- Club Bahia
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (4 Reviews)

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