Seasonal Vacation Rentals
Escape to the Gulf Coast for a week, a month, or the whole season. Our seasonal rentals put you steps from white-sand beaches, sparkling waterways, and world-class dining — all carefully selected for quality and comfort.
66 Boundary Blvd #273, Rotonda West, FL 33947
- Guests: 6
- Size: 780ft²
- Bed Type: 1 Bedroom
- Categories: Seasonal Rentals
- Amenities: Community Pool, Dining Room, Dog-friendly, Fully Equipped Kitchen, Living Room, Wi-Fi
- Bathrooms: 1 Bathroom
- Pets: Dogs Allowed
- Property Type: Condo/Villa
1165 South Ln, Englewood, Fl 34224
- Guests: 6
- Size: 1209ft²
- Bed Type: 3 Bedrooms
- Categories: Seasonal Rentals
- Amenities: Backyard, Dining Room, King Size Bed, Living Room, Queen Size Bed
- Bathrooms: 1 Bathroom
- Property Type: Residential
Prices start at: $3,600 for 30 nights (+taxes and fees)
36 Windsor Dr, Placida, FL 33946
- Guests: 6
- Size: 2328ft²
- View: Golf Course View
- Bed Type: 3 Bedrooms
- Categories: Seasonal Rentals
- Amenities: Air Conditioning, Backyard, Dining Room, Flat Screen TV, Fully Equipped Kitchen, Garage Parking, Living Room, Near Golf Course, Private Patio, Private Pool, Walk-in Closet, Walk-in Shower, Washer and Dryer, Wi-Fi
- Bathrooms: 2 Bathrooms
- Pets: No Pets Allowed
- Property Type: Residential
Prices start at: $6,000 for 30 nights (+taxes and fees)
Sea Star Oasis, Rotonda West, FL 33947
- Guests: 6
- Size: 1714ft²
- View: Pond View
- Bed Type: 3 Bedrooms
- Categories: Seasonal Rentals
- Amenities: Air Conditioning, Dog-friendly, Fully Equipped Kitchen, Garage Parking, Living Room, Non smoking, Outdoor Firepit, Outdoor Grill, Private Patio, Private Pool, Washer and Dryer, Wi-Fi
- Bathrooms: 2 Bathrooms
- Pets: Dogs Allowed
- Property Type: Residential
Prices start at: $1,400 for 7 nights (+taxes and fees)
29 Long Meadow Ct, Rotonda West, FL 33947
- Guests: 6
- Size: 1621ft²
- View: Golf Course View
- Bed Type: 3 Bedrooms
- Categories: Seasonal Rentals
- Amenities: Close to Beaches, Dining Room, Fully Equipped Kitchen, Garage Parking, Living Room, Near Golf Course, Private Patio, Private Pool, Queen Size Bed, Wi-Fi
- Bathrooms: 2 Bathrooms
- Pets: Dogs Allowed
- Property Type: Residential
Prices start at: $1,400 for 7 nights (+taxes and fees)
51 Long Meadow Ln, Rotonda West, FL 33947
- Guests: 6
- Size: 1886ft²
- Bed Type: 3 Bedrooms
- Categories: Seasonal Rentals
- Amenities: Dining Room, Flat Screen TV, Fully Equipped Kitchen, Garage Parking, Golf Course Access, King Size Bed, Living Room, Private Pool, Walk-in Closet, Walk-in Shower, Washer and Dryer, Wi-Fi
- Bathrooms: 2 Bathrooms
- Pets: Dogs Allowed
- Property Type: Residential
Prices start at: $1,400 for 7 nights (+taxes and fees)
30 Sportsman Way, Rotonda West, FL 33947
- Guests: 6
- Size: 1961ft²
- View: Pond View
- Bed Type: 3 Bedrooms
- Categories: Seasonal Rentals
- Amenities: Close to Beaches, Dining Room, Flat Screen TV, Fully Equipped Kitchen, Garage Parking, King Size Bed, Living Room, Near Golf Course, Outdoor Grill, Private Pool, Queen Size Bed, Twin Beds, Walk-in Closet, Walk-in Shower, Washer and Dryer, Wi-Fi
- Bathrooms: 2 Bathrooms
- Pets: No Pets Allowed
- Property Type: Residential
Prices start at: $1,400 for 7 nights (+taxes and fees)
13 Medalist Ter, Rotonda West, FL 33947
- Guests: 6
- Size: 2583ft²
- View: Pond View
- Bed Type: 3 Bedrooms
- Categories: Seasonal Rentals
- Amenities: Close to Beaches, Dining Room, Flat Screen TV, Garage Parking, Golf Course Access, King Size Bed, Living Room, Office Space, Private Pool, Queen Size Bed
- Bathrooms: 3 Bathrooms
- Pets: No Pets Allowed
- Property Type: Residential
Prices start at: $1,400 for 7 nights (+taxes and fees)
9 Pine Valley Ln, Rotonda West, FL 33947
- Guests: 6
- Size: 2249ft²
- Bed Type: 3 Bedrooms
- Categories: Seasonal Rentals
- Amenities: Dining Room, Flat Screen TV, Fully Equipped Kitchen, Living Room, Near Golf Course, Office Space, Private Pool, Wi-Fi
- Bathrooms: 3 Bathrooms
- Pets: No Pets Allowed
- Property Type: Residential
Prices start at: $1,400 for 7 nights (+taxes and fees)
3629 Pennyroyal Rd, Port Charlotte, FL 33953
- Guests: 6
- Size: 2996ft²
- View: Pond View
- Bed Type: 3 Bedrooms
- Categories: Seasonal Rentals
- Amenities: Dining Room, Fully Equipped Kitchen, Golf Course Access, Living Room, Near Golf Course, Private Pool, Wi-Fi
- Bathrooms: 3 Bathrooms
- Pets: Pets Allowed
- Property Type: Residential
Prices start at: $6,000 for 30 nights (+taxes and fees)
25 Pearl St, Englewood, FL 34223
- Guests: 6
- Size: 939ft²
- View: Lemon Bay View
- Bed Type: 2 Bedrooms
- Categories: Seasonal Rentals
- Amenities: Community Pool, Dining Room, Flat Screen TV, Fully Equipped Kitchen, Living Room, Walk-in Closet, Wi-Fi
- Bathrooms: 2 Bathrooms
- Pets: No Pets Allowed
- Property Type: Residential
Prices start at: $1,500 for 7 nights (+taxes and fees)
95 Pearl St, Englewood, FL 34223
- Guests: 6
- Size: 1212ft²
- Bed Type: 2 Bedrooms
- Categories: Seasonal Rentals
- Amenities: Dining Room, Flat Screen TV, Fully Equipped Kitchen, King Size Bed, Living Room, Private Patio, Twin Beds, Washer and Dryer, Wi-Fi
- Bathrooms: 2 Bathrooms
- Pets: No Pets Allowed
- Property Type: Condo/Villa
Prices start at: $1,500 for 7 nights (+taxes and fees)
